On This Day
|Elizabeth Olsen198930||Conor Chaplin199722
Transfer : Portsmouth – Coventry City
Conor Chaplin has completed a move to League One side Coventry.
The 21-year-old striker has initially joined them on loan until January, when the move will become permanent for an undisclosed fee.
Chaplin said: “Playing for Pompey was an absolute dream for me. I’ve got some great memories that will last forever.
“I want to thank the fans and everyone else who has supported me during my many years at the club.”
Blues boss Kenny Jackett added: “Conor’s a terrific character and has been searching for regular football.
“The signing of Andre Green means we have plenty of power along our front line now and gives us plenty of options.
“That allowed us to grant Conor his wish. He was in the final year of his contract here and eager for a fresh start.
“I understand that and everyone here at Pompey wishes him the very best for the future at his new club.”
Chaplin is a graduate of the Blues academy, who made his senior debut in a home defeat to Accrington back in December 2014.
A first goal arrived at Morecambe a few months later, while he played a key role in Pompey’s memorable League Two title success in 2016/17.
Pompey suffered their first pre-season defeat, despite Gareth Evans giving them the lead at Stevenage.
The winger steered home a neat finish midway through the first half, only for Ben Kennedy’s strike to ensure the scores were level at the break.
Susbtitute Andronicos Georgiou then added a brace to secure victory for the League Two outfit, despite a late consolation from Conor Chaplin.
Kenny Jackett had made extensive substitutions in the middle of the previous friendlies against Cork and the Hawks, but was more conservative with his changes at Broadhall Way.
Boro started brightly and almost took the lead when Joel Byrom’s free-kick was met by Kennedy, but Craig MacGillivray came to the rescue with a fine save.
Nathan Thompson then prevented Scott Cuthbert from converting the loose ball, while MacGillivray denied one of the hosts’ two first half trialists from the resulting corner.
But the Blues soon began to dominate and after Evans had sent one effort high and wide, Adam May’s 20-yard drive drew a decent stop from Paul Farman.
Then, following great work down the right from the lively Jamal Lowe, Brett Pitman had a shot blocked by Cuthbert.
Ronan Curtis was next to go close for the visitors, but he was unable to beat Farman after collecting a raking pass from Tom Naylor.
The deadlock was broken on 20 minutes, however, as Thompson slipped the ball through to EVANS, who neatly bent it into the net.
But Stevenage fought back and Kennedy was proving to be a constant menace with some probing runs forward.
He had already seen one attempt fizz agonisingly past the post before finding a leveller on 30 minutes.
The attacking midfielder was able to get away from Matt Clarke and then slam home a shot that left MacGillivray with no chance.
Pompey almost retook their lead, as Curtis ran along the edge of the box before curling in a shot that Farman did well to push away.
They kept plugging away as the interval approached, but neither Pitman or Lowe were able to make the most of promising openings.
Pompey emerged unchanged for the second half, while their opponents switched the entire 11 – with the introduction of five more trialists.
It was the visitors who were fastest out of the blocks, although a cleanly-struck Evans effort was comfortably kept out.
But Boro turned the contest on its head, as they took the lead in somewhat fortunate circumstances just before the hour mark.
Emmanuel Sonupe teed-up Georgiou and his shot took a wicked deflection off Naylor to wrong-foot MacGillivray and land in the net.
Jackett then made four substitutions, as Christian Burgess, Danny Rose, Chaplin and Oli Hawkins all entered the pitch.
The latter had a decent chance to draw Pompey level, but was unable to divert his header on target after meeting a pin-point cross from Lee Brown.
Stevenage, meanwhile, were attacking with pace and MacGillivray used his legs to keep out a Sonupe shot.
It was only a brief reprieve, however, as just seconds later, Sonupe’s delivery was emphatically finished by Georgiou at close range.
The game started to drift towards its conclusion after that, although Curtis was still proving a lively presence.
He did well to win back possession on the byline on 80 minutes, but could not force the ball home from an acute angle.
The summer signing also narrowly cleared the crossbar from long-range in the closing stages, as the Blues finished with a flourish.
But it was CHAPLIN who netted a consolation in the final seconds, controlling Curtis’ pass and slotting into the net.
Stevenage (4-1-2-1-2): Farman (Trialist 46); Vancooten (Fraser 46), Cuthbert (Trialist 46), Trialist (Wilkinson 46), Hunt (Trialist 46); Byrom (Trialist 46); Timlin (Sonupe 46), McKee (Trialist 46); Kennedy (Iontton 46); Trialist (Georgiou 46), Revell (c) (White 46)
Goals: Kennedy 30, Georgiou 57, 70
Subs not used: Martin, O’Donnell, Smith
Pompey (4-2-3-1): MacGillivray; Thompson, Whatmough (Burgess 62), Clarke, Brown; Naylor (Haunstrup 84), May (Rose 62); Evans (Chaplin 62), Lowe, Curtis; Pitman (c) (Hawkins 62)
Goals: Evans 20, Chaplin 89
Subs not used: McGee, Casey, Dennis, Smith
Conor Chaplin grabbed a late winner as Pompey fought from behind to beat Havant & Waterlooville at Westleigh Park.
Alfie Pavey had fired the National League outfit ahead from the penalty spot, only for Nathan Thompson to find a quick leveller.
And substitute Chaplin ensured the Blues would leave with a victory by taking his pre-season tally to three goals.
Kenny Jackett fielded a different 11 in each half, as he had done at Cork earlier in the week.
The Hawks fielded a raft of familiar names, including Paul Robinson – also employed as a coach at Fratton Park – Nicke Kabamba and Wes Fogden.
The game started at a relatively leisurely pace, not surprising considering the scorching conditions.
Recent Hawks signing Pavey attempted an audacious shot from 40 yards in the early stages, but the ball sailed over the crossbar.
At the other end, a corner from Gareth Evans was only partially cleared and Tom Naylor drilled wide of the post.
It looked like the deadlock would be broken on 11 minutes following a neat one-two between Ronan Curtis and Brett Pitman, only for a fine Jordan Rose challenge to deny the former.
There were further half-chances for Evans and Lee Brown, as the Blues looked to move through the gears.
Brian Stock might have opened the scoring for the hosts, however, sending the ball drifting over from just inside the Pompey half after MacGillivray had ventured from his box to head clear.
But much of the action was taking place at the opposite end and the non-league side survived an almighty scramble inside their area.
Instead the Hawks took the lead from the penalty spot on 30 minutes, with referee Dean Treleaven –after being instructed by his assistant – deciding that Matt Clarke had fouled Kabamba.
It was Pavey who stepped up to take the spot-kick and he confidently sent MacGillivray the wrong way.
Not that the Blues were behind for long, as THOMPSON strode into the box before arrowing a shot into the bottom corner.
Pitman also had the ball in the back of the net before the break, although the skipper was denied by a linesman’s flag.
Robinson then came to the Hawks’ rescue, making a vital block when Jamal Lowe turned Lee Brown’s delivery towards the target.
Havant & Waterlooville 1
For the second friendly in succession, Jack Whatmough was handed the captain’s armband for the second half side.
Hawks then made their 11 changes a few minutes after the restart and it understandably affected the flow of the contest.
Oli Hawkins almost headed Pompey into the lead when he met Dan Smith’s centre, only for Ryan Young’s fingertips to come to the Hawks’ rescue.
His replacement Ben Dudzinski then made relatively comfortably stops to deny Ben Close and Conor Chaplin.
It was the turn of the hosts to threaten on 68 minutes and Luke McGee got down well to keep out Alfie Rutherford’s drive.
Whatmough soon showed why he played in defence, taking a swipe at thin air when Close picked him out unmarked in the box.
And Dudzinski flung himself to the right to keep out Adam May’s fierce effort, with the visitors starting to dominate.
Chaplin was next to try his luck after being teed-up by Close, launching a fine volleyed strike that fizzed narrowly past the post.
And it was CHAPLIN who bagged the winner in the closing stages, steering the ball past Dudzinski’s grasp and into the bottom corner from the edge of the area.
Hawks (3-5-2): Young (Dudzinski 56); Strugnell (Harris 56), P.Robinson (Woodford 56), Rose (Molyneaux 56); Tarbuck (Whittingham 56), Stock (c) (Ridge 56), Fogden (Lewis 56), Carter (A.Robinson 56), Huggins (Tuttle 56); Kabamba (Rutherford 56), Pavey (Triallist 56)
Goals: Pavey 30 (pen)
Pompey (4-2-3-1): MacGillivray (McGee 46); Thompson (Smith 46), Burgess (Casey 46), Clarke (Whatmough 46), Brown (Haunstrup 46); Naylor (Read 46), Rose (May 46); Evans (Close 46), Lowe (Dennis 46), Curtis (Chaplin 46); Pitman (c) (Hawkins 46)
Goals: Thompson 34, Chaplin 84
Subs not used: Mnoga, Johnston
Referee: Dean Treleaven
Pompey got their pre-season campaign off to a winning start with a 4-1 victory over Irish top-flight champions Cork at Turner’s Cross.
Christian Burgess and Jamal Lowe got the ball rolling with a goal each during a dominant opening 45 minutes for the English team.
Josh O’Hanlon reduced the deficit after the break, but Conor Chaplin showed he had lost none of his attacking instincts by adding a brace.
Kenny Jackett fielded a completely different team in each half and there was a first glimpse of all five of his summer signings.
Craig MacGillivray, Lee Brown, Tom Naylor and Ronan Curtis all started, with Louis Dennis playing in the second period.
Pompey looked the far superior team in the first half, although the hosts – in the middle of their title defence – made plenty of changes.
Brett Pitman had an early sighter saved low down by City keeper Peter Cherrie, while Naylor headed a corner clear at the other end.
A couple more half-chances followed for each side, with Brown dragging wide for the visitors before O’Hanlon sent a shot dipping narrowly over.
The few hundred travelling fans were in fine voice and would have enjoyed seeing Danny Rose – back from a long injury layoff – go into a crunching challenge as if he had never been away.
Pompey soon began to dominate and Curtis saw a header blocked after meeting a Gareth Evans corner.
The deadlock was broken just seconds later, however, when another Evans set-piece was firmly headed home by BURGESS.
Curtis then got free down the left and cut the ball back for Pitman, who hit a rocket of a shot that cannoned back off the underside of the crossbar.
And the lead was doubled just seconds later, as the skipper lofted a ball over the Cork defence and LOWE ran on to it before prodding into the net.
Pitman was looking a real threat and volleyed wide from Brown’s delivery, then failed to find the target at the back post after being picked out by Lowe.
Pompey were pouring forward at every opportunity and Curtis was denied by Cherrie, while Lowe had an effort deflected wide just before the break.
Cork City 0
Whatmough wore the armband for the second half, leading a more youthful side that included academy duo Freddie Read and Joe Dandy, as well as first year pros Matt Casey and Dan Smith.
And the visitors saw their lead halved when John Kavanagh squared for O’Hanlon, who managed to force a shot under Luke McGee’s body.
But the two-goal advantage was restored soon after, as CHAPLIN stole possession and found Oli Hawkins, before receiving the ball back and lashing home.
It was certainly a more balanced contest since the interval and both sides looked capable of adding to the scoring.
A spell of pressure from the hosts led to a Blues breakaway and Smith seeing a shot deflected on to the roof of the net.
Read then had an attempt from long-range and the ball flew narrowly off target as the visitors looked to wrap things up.
And that is exactly what happened on 76 minutes, when CHAPLIN made space for himself 25 yards out and fired home a fine effort that left Cherrie rooted to the spot.
The closing stages passed by without too much incident, although it was certainly a positive workout for the Blues on their return to match action.
Cork (4-4-2): Cherrie (Harrington 82); Kane, McCarthy (Kennedy 46), Delaney (Murphy 61), Barry; Kavanagh (Dunleavy 68), Phillips, Buckley (c) (Byrne 68), Daly-Butz (O’Sullivan 82); Beattie (Campion 46), O’Hanlon (Hurley 68)
Goals: O’Hanlon 53
Pompey: (4-2-3-1): MacGillivray (McGee 46); Thompson (Dandy 46), Burgess (Casey 46), Clarke (Whatmough 46), Brown (Haunstrup 46); Naylor (May 46), Rose (Read 46); Evans (Smith 46), Lowe (Chaplin 46), Curtis (Dennis 46); Pitman (c) (Hawkins 46)
Goals: Burgess 22, Lowe 28, Chaplin 58, 76
Referee: Graham Kelly
Pompey conceded a late goal as high-flying Blackburn left a chilly Fratton Park with all three points.
It looked like Conor Chaplin would be the hero for a second game in succession when he headed the Blues level early in the second half.
Adam Armstrong had earlier scored for Rovers and the same player struck again to deflate a large home crowd.
Lewis Travis saw red for the visitors in stoppage-time, but they held on to boost their automatic promotion hopes.
Kenny Jackett made three changes from the side that dramatically beat MK Dons at the weekend.
Chaplin was rewarded for his stoppage-time winner with a start, along with Jamal Lowe and – returning from suspension – Christian Burgess.
Matty Kennedy, Connor Ronan and Oli Hawkins were the men to make way, with the trio dropping to the bench.
There was an early warning for the hosts when Ben Close lost possession to Jack Payne. He found Bradley Dack, only for Luke McGee to come to the rescue with a smart stop.
Pompey tried to make an impact at the other end and Dion Donohue’s volley was kept out by David Raya, while the keeper then prevented Chaplin’s cross from reaching an unmarked Brett Pitman.
It was the visitors looking more dangerous, though, and when Charlie Mulgrew whipped a free-kick into the box, Paul Downing glanced just wide.
And the deadlock was broken on 21 minutes, as Mulgrew flicked on Richie Smallwood’s cross and Armstrong turned the ball home.
The Blues picked up the pace in the search for an equaliser, with Chaplin and Close both seeing efforts blocked in quick succession.
Ryan Nyambe then made a vital header when Nathan Thompson tried to float a pass to Close in the Rovers box.
Pitman had the hosts’ best chance on 32 minutes, as he wriggled into a shooting position, with Raya getting down to save his angled drive.
Pompey kept plugging away, but Gareth Evans ballooned over when Donohue picked him out in the area.
Pitman also lacked his usual composure by firing wide, while Lowe was then off target with a diving header.
But the Blues finished the half strongly and Raya got down to save when Evans met another dangerous Donohue delivery with a deft flick.
Anton Walkes also had a decent effort in stoppage-time and there were gasps as the ball curled agonisingly past the post.
Blackburn Rovers 1
The hosts had improved as the first half progressed and found themselves level within five minutes of the restart.
Donohue sent a cross in from the left and Walkes did well to hook it back into the centre, where CHAPLIN was waiting to head home from close range.
They might have had another soon after when Raya came tearing from his box, but failed to collect the ball.
Pitman did gather it and steadied himself on the left side of the area, although he was unable to curl his shot on target.
Raya had collided with team-mate Nyambe in that incident and the defender received warm applause as he was stretched off towards a waiting ambulance.
McGee denied Dack at the other end, but the action had started to lull following a breathless start to the second half.
But Pompey injected life back into proceedings when Donohue’s cross was not properly dealt with and Close’s follow-up was deflected narrowly wide.
There was a sense of urgency at both ends of the pitch as the clock ticked down into the final 15 minutes.
Close did well to get down the right and centre the ball, with it being headed behind before Lowe could take advantage on the back post.
A seemingly innocuous cross from Armstrong then crept narrowly wide, as did Mulgrew’s deep free-kick moments later.
Chaplin was cheered off the pitch when Jackett decided to replace him with Hawkins for the final few minutes.
But the mood soon soured, as Rovers restored their advantage. Darragh Lenihan’s cross ricocheted off Matt Clarke and fell kindly for Armstrong to lash in his second of the night.
Hopes were raised by the display of seven additional minutes, while Travis’ red card for a late challenge on Thompson provided more cause for optimism.
Pompey threw men forward in a desperate search for another equaliser, but Blackburn held on to secure the spoils.
Pompey (4-4-2): McGee; Walkes, Burgess, Clarke, Donohue; Evans, Thompson, Close, Lowe (Kennedy 90+2); Chaplin (Hawkins 85), Pitman (c)
Goals: Chaplin 50
Subs not used: Bass, Deslandes, May, Ronan, Naismith
Blackburn (4-2-3-1): Raya; Nyambe (Lenihan 56), Downing, Mulgrew (c), Williams; Bennett, Smallwood; Payne (Travis 56), Dack, Armstrong; Samuel (Graham 82)
Goals: Armstrong 21, 87
Sent off: Travis
Subs not used: Leutwiler, Bell, Evans, Conway
Referee: Oliver Langford
Attendance: 18,152 (884 away fans)
Conor Chaplin struck deep into stoppage-time as Pompey battled from behind to secure a dramatic victory at MK Dons.
Matt Clarke had already grabbed a late equaliser on his 100th appearance to cancel out Ike Ugbo’s opener.
Luke McGee also made several fine saves, while Brett Pitman and Oli Hawkins both went close as it seemed as though the Blues were heading for defeat.
But Clarke’s header lifted a large travelling army and substitute Chaplin sent them delirious at the death.
Kenny Jackett made two changes from the side that drew with Doncaster on home soil the previous week.
Both were enforced, with the injured Stephen Henderson and suspended Christian Burgess making way for McGee and skipper Pitman.
It meant that striker Hawkins was once again forced into the central defensive role, where he has featured on many occasions this term.
Burgess was present at Stadium MK, however, sat with team-mate Stuart O’Keefe among the 6,257 away supporters.
The first half was an open affair, with the contest quickly switching from one end to the other, although it was the visitors who had more of the ball in the early stages.
Connor Ronan’s curling effort drew a save from Lee Nicholls, while the keeper also punched clear Matty Kennedy’s cross under pressure from Pitman.
Peter Pawlett’s drive was pushed away by McGee at the other end, but the first clear opportunity fell to Kieran Agard on 12 minutes.
The striker was slipped through on goal by Ed Upson, but was unable to keep his composure and shot wide of the post.
Pompey then threatened themselves when Gareth Evans picked up a loose ball and hit a fierce effort that Nicholls was just about able to parry behind.
Dion Donohue was next to force the stopper into action with a low drilled attempt after cutting along the edge of the box.
But it was MK Dons who broke the deadlock on 21 minutes, even if Ugbo almost managed to miss a simple chance.
Josh Tymon did well down the left and centred for Agard, who saw his effort saved at point-blank range by McGee.
Ugbo was left with an empty goal to fire into, however, and his shot clipped the inside of the post before nestling in the net.
Pompey tried to hit back and Kennedy’s sighter flew wide before a better effort from Ben Close swerved inches over the bar.
A brilliant effort from Pitman almost drew them level, only for a back-pedalling Nicholls to tip over the striker’s lob.
But the Blues might have found themselves further behind at the break, as McGee first saved Callum Brittain’s shot and then kept out a thumping Scott Wootton header from the resulting corner.
MK Dons 1
Jackett made a double substitution at the start of the second half, with Kennedy and Ronan withdrawn for Jamal Lowe and Chaplin.
Pitman thought he should have won a penalty when he went to ground under pressure from Dean Lewington, but referee John Brooks was not interested.
Chaplin then cut the ball back for Evans, who hit his shot cleanly enough, but the ball flew straight at a grateful Nicholls.
But the Blues were again indebted to McGee for a couple more fine pieces of goalkeeping around the hour mark.
Firstly, he used his feet to deny Ugbo and then, from the resulting corner, somehow managed to athletically tip over Upson’s header.
Again the action switched back down the other end and Pitman went it alone, bundling his way into a shooting position, only for a well-placed Wootton to hack the ball from the line.
The ball then fell for Lowe inside the area, but it bounced up at an awkward angle and forced the winger to fire over.
Pompey were struggling to break down their stubborn hosts, although they came close to levelling when Hawkins headed Donohue’s corner against the post.
Close then did well to steal possession and although his pass was too heavy for Pitman, the skipper managed to win a corner.
And it was from that set-piece that the Blues levelled on 84 minutes, as Evans played the ball to Donohue and his cross was headed home by CLARKE.
The visitors then survived a scare at the other end, as Upson’s free-kick somehow evaded everyone and flashed just past the post.
But it was the Blues who grabbed a last-gasp winner when Donohue’s cross deflected into CHAPLIN’s path and the striker swept the ball into the net.
MK Dons (3-5-1-1): Nicholls; Williams, Wootton, Lewington (c); Brittain, Pawlett (McGrandles 58), Upson, Cisse (Ebanks-Landell 80), Tymon; Ugbo; Agard
Goals: Ugbo 21
Subs not used: Sietsma, Nesbitt, Rasulo, Muirhead, Thomas-Asante
Pompey (4-2-3-1): McGee; Walkes, Hawkins, Clarke, Donohue; Thompson, Close; Evans, Ronan (Chaplin 46), Kennedy (Lowe 46); Pitman (c)
Goals: Clarke 84, Chaplin 90+3
Booked: Clarke, Thompson
Subs not used: Bass, Deslandes, Widdrington, May, Naismith
Referee: John Brooks
Attendance: 14,762 (6,257 Pompey fans)
Pompey’s winning run was brought to an end with a 2-1 defeat to Peterborough at London Road.
It was a fairly even contest, but a couple of fine deliveries from Marcus Maddison ultimately proved the difference.
The Posh midfielder provided the assist for Jack Marriott to open the scoring and then saw his free-kick headed into his own net by Matt Clarke.
Conor Chaplin came off the bench to pull a goal back for the Blues, but they were unable to find a leveller.
Kenny Jackett made two changes from the side that beat Southend at Fratton Park on Saturday.
Curtis Main made his second league start of the season in place of Brett Pitman, who missed out with a hamstring injury.
Matty Kennedy also returned in an attacking role wide on the left, with Kyle Bennett dropping to the bench.
But it was Jamal Lowe on the opposite flank who caused the hosts plenty of problems in the early stages.
One promising move saw him surge half the length of the pitch and whip in a cross that was met by Kal Naismith and deflected past the post.
And Naismith was then left alone at the far post to head stand-in skipper Gareth Evans’ corner back across goal, although the Posh defence were able to hack clear.
Peterborough soon began to settle, however, and dominate possession without creating too much of note.
They did go close on 18 minutes when Danny Lloyd threaded a pass through to Gwion Edwards, who lifted the ball over Luke McGee and against the crossbar.
Then, after Ben Close’s effort had been blocked, United charged straight down the other end and McGee – who along with Christian Burgess was facing his former club – palmed behind Maddison’s deflected effort.
But it was Pompey’s turn to threaten more towards the end of the first half and a fierce attempt from Main clipped the outside of the post.
There was one sensational cross-field pass from Oliver Hawkins to pick out Kennedy on the left, although the winger cross was claimed by keeper Conor O’Malley and the sides went in level at the break.
Peterborough United 0
The opening to the second half was also a pretty cagey affair, with little action to get either of the goalkeepers’ gloves dirty.
Maddison’s free-kick – given for a foul on the edge of the box by Kennedy – was headed clear by Main.
The striker was then involved at the other end of the pitch, sliding in but unable to make contact with Naismith’s teasing low delivery.
Naismith soon had a chance of his own and finally forced O’Malley into a meaningful save with a powerfully-struck effort from the edge of the box.
But it was Peterborough who finally broke the deadlock just before the hour mark when Maddison sent in a low cross from the left and Marriott arrived to bundle the ball home.
Jackett responded by making his first substitution, as the hard-working Main made way for Chaplin in attack.
It was Posh looking more likely to add to the scoring, however, and Hawkins had to turn one effort just past his own post, while Steven Taylor fired narrowly over from a corner.
But they needed a helping hand to double their advantage on 70 minutes after Burgess had been booked for a foul on Maddision.
It was the midfielder who dusted himself down to take the free-kick, which was inadvertently turned into his own net by Clarke.
Chaplin almost reduced the deficit soon after, although his miskicked shot was cleared from the line by a well-placed Anthony Grant.
But CHAPLIN did find the target on 78 minutes, sliding the ball into the net after O’Malley could only parry clear Danny Rose’s effort.
There were a few nerves starting to show for Peterborough as they tried to hang on to their now slender lead.
But for all of Pompey’s attacking intent, they were unable to test O’Malley again as time ran out in the search for a point.
Peterborough (3-5-2): O’Malley; Baldwin (c), Taylor, Tafazolli (Hughes 46); Lopes, Grant, Maddison (Anderson 85), Doughty, Edwards; Marriott, Lloyd
Goals: Marriott 58, Clarke 70 (og)
Booked: Grant, Edwards
Subs not used: Bond, Penny, Forrester, Kanu, Miller
Pompey (4-2-3-1): McGee; Evans (c), Hawkins, Burgess, Clarke; Close, Rose; Lowe, Naismith, Kennedy (Donohue 81); Main (Chaplin 64)
Goals: Chaplin 78
Subs not used: Bass, Thompson, O’Keefe, May, Bennett
Referee: Craig Hicks
Attendance: 5,217 (841 Pompey fans)
Goals from Brett Pitman and Conor Chaplin helped Pompey secure their first away victory of the season against AFC Wimbledon.
It was Pitman who broke the deadlock in the first half at Kingsmeadow after first winning and then converting a penalty.
Chaplin came off the bench immediately following the interval and took just five minutes to wrap the points up.
Kenny Jackett made three changes from the side narrowly beaten at home by Rotherham the previous week.
Damien McCrory was handed a debut at left-back, while there were first starts for both Matty Kennedy and Nathan Thompson.
Chaplin dropped to the bench, while there was no place in the matchday squad for Brandon Haunstrup or the injured Jack Whatmough.
There was also a change of system, with the wing-backs dropped in favour of a more familiar four-man defensive line.
AFC Wimbledon included a couple of familiar names in their line-up, giving starts to former Fratton stars Paul Robinson and Andy Barcham.
A large grey cloud made its way ominously across the sky as the first half progressed, although the action on the pitch was fairly sedate to start with.
There were a couple of half-chances, but certainly nothing of note as both keepers enjoyed a watching brief.
Barcham did enjoy a surging run through the Blues back-line, only to end the move with a wild effort that flew over the bar.
Matty Kennedy then did well to pick out Pitman in the box, but the visiting skipper had strayed narrowly offside.
It was midway through the first period when the first noteworthy opportunity finally arrived, as Dean Parrett curled a shot narrowly past the post.
Adam May was slightly more off target at the other end of the pitch, with his effort on the bounce clearing the stadium.
Pompey threatened more on 31 minutes following some great work by Jamal Lowe to beat his man down the right.
But Pitman slipped at the worst possible moment before recovering and seeing a shot deflected just off target.
The resulting corner was swung in by McCrory and led to an almighty scramble, with Matt Clarke eventually poking wide.
It was the visitors who broke the deadlock on 38 minutes, however, after Pitman was pushed to the ground by Barry Fuller.
Referee Kevin Johnson immediately pointed to the spot and PITMAN dusted himself down to confidently send George Long the wrong way.
A stretching Oliver Hawkins was then only able to send the ball into the keeper’s arms following some good build-up from Kennedy and Lowe.
The home fans were left angry by a couple of challenges just before the break, feeling that Pitman should have been punished for a clash with Robinson that left the defender with a large gash on its head.
There was then a nasty collision between Hawkins and Callum Kennedy that resulted in both players sprawled on the turf.
Johnson decided to blow for half-time and Pompey’s striker was left bandaged and covered in blood, while the Wimbledon full-back had to be stretchered off.
AFC Wimbledon 0
A large flash of lightning and clap of thunder meant that the start of the second half had to be delayed for a few minutes.
Hawkins, unsurprisingly, was not present when the sides did emerge, with Chaplin on to replace him up front.
And it was CHAPLIN who doubled the advantage just five minutes after the restart, showing typical predatory instincts to capitalise on Anthony Hartigan’s fluffed clearance and slot home.
Another substitute almost reduced the Dons’ deficit at the other end, though, with Luke McGee doing just enough to put off Lyle Taylor as he bore down on goal.
Wimbledon were trying to find a route back into the game and Christian Burgess headed George Francomb’s cross clear, while McCrory’s block kept out Taylor’s follow-up.
But the Blues almost extended their lead on 68 minutes, with a powerful free-kick from Pitman superbly kept out by Long.
The visitors were comfortably holding onto their advantage, although Harry Forrester bundled his way into space before McCrory cleared the danger.
Pompey had understandably tempered their ambitions, although an audacious 35-yard lob from May had to be tipped over by a back-pedalling Long.
The hosts’ day soon got even worse when Burgess attempted an over-head kick and inadvertently caught Robinson.
It was clearly accidental and Burgess was booked, but the defender had to go off and the Dons had already made all three of their substitutions.
But, in truth, a comeback always looked unlikely for Wimbledon, as Pompey comfortably saw out the closing stages to secure all three points.
AFC Wimbledon (4-3-3): Long; Fuller (c), Robinson, Nightingale, Kennedy (Hartigan 46); Parrett (Forrester 57), Francomb, Trotter; Appiah, McDonald, Barcham (Taylor 57)
Subs not used: McDonnell, Sibbick, Kalambayi, Kaja
Pompey (4-2-3-1): McGee; Thompson, Burgess, Clarke, McCrory; May, O’Keefe; Lowe, Pitman (c), Kennedy (Bennett 67); Hawkins (Chaplin 46)
Goals: Pitman 38 (pen), Chaplin 50
Booked: O’Keefe, Kennedy, Burgess
Subs not used: Bass, Talbot, Close, Donohue, Naismith
Referee: Kevin Johnson
Attendance: 4,585 (786 Pompey fans)
Conor Chaplin came off the bench to rescue a point for Pompey at promotion favourites Wigan.
It did not look a likely outcome when Ivan Toney fired the hosts ahead early in the contest and they then dominated the rest of the first half.
The Latics hit the woodwork on three occasions, but Chey Dunkley’s red card turned the tide in the Blues’ favour.
And Chaplin’s header ensured that the noisy travelling faithful had plenty to cheer on the long trip home, despite Gareth Evans also being dismissed late on.
Kenny Jackett made three changes from the side that drew with Walsall the previous week.
Dion Donohue was handed a debut wide on the left, with Jamal Lowe returning from suspension to lead the line and Kyle Bennett also given a recall.
Kal Naismith dropped to the bench, while there was no place in the squad for Milan Lalkovic or the injured Drew Talbot.
Wigan immediately showed why they are the favourites for League One promotion and it took just eight minutes for them to break the deadlock.
Nick Powell threaded a pass through to Gavin Massey and he slid the ball across the face of goal for Toney to tap home from close range.
That failed to temper the hosts’ attacking intent and the only surprise at half-time was that they failed to extend their advantage.
It was a combination of Luke McGee and the woodwork that came to Pompey’s rescue to limit the damage.
The keeper made a fine save with his feet to deny Toney a second when the striker looked to convert a dangerous Massey delivery.
Reece James then teed-up Powell, whose fierce strike cannoned back off the crossbar on 22 minutes.
The Blues had created little at the other end of the pitch, with an uncharacteristic heavy touch from Brett Pitman denying him a shooting opportunity.
Wigan, by contrast, were looking dangerous with every attack and Christian Burgess did well to block Samy Morsy’s effort after the midfielder had initially given him the slip.
Pompey did provide more of a threat towards the end of the half and when Evans’ met a Donohue free-kick, his downwards header had to be scrambled clear.
A couple of corners also caused the Latics problems, but although Christian Walton flapped at one, they both ultimately came to nothing.
Paul Cook would have enjoyed seeing his new side dominate his old one, although that failed to stop Wigan’s boss berating the fourth official for some perceived poor refereeing decisions.
And he had more reason to moan when Toney, under pressure from Evans, could only turn Massey’s cross against the post.
The hosts looked like they would grab a second before the break, with Lee Evans’ strike heading for the net until a diving McGee managed to palm it behind.
Wigan Athletic 1
It had been virtually one-way traffic before the break, but the Blues came close to levelling just 56 seconds after the restart.
Brandon Haunstrup sent the ball into the box from wide on the left, only for Lowe to turn it wide from close range.
Wigan were soon back on the attack, however, and McGee was at his best once more to keep out Michael Jacobs’ fiercely-struck attempt.
The keeper then failed to hold another effort from the same player, but was quickly able to smother the loose ball.
Jackett made a double switch on 53 minutes in an attempt to spark a reversal of fortunes, with Donohue and Danny Rose withdrawn for Naismith and Ben Close.
And a Wigan player was also departing soon after – although there was nobody coming on to replace Dunkley.
The centre-back lashed out at Pitman off the ball and referee Robert Jones had no choice but to brandish a red card.
But it was the Latics who almost scored again on 69 minutes, with the post coming to Pompey’s rescue once more when an effort from substitute Terell Thomas beat McGee’s grasp.
The Blues were trying to make their numerical advantage count, but were finding it difficult to test Walton.
There was an equaliser for the large travelling support to cheer on 76 minutes, however.
Haunstrup swung in a fine cross from wide on the left and CHAPLIN – who had only just been brought on – deftly nodded it home.
It almost got even better for the visitors soon after, but Walton just about got down quick enough to palm clear Adam May’s daisy-cutter.
There were still chances at the other end, though, and Will Grigg should have done better than divert his far-post header straight into McGee’s arms.
But the Blues also had to play out the closing stages with 10 men when Evans’ foul earned him a second booking of the afternoon.
The fourth official’s display of six additional minutes spurred the home side on in their search for a winner.
But Pompey were able to see that out to secure a point and end Wigan’s 100 per cent start to the League One campaign.
Wigan (4-2-3-1): Walton; Byrne, Dunkley, Burn, James; Evans, Morsy (c); Massey (Colclough 83), Powell (Grigg 73), Jacobs; Toney (Thomas 61)
Goals: Toney 8
Sent off: Dunkley
Subs not used: Jones, Perkins, Gilbey, Hunt
Pompey (4-2-3-1): McGee; Evans, Burgess, Whatmough, Haunstrup; May, Rose (Close 53); Bennett (Chaplin 73), Pitman (c), Donohue (Naismith 53); Lowe
Goals: Chaplin 76
Sent off: Gareth Evans (two yellow cards)
Booked: Donohue, Pitman, Whatmough
Subs not used: Bass, Thompson, Davies, Kabamba
Referee: Robert Jones
Chaplin on target in friendly defeat
Conor Chaplin was on target as Pompey were narrowly beaten by top-flight Bournemouth at Fratton Park.
The striker levelled in the second half after Lys Mousset had earlier fired the visitors into the lead.
But Benik Afobe almost immediately netted for the Cherries and, despite a spirited display, the Blues could not find another goal.
Pre-season conjures up images of baking hot days with plenty of drinks breaks.
But coats and umbrellas were needed at Fratton Park, as the rain fell steadily throughout the only home friendly of the summer.
Recent Bournemouth signings Asmir Begovic and Jermain Defoe returned to their former club, while ex-Cherry Brett Pitman skippered the hosts.
It was the Premier League side that made the brighter start, with Luke McGee doing well to keep out Tyrone Mings’ deflected drive.
Mousset then met Ryan Fraser’s cross with a firm header that had to be cleared by a well-placed Pitman.
And Bournemouth broke the deadlock on nine minutes, as Afobe got down the right and cut the ball back for Mousset to fire home.
But the Blues grew into the game as the first half progressed and a left-footed attempt by Kyle Bennett from outside of the box narrowly cleared the crossbar.
Pitman then had a shot inadvertently blocked by Chaplin before heading Kal Naismith’s cross just over the bar.
The Cherries still threatened, though, and when McGee could not get a strong enough hand to Afobe’s angled drive, Carl Baker had to hack the ball from the line.
But Pompey were not looking over-awed and both Baker and Naismith were not too far away with efforts from distance.
AFC Bournemouth 1
Pompey did grab an equaliser on 52 minutes, however, as Pitman cushioned a header into the path of CHAPLIN, who coolly slotted home.
But they were not on level terms for long, with Afobe’s neat back-heel almost immediately restoring Bournemouth’s lead.
The visitors then made a host of substitutions just before the hour mark and Defoe was among those introduced.
There were soon cries for a penalty when Bennett’s cross appeared to strike the arm of Cherries skipper Simon Francis, but referee Andy Davies was not interested.
The raft of changes ultimately took the sting out of the game and it started to meander towards a conclusion.
But Chaplin got everyone off their seats late on by drilling a left-footed shot against the base of the post.
Tareiq Holmes-Dennis’ cross then had to be cleared behind, while the impressive Christian Burgess headed over from the resulting corner.
Pompey were ultimately unable to find a second leveller, but it was certainly a performance to take comfort from against Premier League opposition.
Pompey (4-4-1-1): McGee; Evans, Davies, Burgess, Holmes-Dennis; Bennett, Baker, Rose, Naismith (Lalkovic 69); Pitman; Chaplin
Goals: Chaplin 52
Subs not used: Bass, Talbot, Whatmough, Haunstrup, May, Close, Lowe, Main, Kabamba
Bournemouth (4-2-3-1): Begovic (Federici 59); Francis (c), S.Cook (Worthington 46), Cargill (Ake 59), Mings (Daniels 46); Surman (L.Cook 59), Arter (Gosling 59); Fraser (Ibe 59), Mousset (King 59), Gradel (Pugh 59); Afobe (Defoe 59)
Goals: Mousset 9, Afobe 54
Subs not used: Mahoney, Simpson, Whitfield
Referee: Andy Davies
Chaplin bags treble in Westleigh Park rout
Conor Chaplin hit a hat-trick as Pompey continued their prolific pre-season form with a 6-0 thrashing of Havant & Waterlooville.
The rout began with a Lee Molyneaux own-goal, while the striker then ran riot with a treble before the interval.
He also teed-up Kal Naismith to add to the advantage early in the second half, while Curits Main wrapped things up from the penalty spot.
Tareiq Holmes-Dennis made his first appearance in a Pompey shirt following his loan signing from Huddersfield earlier in the week.
The hosts named former Fratton midfielder Wes Fogden in their starting line-up, but Matt Tubbs missed out with an injury.
It was a hot and sunny afternoon at Westleigh Park, but that did not stop the first half from being played at a hectic pace.
And it was the visitors who unsurprisingly looked the more threatening side throughout the opening 45 minutes.
They had already gone close on a couple of occasions when Kyle Bennett fired against the crossbar following some fine build-up play between Chaplin and Holmes-Dennis.
The woodwork came to the Hawks’ rescue again soon after, with Bennett this time having a shot deflected against the post.
There was a blow for Kenny Jackett’s side in between those chances, however, as Matt Clarke limped off the pitch injured.
But the breakthrough did finally arrive – albeit in somewhat farcical fashion – on 26 minutes.
Naismith’s corner caused havoc in the box and the ball eventually ricocheted off the unfortunate Molyneaux and into the net.
That was the signal for the floodgates to open and Pompey doubled their advantage just a few moments later.
Holmes-Dennis swung a delightful cross into the area from wide on the left and CHAPLIN was left with a simple finish at the far post.
The Hawks then had their best chance of the half with a quick counter-attack, but Alex Bass surged from his line to brilliantly deny Alfie Rutherford.
Pompey were not quite so profligate and CHAPLIN bagged his second of the afternoon on 39 minutes, collecting a ball down the line and cutting inside before smashing home a shot.
And CHAPLIN completed his hat-trick in stoppage-time with a first time finish into the bottom corner after being teed-up by Naismith.
Havant & Waterlloville 0
Pompey did not sit on their lead at the start of the second half and Chaplin was once again involved in their fifth goal.
The diminutive striker sent a dangerous low ball into the box from wide on the left, leaving NAISMITH with a simple tap-in.
A flurry of substitutes soon disrupted the flow, however, with Chaplin among those taking a well-earned rest.
But it was one of the players who came on that managed to add a sixth goal for the Blues on 76 minutes.
MAIN barged his way into the box and drew a foul from Alfie Whittingham, then picked himself up to slam home from the spot.
The visitors continued to threaten and Nicke Kabamba was inches away from connecting with Drew Talbot’s cross.
Milan Lalkovic then embarked on a mazy run through the Hawks defence before being denied by a fine save from substitute keeper Alan Walker-Harris.
But Lee Bradbury’s Hawks managed to see the remaining moments out to limit the damage in front of a healthy Westleigh Park crowd.
Hawks (3-5-2): Young (Walker-Harris 72); Woodford, Molyneaux (Wakley 64), Harris; Tarbuck, Lewis (c) (Whittingham 64), Carter (Stock 64 (Yokota 79)), Fogden (Ridge 64), Williams; Prior (Odubade 46), Rutherford (Hayter 46)
Sub not used: Robinson
Pompey (4-2-3-1): Bass; Evans (c) (Talbot 72), Burgess (Whatmough 72), Clarke (Davies 16), Holmes-Dennis (Haunstrup 46); May (Roberts 76), Rose (Close 57); Baker (Lowe 57), Naismith (Kabamba 72), Bennett (Main 72); Chaplin (Lalkovic 57)
Goals: Molyneaux 26 (og), Chaplin 30, 39, 45+1, Naismith 47, Main 74 (pen)
Sub not used: Collins
Referee: Alex Blake