Conor Chaplin

John Mousinho.

Exclusive Pompey open door to late transfer curveball at window’s climax

New Derby Couty signing Filip Bilbija. Pic: Getty

The mysterious Pompey ‘target’ now out to make mark at rivals

Conor Chaplin has completed his move to Leicester City. Pic: Plumb Images/Leicester City FC via Getty Images

Huge Pompey favourite’s promise as moved is sealed

Adrian Segecic.

Segecic’s Pompey No10 ambition

Pompey boss John Mousinho. Picture: Habibur Rahman

Mousinho outlines transfer wait as Portsmouth plot loan market return

Pompey's Adrian Segecic. Pic: Alun Roberts/ProSportsImages

The pathway forward for in-demand Portsmouth star Adrian Segečić

Match-winner Adam Webster celebrates with Jed Wallace after Pompey's victory over Hartlepool in April 2014. Picture: Joe Pepler

Why Pompey won’t miss romantic homecomings this summer

Pompey boss John Mousinho. Pic: Getty

The Pompey transfer state of player as window opens

Adrian Segecic’s best position is as the number 10, according to Mark Robertson. Picture: Dennis Goodwin/ProSportsImages

'No-brainer': Pompey urged to make Adrian Segecic positional change

Rich Hughes has admitted that Pompey aren’t looking to sign Conor Chaplin permanently.

A heartbreaking separation, yet Pompey favourite's legacy remains

Former Pompey loanee Conor Chaplin

Pompey make Chaplin decision in wake of Ipswich Town departure

Conor Chaplin.

Former Pompey favourite delivers surprise Conor Chaplin verdict

Gustavo Caballero, Conor Chaplin, Millenic Alli.

No-nonsense Pompey assessment over loan trio’s Fratton Park future

Conor Chaplin.

Championship rivals eyeing move for Pompey favourite after departure

Conor Chaplin.

Pompey favourite lifts lid on future after Ipswich Town release

Conor Chaplin spent the 2025-26 season on loan at Pompey

Verdict delivered on Chaplin's Pompey return following Ipswich release
Conor Chaplin’s availability this summer will prove tempting for a lot of clubs, but there’s doubts whether Pompey will among those looking to sign the free agent
Mark McMahon

Pompey's Conor Chaplin has penned an emotional message as he leaves Ipswich Town. Pic: Getty Images

‘Best part of my life’: Pompey favourite’s emotional rival tribute

Pompey loanee Conor Chaplin.

Huge Pompey favourite released by Championship rivals

Pompey have confirmed their retained list.

Breaking Contract update over key Pompey pair as retained list confirmed

Pompey are expected to announce their retained list in the coming days.

The inside track on Portsmouth’s retained list ahead of release

Conor Chaplin.

Conor Chaplin pens emotional Pompey farewell ahead of Ipswich decision

Conor Chaplin.

John Mousinho addresses potential Pompey return for Ipswich Town man

Pompey’s Gustavo Caballero.

Pompey boss outlines stance over permanent deal for Santos winger

Pompey's Adrian Segecic celebrates with Conor Shaughnessy against Ipswich Town. Pic: Simon Roe/ProSportsImages

'Belted for them’: Pompey survival hero on stepping up under pressure

Pompey celebrate Ibane Bowat's goal against Leicester City. Pic Graham Hunt/ProSportsImages

Bowat the hero as Portsmouth move giant step closer to survival

Pompey's Conor Chaplin has spoken about his future. Pic: PA

Chaplin’s uncertainty over future as favourite’s deal comes to close

Pompey's Conor Chaplin. Pic: PA

Exclusive ‘Let people down’: Family, emotions and Chaplin’s season of adversity
Conor Chaplin exclusively speaks to The News over the trials he’s faced this season, after arriving from Ipswich Town. In a revealing insight, the big Fratton favourite discusses his internal conflict, growing through his troubles and the impact of his young family in giving him strength.
Jordan Cross

Pompey's Conor Chaplin has earned praise from fans of Championship rivals. Pic: Getty

'******* love you Pompey: Ipswich, Cov and even Southampton share love

Pompey’s Conor Chaplin

‘The player of old’: Pompey boss’ Chaplin hope in search for hero

Conor Chaplin has scored one goal in 30 games since returning to Fratton Park on loan from Ipswich. Picture: Graham Hunt/ProSportsImages

'Not clicked': Pompey boss' admission over marquee signing's struggles

From left to right: Jacob Brown, Conor Chaplin, Adrian Segecic and John Swift are all Pompey No10 considerations.

Pompey boss’ intriguing clues over key attacking call ahead of Derby

John Mousinho.

Mousinho Pompey Q&A: Dropping Bishop, increased spending & long throws

From left to right: Jacob Brown, Conor Chaplin, Adrian Segecic and John Swift are all Pompey No10 considerations.

Looking for a Pompey hero to step forward in problem position

Pompey boss John Mousinho

6 red flags Pompey need to address now to avoid relegation

Pompey’s Colby Bishop.

Finding answers to Bishop conundrum with Pompey's survival at stake

John Swift celebrates his goal in Saturday's 3-1 win at Millwall. Picture: Stephen Flynn/ProSportsImages

Pompey boss agonises on battle for number 10 as fight ramps up

Josh Murphy is expected to be out for Pompey until April.

Portsmouth boss reveals Murphy's fate and Chaplin injury outlook

John Mousinho has named his starting XI for today's game against Sheffield United

Pompey fans share same concern as on-loan duo absent v Sheff Utd

Pompey‘s Ebou Adams has been lauded as the best signing of the transfer window. Pic: Graham Hunt/ProSportsImages

‘Best signing of window’: EFL expert’s huge Pompey transfer call

Conor Chaplin and his team-mates celebrate his first Pompey goal in almost eight years. Picture: Graham Hunt/ProSportsImages

Pompey 3 West Brom 0: Neil Allen's verdict

Millenic Alli nets Pompey's second in victory over West Brom. Picture: Graham Hunt

Neil Allen's Pompey player ratings against West Brom

Conor Chaplin celebrates his goal in the victory over West Brom. Pic: Graham Hunt/ProSportsImages

Classy Pompey dismiss West Brom in huge Championship survival victory

Ebou Adams celebrates his Pompey goal against Southampton today. Pic: Graham Hunt/ProSportsImages

New hero saves Pompey in pulsating Fratton Park south-coast derby

Conor Chaplin

Ipswich move goalposts regarding Chaplin's Pompey loan stay

Pompey’s Conor Chaplin.

Chaplin Pompey future latest ahead of Ipswich recall deadline

Pompey’s Conor Chaplin

Pompey boss’ Chaplin expectation with Ipswich future to be formalised

John Swift (8) of Portsmouth applauds the fans at full time during the FA Cup match between Portsmouth and Arsenal at Fratton Park, Portsmouth, UK on 11 January 2026.

Neil Allen's Pompey player ratings against Arsenal

Conor Chaplin is set to stay at Pompey on loan for the season from Ipswich Town.

Breaking Conor Chaplin set for Pompey stay

From left to right: Sporting director Rich Hughes, chairman Michael Eisner and Pompey boss John Mousinho have all been providing insight into the January transfer window.

Signings, positions & Eisner spending: Pompey transfer window details

Pompey’s clash with Ipswich Town has been called off.

Breaking Portsmouth v Ipswich Town: Game postponed after 11am pitch inspection

Pompey boss John Mousinho. Pic: Getty

Pompey boss reveals how transfer window’s set to unfold

Pompey boss John Mousinho applauds the travelling fans after the Bristol City thrashing. Pic: Graham Hunt/ProSportsImages

Pompey boss’ message to faithful as anger boils over after humbling

Pompey's Hayden Matthews has joined the Fratton injury list. Pic: Graham Hunt/ProSportsImages

New fitness woe for Pompey as defender joins lengthy injury list

Sam Morsy is a former Ipswich Town team-mate of Conor Chaplin

Bristol City 'super close' to signing ahead Pompey trip to Ashton Gate

Jimmy Dunne levels for QPR against Pompey. Pic: Graham Hunt/ProSportsImages

Portsmouth back into Championship drop zone after QPR draw