Conor Chaplin

Portsmouth

Born in Worthing, Chaplin progressed through Portsmouth's youth categories after joining the club at the age of six. He was offered a two-year scholarship contract on 3 July 2013.

2014–15 season & senior breakthrough

Chaplin signed a two-year professional deal with Pompey on 20 October 2014, after scoring 11 goals in 11 appearances for the under-18's. He made his League Two debut on 13 December, from the bench in a 3–2 home defeat against Accrington Stanley. Chaplin scored his first professional goal on 11 April 2015, netting his team's only goal in a 3–1 away defeat against Morecambe. He made his first start for Pompey in their final game of the season, a 1–1 home draw against York City. At the end of the season he was named the League Two Apprentice of the Year.

2015–16 season

Chaplin started the 2015–16 season on the bench, playing second fiddle to first-choice striker Matt Tubbs, but showcased his talents with goals against Championship clubs Derby and Reading in the first and second rounds of the Football League Cup, also scoring in the 3rd round of the FA Cup in a 2–2 draw with Ipswich Town. He scored his first two league goals of the season in a 3–1 win over Barnet on 12 September. Although Chaplin struggled to maintain a first-team place in the league, he would still manage to score 11 goals in 38 appearances in all competitions over the course of the season.

2016–17 season

Competition for the sole striking berth…

As of match played 2 May 2026

Portsmouth

EFL League Two: 2016–17 Ipswich Town

EFL League One runner-up: 2022–23 EFL Championship runner-up: 2023–24, 2025–26 Individual

EFL League One Golden Boot: 2022–23 EFL League One Team of the Season: 2022–23 PFA Team of the Year: 2022–23 League One PFA League One Player of the Year: 2022–23 EFL Championship Player of the Month: December 2019 EFL League One Player of the Month: December 2022, April 2023 PFA Fans' League One Player of the Month: August 2022, September 2022 Ipswich Town Player of the Year: 2022–23 Ipswich Town Players' Player of the Year: 2022–23 Ipswich Town Goal of the Season: 2022–23 League Two Apprentice Award: 2014–15