After spells with the academies of Arsenal, AFC Wimbledon and Charlton Athletic, Adeboyejo moved to Orient in the summer of 2014. He performed well in Leyton Orient's U18 side during the early part of the 2014–15 season, scoring 10 goals in 16 appearances, and progressed to the club's reserve team, for which he also scored.[4][5] He is contracted to Orient until 30 June 2016.[5]
Adeboyejo was first named on Orient's first-team bench for the 2–0 win at Doncaster Rovers on 21 October 2014,[6] and made his senior debut as a substitute for Jobi McAnuff in the 2–1 defeat at home to Peterborough United on 13 December, in manager Fabio Liverani's first match in charge of the club.[7]
On 1 October 2015, Adeboyejo went on a youth loan to Conference South club Hemel Hempstead Town.[9] On 21 October, he moved to Heybridge Swifts and featured in their penalty shoot-out victory at Wivenhoe Town in the Third Round of the Essex Senior Cup on the same day.[10] He subsequently played as a substitute in Swifts' 8–1 home league defeat to Cheshunt on 24 October.[11]
On his return to Orient, he featured as a substitute in the 0–0 FA Cup Second Round draw at home to Scunthorpe United on 5 December.[12]
Ahead of the start of the 2016–17 season, Adeboyejo went on a work experience loan to Isthmian League Premier Division club Dulwich Hamlet.
After making two substitute appearances during his loan spell with Dulwich Hamlet, Adeboyejo joined Soham Town Rangers on loan at the start of September 2016.[13]
On 17 April 2017 Adeboyejo scored his first goal for Leyton Orient in a 2–1 win over Hartlepool United.[14]
Barnsley
After leaving Leyton Orient in the summer of 2017, Adeboyejo went on trial with Chelsea,[15] playing two games for their under-23s[16] before signing for Barnsley on a three-year deal.[17] He scored on his debut for Barnsley in a 4–0 win over Oxford United on 4 August 2018.[18]
In December 2018, Adeboyejo signed a new two-and-a-half-year deal until the summer of 2021.[19]
On 23 February 2021, Barnsley triggered a clause in Adeboyejo’s contract which saw him sign a new one-year contract extension.[20]
After his loan at Bristol Rovers was cut short, Adeboyejo dropped down a league to join League Two club Cambridge United on loan for the rest of the campaign.[22]
Burton Albion
On 15 July 2022, Adeboyejo joined fellow League One club Burton Albion following Barnsley's relegation from the Championship.[23] On 1 October 2022, Adeboyejo scored a first career hat trick, the third of the goals being a 92nd minute winner, as Burton beat fellow strugglers Forest Green Rovers 3–2.[24]
Bolton Wanderers
On 27 January 2023, Adeboyejo transferred to fellow League One club Bolton Wanderers with it reported the 25-year-old joined for an undisclosed fee which met the buy-out clause of his contract at the Pirelli Stadium, and has been reported as £500,000.[25] He was cup-tied as Bolton went on to win the 2022–23 EFL Trophy.[26] On 15 August, he scored a hat-trick in a 3–1 win against Fleetwood Town.[27]
International career
Adeboyejo has expressed a desire to represent Nigeria if he reaches international standard.[28]