[7] On 20 November 2021 he was named as the Leicester Mercury's man of the match for his performance in a 55-7 Premiership Rugby Cup win against Wasps.

[8] Chessum started the 2021-22 Premiership Rugby final, and claimed a crucial loose ball to set up possession before Freddie Burns' 80th minute drop goal which sealed a 15-12 win for Leicester.

Chessum played the first four games for the England in the 2023 Six Nations Championship, before dislocating his ankle in training ground accident in March 2023.

[12] Chessum played in every game at the tournament as England finished 3rd, losing in the semi finals against South Africa but beating Argentina in the bronze medal match.

[3] Chessum captained Leicester for the first time on 21 September, in a 17-14 win away to Exeter Chiefs in the opening game of the 2024-25 Premiership Rugby season.