2021–22 Gillingham F.C. season

The 2021–22 season was Gillingham's 129th year in their history and ninth consecutive season in League One. Along with the league, the club also competed in the FA Cup, the EFL Cup and the 2021–22 EFL Trophy. The season covered the period from 1 July 2021 to 30 June 2022.

Pre-season friendlies
As part of their pre-season preparations, Gillingham announced friendly matches against Chatham Town, Welling United, Dartford, Queens Park Rangers, Ebbsfleet United, Peterborough United, Colchester United, Millwall, Leyton Orient and Norwich City.

However, the scheduled friendlies against Dartford, Queens Park Rangers, Peterborough United and Ebbsfleet United were cancelled due to a number of players testing positive for COVID-19.

Matches
Gills' fixtures were announced on 24 June 2021.

FA Cup
Gillingham were drawn at home to Cheltenham Town in the first round.

EFL Cup
Gills were drawn at away to Crawley Town in the first round and at home to Cheltenham Town in the second round.

EFL Trophy
The Gills were drawn into Group A of the Southern section, alongside Colchester United, Ipswich Town and West Ham United U21s. On July 7, the fixtures for the group stage round was confirmed.