| 1 | 20/7/2021 | 10-2 v Southend UnitedGreat Wakering Rovers 0-2 Southend United | Friendly |
| 2 | 14/8/2021 | 12-3 v Witham TownGreat Wakering Rovers 2-3 Witham Town | Isthmian League - North Division |
| 3 | 21/8/2021 | 13-1 v Heybridge SwiftsGreat Wakering Rovers 3-1 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 4 | 27/8/2021 | 10-4 v AveleyAveley 4-0 Great Wakering Rovers | Isthmian League - North Division |
| 5 | 30/8/2021 | 11-4 v Basildon UnitedGreat Wakering Rovers 1-4 Basildon United | Isthmian League - North Division |
| 6 | 4/9/2021 | 13-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-3 Great Wakering Rovers | Emirates FA Cup First Qualifying Round |
| 7 | 11/9/2021 | 11-1 v Dereham TownDereham Town 1-1 Great Wakering Rovers | Isthmian League - North Division |
| 8 | 18/9/2021 | 13-5 v Peterborough SportsGreat Wakering Rovers 3-5 Peterborough Sports | Emirates FA Cup Second Qualifying Round |
| 9 | 25/9/2021 | 11-1 v Stowmarket TownStowmarket Town 1-1 Great Wakering Rovers | Buildbase FA Trophy First Qualifying Round |
| 10 | 9/10/2021 | 12-1 v Chichester CityChichester City 1-2 Great Wakering Rovers | Buildbase FA Trophy Second Qualifying Round |
| 11 | 12/10/2021 | 13-5 v Brentwood TownGreat Wakering Rovers 3-5 Brentwood Town | Isthmian League - North Division |
| 12 | 16/10/2021 | 11-0 v Hullbridge SportsGreat Wakering Rovers 1-0 Hullbridge Sports | Isthmian League - North Division |
| 13 | 19/10/2021 | 12-4 v AFC SudburyAFC Sudbury 4-2 Great Wakering Rovers | Isthmian League - North Division |
| 14 | 23/10/2021 | 11-2 v Stowmarket TownStowmarket Town 2-1 Great Wakering Rovers | Isthmian League - North Division |
| 15 | 30/10/2021 | 11-2 v Walton CasualsWalton Casuals 2-1 Great Wakering Rovers | Buildbase FA Trophy Third Qualifying Round |
| 16 | 2/11/2021 | 11-0 v Grays AthleticGreat Wakering Rovers 1-0 Grays Athletic | Isthmian League - North Division |
| 17 | 6/11/2021 | 12-3 v Heybridge SwiftsHeybridge Swifts 3-2 Great Wakering Rovers | Isthmian League - North Division |
| 18 | 13/11/2021 | 13-0 v RomfordGreat Wakering Rovers 3-0 Romford | Isthmian League - North Division |
| 19 | 16/11/2021 | 13-1 v Phoenix SportsPhoenix Sports 1-3 Great Wakering Rovers | Velocity Trophy Second Round |
| 20 | 20/11/2021 | 12-1 v Maldon & TiptreeMaldon & Tiptree 1-2 Great Wakering Rovers | Isthmian League - North Division |
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