| 1 | Sat 14 Aug 2021 | 70-1 v MargateWingate & Finchley 0-1 Margate | Isthmian League - Premier Division |
| 2 | Sat 21 Aug 2021 | 7 2-1 v LeatherheadLeatherhead 1-2 Wingate & Finchley | Isthmian League - Premier Division |
| 3 | Sat 28 Aug 2021 | 15 2-2 v Corinthian-CasualsWingate & Finchley 2-2 Corinthian-Casuals | Isthmian League - Premier Division |
| 4 | Mon 30 Aug 2021 | 7 1-4 v Haringey BoroughHaringey Borough 4-1 Wingate & Finchley | Isthmian League - Premier Division |
| 5 | Sat 4 Sep 2021 | 81-1 v Basildon UnitedWingate & Finchley 1-1 Basildon United | Emirates FA Cup First Qualifying Round |
| 6 | Sat 11 Sep 2021 | 101-3 v Bowers & PitseaBowers & Pitsea 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 7 | Tue 14 Sep 2021 | 8 3-1 v KingstonianWingate & Finchley 3-1 Kingstonian | Isthmian League - Premier Division |
| 8 | Sat 18 Sep 2021 | 83-0 v Baldock TownWingate & Finchley 3-0 Baldock Town | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 25 Sep 2021 | 82-2 v Bognor Regis TownBognor Regis Town 2-2 Wingate & Finchley | Isthmian League - Premier Division |
| 10 | Wed 29 Sep 2021 | 85-3 v Cray WanderersCray Wanderers 3-5 Wingate & Finchley | Isthmian League - Premier Division |
| 11 | Sat 2 Oct 2021 | 81-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Wingate & Finchley | Emirates FA Cup Third Qualifying Round |
| 12 | Tue 5 Oct 2021 | 80-3 v Corinthian-CasualsWingate & Finchley 0-3 Corinthian-Casuals | Emirates FA Cup Third Qualifying Round Replay |
| 13 | Sat 9 Oct 2021 | 151-1 v Carshalton AthleticWingate & Finchley 1-1 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Tue 12 Oct 2021 | 171-2 v Enfield TownEnfield Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 15 | Tue 26 Oct 2021 | 4 0-1 v BalhamBalham 1-0 Wingate & Finchley | London County Cup First Round |
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