| 1 | Mon 30 Aug 2021 | 61-4 v Haringey BoroughHaringey Borough 4-1 Wingate & Finchley | Isthmian League - Premier Division |
| 2 | Sat 4 Sep 2021 | 51-1 v Basildon UnitedWingate & Finchley 1-1 Basildon United | Emirates FA Cup First Qualifying Round |
| 3 | Tue 7 Sep 2021 | 56-1 v Basildon UnitedBasildon United 1-6 Wingate & Finchley | Emirates FA Cup First Qualifying Round Replay |
| 4 | Sat 11 Sep 2021 | 5 1-3 v Bowers & PitseaBowers & Pitsea 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 5 | Tue 14 Sep 2021 | 53-1 v KingstonianWingate & Finchley 3-1 Kingstonian | Isthmian League - Premier Division |
| 6 | Sat 25 Sep 2021 | 172-2 v Bognor Regis TownBognor Regis Town 2-2 Wingate & Finchley | Isthmian League - Premier Division |
| 7 | Wed 29 Sep 2021 | 145-3 v Cray WanderersCray Wanderers 3-5 Wingate & Finchley | Isthmian League - Premier Division |
| 8 | Sat 2 Oct 2021 | 51-1 v Corinthian-CasualsCorinthian-Casuals 1-1 Wingate & Finchley | Emirates FA Cup Third Qualifying Round |
| 9 | Tue 5 Oct 2021 | 50-3 v Corinthian-CasualsWingate & Finchley 0-3 Corinthian-Casuals | Emirates FA Cup Third Qualifying Round Replay |
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