| 1 | Tue 4 Dec 2018 | 83-3 v Bowers & PitseaBowers & Pitsea 3-3 Wingate & Finchley | Velocity Trophy Second Round |
| 2 | Sat 8 Dec 2018 | 82-2 v MargateMargate 2-2 Wingate & Finchley | Bostik League Premier Division |
| 3 | Tue 11 Dec 2018 | 80-2 v Harlow TownWingate & Finchley 0-2 Harlow Town | Bostik League Premier Division |
| 4 | Sat 15 Dec 2018 | 112-0 v Dulwich HamletWingate & Finchley 2-0 Dulwich Hamlet | Buildbase FA Trophy First Round |
| 5 | Tue 18 Dec 2018 | 81-5 v Bishop's StortfordWingate & Finchley 1-5 Bishop's Stortford | Velocity Trophy Third Round |
| 6 | Sat 22 Dec 2018 | 112-0 v Carshalton AthleticWingate & Finchley 2-0 Carshalton Athletic | Bostik League Premier Division |
| 7 | Wed 26 Dec 2018 | 111-4 v Enfield TownEnfield Town 4-1 Wingate & Finchley | Bostik League Premier Division |
| 8 | Tue 1 Jan 2019 | 160-4 v Haringey BoroughWingate & Finchley 0-4 Haringey Borough | Bostik League Premier Division |
| 9 | Sat 12 Jan 2019 | 82-4 v Hemel Hempstead TownHemel Hempstead Town 4-2 Wingate & Finchley | Buildbase FA Trophy Second Round |
| 10 | Sat 19 Jan 2019 | 82-4 v LewesLewes 4-2 Wingate & Finchley | Bostik League Premier Division |
| 11 | Sat 26 Jan 2019 | 102-2 v Brightlingsea RegentWingate & Finchley 2-2 Brightlingsea Regent | Bostik League Premier Division |
| 12 | Sat 2 Feb 2019 | 71-2 v LeatherheadLeatherhead 2-1 Wingate & Finchley | Bostik League Premier Division |
| 13 | Sat 9 Feb 2019 | 71-1 v WhitehawkWingate & Finchley 1-1 Whitehawk | Bostik League Premier Division |
| 14 | Sat 23 Feb 2019 | 151-2 v WorthingWingate & Finchley 1-2 Worthing | Bostik League Premier Division |
| 15 | Sat 16 Mar 2019 | 147-2 v Harlow TownHarlow Town 2-7 Wingate & Finchley | Bostik League Premier Division |
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