Home History
| England Isthmian Premier Division | 2019/09/28 14:00 | Cheshunt v Horsham | L | 0-1 |
| England FA Cup Qualification | 2019/09/21 14:00 | Maidstone Utd v Cheshunt | L | 4-1 |
| England Isthmian Premier Division | 2019/09/17 18:45 | Bognor Regis Town v Cheshunt | W | 1-2 |
| England Isthmian Premier Division | 2019/09/14 14:00 | Cheshunt v Margate | L | 1-2 |
| England FA Cup | 2019/09/07 14:00 | Cheshunt v Brightlingsea Regent | W | 1-0 |
| England Isthmian Premier Division | 2019/08/31 14:00 | Bishop's Stortford v Cheshunt | L | 3-2 |
| England Isthmian Premier Division | 2019/08/26 14:00 | Cheshunt v Corinthian Casuals | D | 1-1 |
| England Isthmian Premier Division | 2019/08/17 14:00 | Cheshunt v Haringey Borough | L | 0-1 |
Away History
| England Isthmian Premier Division | 2019/09/28 14:00 | Wingate & Finchley v Folkestone Invicta | D | 1-1 |
| England FA Cup | 2019/09/21 14:00 | Maldon Tiptree FC v Wingate & Finchley | L | 4-2 |
| England Isthmian Premier Division | 2019/09/17 18:45 | Horsham v Wingate & Finchley | L | 2-1 |
| England Isthmian Premier Division | 2019/09/14 14:00 | Wingate & Finchley v Merstham | L | 0-4 |
| England FA Cup | 2019/09/07 14:00 | Wingate & Finchley v London Colney | W | 4-1 |
| England Isthmian Premier Division | 2019/08/31 14:00 | AFC Hornchurch v Wingate & Finchley | L | 2-0 |
| England Isthmian Premier Division | 2019/08/26 14:00 | Wingate & Finchley v Haringey Borough | W | 1-0 |
| England Isthmian Premier Division | 2019/08/17 14:00 | Wingate & Finchley v Bognor Regis Town | L | 0-5 |