Home History
| England Isthmian Premier Division | 2019/10/01 18:45 | Bognor Regis Town v Leatherhead | L | 5-1 |
| England Isthmian Premier Division | 2019/09/28 14:00 | Leatherhead v Bowers Pitsea | W | 1-0 |
| England Isthmian Premier Division | 2019/09/14 14:00 | Worthing v Leatherhead | D | 5-5 |
| England FA Cup Qualification | 2019/09/11 18:45 | Lewes v Leatherhead | L | 5-3 |
| England FA Cup Qualification | 2019/09/07 14:00 | Leatherhead v Lewes | D | 2-2 |
| England Isthmian Premier Division | 2019/08/31 14:00 | Leatherhead v Lewes | L | 1-4 |
| England Isthmian Premier Division | 2019/08/26 14:00 | Carshalton Ath v Leatherhead | L | 1-0 |
| England Isthmian Premier Division | 2019/08/24 14:00 | Leatherhead v Enfield Town | L | 1-2 |
Away History
| England Isthmian Premier Division | 2019/10/01 18:45 | Cheshunt v Wingate & Finchley | W | 1-0 |
| 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 Qualification | 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 |