Home History
| England FA Trophy | 2020/12/15 19:45 | Maldon Tiptree FC v Bognor Regis Town | W | 2-1 |
| England FA Trophy | 2020/12/09 19:45 | Enfield Town v Maldon Tiptree FC | W | 5-6 |
| England FA Cup | 2020/11/08 12:45 | Maldon Tiptree FC v Morecambe | L | 0-1 |
| England FA Trophy | 2020/10/31 15:00 | Maldon Tiptree FC v Kingstonian | W | 3-2 |
| England Isthmian Division One North | 2020/10/27 19:30 | Maldon Tiptree FC v Tilbury | W | 3-1 |
| England FA Cup Qualification | 2020/10/24 14:00 | Maldon Tiptree FC v Haringey Borough | W | 1-0 |
| England FA Trophy | 2020/10/17 14:00 | Maldon Tiptree FC v Grays Athletic | W | 4-1 |
| England FA Cup Qualification | 2020/10/13 18:30 | Braintree Town v Maldon Tiptree FC | W | 0-1 |
Away History
| England FA Trophy | 2020/12/15 19:45 | Gloucester v Needham Market | W | 4-2 |
| England National League North | 2020/12/12 15:00 | Curzon Ashton v Gloucester | W | 0-1 |
| England National League North | 2020/12/01 19:45 | Gloucester v Boston Utd | D | 0-0 |
| England National League North | 2020/11/28 15:00 | Gloucester v Farsley Celtic | L | 1-2 |
| England National League North | 2020/11/24 19:00 | Gateshead v Gloucester | L | 1-0 |
| England National League North | 2020/11/21 15:00 | Guiseley v Gloucester | W | 1-2 |
| England National League North | 2020/11/17 19:45 | Hereford FC v Gloucester | W | 0-1 |
| England National League North | 2020/11/14 15:00 | Gloucester v Bradford P A | D | 4-4 |