Iska/Ujjini 1-2 Maldon & Tiptree 2019-10-16 12:45
Stadium: Matchroom Stadium Round: 7
Referee: Charles Breakspear Home Manager: Carl Fletcher Away Manager: Kevin Horlock
Home History
| England League 2 | 2019/10/12 14:00 | Leyton Orient v Walsall | W | 3-1 |
| England EFL Trophy | 2019/10/08 18:30 | AFC Wimbledon v Leyton Orient | L | 3-0 |
| England League 2 | 2019/10/05 14:00 | Northampton v Leyton Orient | W | 0-1 |
| England League 2 | 2019/09/28 14:00 | Leyton Orient v Port Vale | D | 3-3 |
| England League 2 | 2019/09/21 14:00 | Colchester v Leyton Orient | L | 2-1 |
| England League 2 | 2019/09/17 18:45 | Leyton Orient v Crewe | L | 1-2 |
| England League 2 | 2019/09/14 14:00 | Exeter v Leyton Orient | D | 2-2 |
| England League 2 | 2019/09/07 14:00 | Leyton Orient v Swindon | L | 1-3 |
Away History
| England FA Cup Qualification | 2019/10/05 14:00 | Maldon Tiptree FC v Chertsey Town | W | 6-1 |
| England FA Cup Qualification | 2019/09/21 14:00 | Maldon Tiptree FC v Wingate & Finchley | W | 4-2 |
| England FA Cup Qualification | 2019/09/07 14:00 | Histon v Maldon Tiptree FC | W | 0-3 |
| UK Friendlies | 2019/07/30 18:46 | Maldon Tiptree FC v Leiston | W | 3-1 |
| Club Friendly List | 2019/07/23 18:45 | Maldon Tiptree FC v Braintree Town | L | 1-2 |
| Club Friendly List | 2019/07/13 14:00 | Maldon Tiptree FC v Concord Rangers | L | 1-5 |
| England Northern League Division One | 2019/05/05 13:59 | Maldon Tiptree FC v Heybridge Swifts | D | 2-2 |
| England Isthmian Division One North | 2019/05/01 18:45 | Maldon Tiptree FC v Coggeshall Town | W | 1-0 |