Head to Head
| World Club Friendlies | 2014/07/18 18:45 | Dartford v Leyton Orient | L | 2-3 |
Home History
| Club Friendly List | 2019/07/16 18:45 | Dartford v Gillingham | L | 1-2 |
| World Club Friendlies | 2019/07/13 14:00 | Grays Athletic v Dartford | W | 1-2 |
| World Club Friendlies | 2019/07/09 18:45 | Dartford v Ebbsfleet United | D | 1-1 |
| World Club Friendlies | 2019/07/06 14:00 | Sevenoaks Town v Dartford | W | 0-1 |
| England National League South | 2019/04/27 14:00 | Oxford City v Dartford | L | 2-1 |
| England National League South | 2019/04/22 14:00 | Dartford v Billericay Town | W | 2-1 |
| England National League South | 2019/04/20 14:00 | Eastbourne Borough v Dartford | L | 6-0 |
| England National League South | 2019/04/13 14:00 | Dartford v Chippenham Town | L | 0-1 |
Away History
| Club Friendly List | 2019/07/18 18:45 | AFC Rushden & Diamonds v Leyton Orient | W | 0-1 |
| Club Friendly List | 2019/07/17 18:45 | AFC Hornchurch v Leyton Orient | W | 0-1 |
| Club Friendly List | 2019/07/09 17:30 | Leyton Orient v Hull | D | 2-2 |
| Club Friendly List | 2019/07/06 14:00 | Harlow v Leyton Orient | W | 0-5 |
| England FA Trophy | 2019/05/19 15:15 | AFC Fylde v Leyton Orient | L | 1-0 |
| England National League | 2019/04/27 11:30 | Leyton Orient v Braintree Town | D | 0-0 |
| England National League | 2019/04/22 14:00 | Solihull Moors v Leyton Orient | D | 0-0 |
| England National League | 2019/04/19 14:00 | Leyton Orient v Harrogate Town | W | 2-0 |