Home History
| England - Southern Premier League - Central | 2019/04/27 14:00 | Tamworth v AFC Rushden & Diamonds | D | 1-1 |
| England - Southern Premier League - Central | 2019/04/22 12:00 | AFC Rushden & Diamonds v Kettering | L | 0-1 |
| England - Southern Premier League - Central | 2019/04/20 14:00 | Coalville v AFC Rushden & Diamonds | L | 5-0 |
| England - Southern Premier League - Central | 2019/04/13 14:00 | AFC Rushden & Diamonds v Stourbridge | L | 1-2 |
| England - Southern Premier League - Central | 2019/04/06 14:00 | St Ives Town v AFC Rushden & Diamonds | D | 0-0 |
| England - County Cup | 2019/04/02 18:45 | AFC Rushden & Diamonds v Brackley | D | 0-0 |
| England - Southern Premier League - Central | 2019/03/30 15:00 | AFC Rushden & Diamonds v Royston Town | D | 0-0 |
| England - Southern Premier League - Central | 2019/03/23 15:00 | Barwell v AFC Rushden & Diamonds | D | 1-1 |
Away History
| Freundschaftsspiele - Europa | 2019/07/17 18:45 | AFC Hornchurch v Leyton Orient | W | 0-1 |
| Freundschaftsspiele - Europa | 2019/07/09 17:30 | Leyton Orient v Hull | D | 2-2 |
| Freundschaftsspiele - Europa | 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 |
| England - National League | 2019/04/13 14:00 | Sutton Utd v Leyton Orient | W | 1-2 |