[12] Leyton Orient 0-2 Cheltenham [16] 2020-10-03 14:00
Stadium: Matchroom Stadium Round: 4
Referee: Peter Wright Home Manager: Ross Embleton Away Manager: Michael James Duff
Head to Head
| England League 2 | 2020/02/15 15:00 | Cheltenham v Leyton Orient | L | 2-1 |
| England League 2 | 2019/08/03 14:00 | Leyton Orient v Cheltenham | W | 1-0 |
| England League 2 | 2017/02/25 15:00 | Leyton Orient v Cheltenham | L | 0-1 |
| England League 2 | 2016/08/06 14:00 | Cheltenham v Leyton Orient | D | 1-1 |
Home History
| England League 2 | 2020/09/19 14:00 | Leyton Orient v Mansfield | D | 2-2 |
| England EFL Cup | 2020/09/15 18:45 | Leyton Orient v Plymouth | W | 3-2 |
| England League 2 | 2020/09/12 14:00 | Oldham v Leyton Orient | W | 0-1 |
| England EFL Trophy | 2020/09/08 18:00 | Leyton Orient v Brighton U21 | W | 3-2 |
| England EFL Cup | 2020/09/05 14:00 | Forest Green v Leyton Orient | W | 1-2 |
| Club Friendly List | 2020/08/31 14:00 | Bishop's Stortford v Leyton Orient | W | 0-1 |
| Club Friendly List | 2020/08/22 12:00 | Northampton v Leyton Orient | L | 1-0 |
| England League 2 | 2020/03/07 15:00 | Leyton Orient v Cambridge Utd | W | 2-1 |
Away History
| England League 2 | 2020/09/19 14:00 | Tranmere v Cheltenham | W | 0-3 |
| England EFL Cup | 2020/09/15 17:00 | Millwall v Cheltenham | L | 3-1 |
| England League 2 | 2020/09/12 14:00 | Cheltenham v Morecambe | L | 1-2 |
| England EFL Trophy | 2020/09/08 18:00 | Newport County v Cheltenham | W | 0-1 |
| England EFL Cup | 2020/09/05 14:00 | Peterborough v Cheltenham | W | 0-1 |
| England League 2 | 2020/06/22 19:00 | Cheltenham v Northampton | L | 0-3 |
| England League 2 | 2020/06/18 18:45 | Northampton v Cheltenham | W | 0-2 |
| England League 2 | 2020/03/07 15:00 | Cheltenham v Port Vale | D | 0-0 |