[11] Leyton Orient 1-0 Cheltenham [4] 2019-08-03 14:00
Stadium: Matchroom Stadium Round: 1
Referee: Michael Salisbury Home Manager: Ross Embleton Away Manager: Michael James Duff
Head to Head
| 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
| Club Friendly List | 2019/07/27 14:00 | Leyton Orient v Norwich U23 | W | 2-1 |
| Club Friendly List | 2019/07/23 18:45 | Bishop's Stortford v Leyton Orient | D | 3-3 |
| Club Friendly List | 2019/07/20 14:00 | Dartford v Leyton Orient | W | 0-2 |
| 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 |
Away History
| Club Friendly List | 2019/07/23 18:45 | Cheltenham v Shrewsbury | D | 2-2 |
| Elite Club Friendlies | 2019/07/20 14:00 | Cheltenham v Leicester | L | 1-2 |
| Club Friendly List | 2019/07/19 18:45 | Taunton Town v Cheltenham | L | 7-0 |
| Club Friendly List | 2019/07/17 18:45 | Hereford FC v Cheltenham | D | 2-2 |
| Club Friendly List | 2019/07/13 14:00 | Stratford Town v Cheltenham | L | 2-1 |
| England League 2 | 2019/05/04 14:00 | Stevenage v Cheltenham | L | 2-0 |
| England League 2 | 2019/04/27 14:00 | Cheltenham v Swindon | W | 3-2 |
| England League 2 | 2019/04/22 14:00 | Morecambe v Cheltenham | L | 4-0 |