[4] Portsmouth 0-0 Cheltenham [21] 2023-08-19 14:00
Stadium: Fratton Park Round: 4
Referee: Ben Toner Home Manager: John Mousinho Away Manager: Wade Elliott
Head to Head
| England League 1 | 2023/02/25 15:00 | Portsmouth v Cheltenham | W | 4-0 |
| England League 1 | 2022/08/13 14:00 | Cheltenham v Portsmouth | W | 0-2 |
| England League 1 | 2022/04/09 14:00 | Cheltenham v Portsmouth | L | 1-0 |
| England League 1 | 2021/11/02 19:45 | Portsmouth v Cheltenham | D | 1-1 |
| England EFL Trophy | 2020/12/08 19:00 | Cheltenham v Portsmouth | W | 0-3 |
| England League 2 | 2017/05/06 16:30 | Portsmouth v Cheltenham | W | 6-1 |
| England League 2 | 2016/11/19 15:00 | Cheltenham v Portsmouth | D | 1-1 |
| England League 2 | 2015/03/17 19:45 | Portsmouth v Cheltenham | D | 2-2 |
Home History
| England League 1 | 2023/08/15 19:00 | Portsmouth v Exeter | W | 1-0 |
| England League 1 | 2023/08/12 14:00 | Leyton Orient v Portsmouth | W | 0-4 |
| England EFL Cup | 2023/08/08 18:45 | Forest Green v Portsmouth | W | 1-3 |
| England League 1 | 2023/08/05 14:00 | Portsmouth v Bristol Rovers | D | 1-1 |
| Club Friendly List | 2023/07/29 14:00 | Portsmouth v Bristol City | L | 0-1 |
| Club Friendly List | 2023/07/25 18:00 | AFC Wimbledon v Portsmouth | L | 1-0 |
| Club Friendly List | 2023/07/15 12:00 | Havant and W v Portsmouth | W | 0-1 |
| Club Friendly List | 2023/07/14 18:00 | Gosport Borough v Portsmouth | W | 1-3 |
Away History
| England League 1 | 2023/08/15 19:00 | Reading v Cheltenham | L | 1-0 |
| England League 1 | 2023/08/12 14:00 | Cheltenham v Bolton | L | 0-3 |
| England EFL Cup | 2023/08/08 18:45 | Cheltenham v Birmingham | L | 0-2 |
| England League 1 | 2023/08/05 14:00 | Shrewsbury v Cheltenham | L | 1-0 |
| Club Friendly List | 2023/07/25 18:45 | Cheltenham v Bristol City | D | 1-1 |
| Club Friendly List | 2023/07/22 14:00 | Cheltenham v Birmingham | L | 2-3 |
| Club Friendly List | 2023/07/18 18:45 | Cheltenham v West Brom | W | 1-0 |
| Club Friendly List | 2023/07/15 14:00 | Weston Super Mare v Cheltenham | W | 1-2 |