[21] AFC Wimbledon 1-0 Portsmouth [16] 2019-10-19 14:00
Stadion: The Cherry Red Records Fans' Stadium Round: 14
Schiedsrichter: Sam Purkiss Home Manager: Wally Downes Away Manager: Kenny Jackett
Head to Head
| England - League 1 | 2019/01/01 15:00 | Portsmouth v AFC Wimbledon | L | 2-1 |
| England - League 1 | 2018/10/13 14:00 | AFC Wimbledon v Portsmouth | L | 1-2 |
| England - EFL Cup | 2018/08/14 18:45 | Portsmouth v AFC Wimbledon | W | 1-2 |
| England - League 1 | 2017/12/26 15:00 | Portsmouth v AFC Wimbledon | L | 2-1 |
| England - League 1 | 2017/09/09 14:00 | AFC Wimbledon v Portsmouth | L | 0-2 |
| England - League 2 | 2016/04/26 18:45 | AFC Wimbledon v Portsmouth | L | 0-1 |
| England - League 2 | 2015/11/15 14:30 | Portsmouth v AFC Wimbledon | D | 0-0 |
| England - League 2 | 2015/03/21 15:00 | AFC Wimbledon v Portsmouth | W | 1-0 |
Home History
| England - League 1 | 2019/10/12 14:00 | Southend v AFC Wimbledon | W | 1-4 |
| England - EFL Trophy | 2019/10/08 18:30 | AFC Wimbledon v Leyton Orient | W | 3-0 |
| England - League 1 | 2019/10/05 14:00 | AFC Wimbledon v Rochdale | W | 3-2 |
| England - League 1 | 2019/09/28 14:00 | Peterborough v AFC Wimbledon | L | 3-2 |
| England - League 1 | 2019/09/21 14:00 | AFC Wimbledon v Bristol Rovers | L | 1-3 |
| England - League 1 | 2019/09/17 18:45 | Coventry v AFC Wimbledon | L | 2-1 |
| England - League 1 | 2019/09/14 14:00 | AFC Wimbledon v Shrewsbury | D | 1-1 |
| England - League 1 | 2019/09/07 11:00 | Milton Keynes Dons v AFC Wimbledon | L | 2-1 |
Away History
| England - League 1 | 2019/10/12 14:00 | Portsmouth v Gillingham | D | 0-0 |
| England - EFL Trophy | 2019/10/08 18:45 | Oxford Utd v Portsmouth | W | 6-7 |
| England - League 1 | 2019/10/05 14:00 | Doncaster v Portsmouth | W | 1-2 |
| England - League 1 | 2019/09/28 14:00 | Portsmouth v Bolton | W | 1-0 |
| England - EFL Cup | 2019/09/24 18:45 | Portsmouth v Southampton | L | 0-4 |
| England - League 1 | 2019/09/21 14:00 | Wycombe v Portsmouth | L | 1-0 |
| England - League 1 | 2019/09/17 18:45 | Portsmouth v Burton Albion | D | 2-2 |
| England - EFL Trophy | 2019/09/14 19:45 | Portsmouth v Norwich U21 | W | 3-1 |