2017 to 2018 Cup Fixtures - Portsmouth Football Club
| Date | Opponent | Venue | Competition | Result | Attendance |
|---|---|---|---|---|---|
| 08 Aug | Cardiff City | Away | EFL Carabao Cup - 1st R | L 2 - 1 (AET) | 6,592 |
| 16 Aug | Fulham | Home | EFL Checkatrade Trophy - 1st R (Grp A) | D 3 - 3 | 1,520 |
| 03 Oct | Crawley Town | Home | EFL Checkatrade Trophy - 1st R (Grp A) | W 3 - 1 | 1,527 |
| 07 Nov | Charlton Athletic | Away | EFL Checkatrade Trophy - 1st R (Grp A) | W 0 - 1 | 1,307 |
| 02 Dec | Northampton Town | Home | EFL Checkatrade Trophy - 2nd R | W 2 - 0 | 1,780 |
| 09 Jan | Chelsea U21 | Away | EFL Checkatrade Trophy - 3rd R | L 2 - 1 | 3,116 |