Sun 29 Dec 2019
League One
Milton Keynes Dons 3 Pompey 1
| Pos | Player | Squad # | Goals | Subs |
| 1 | Craig MacGillivray | 1 | ||
| 2 | Anton Walkes | 2 | ||
| 3 | Christian Burgess | 6 | ||
| 4 | James Bolton | 13 | ||
| 5 | Sean Raggett | 20 | ||
| 6 | Tom Naylor | 4 | ||
| 7 | Ronan Curtis | 11 | 1 | |
| 8 | Andy Cannon | 14 | * | |
| 8 | Gareth Evans | 26 | s | |
| 9 | Marcus Harness | 19 | * | |
| 9 | Brett Pitman | 8 | s | |
| 10 | Ben Close | 33 | ||
| 11 | Ellis Harrison | 22 | * | |
| 11 | John Marquis | 10 | s |
| Select Pompey player for stats |
| Scorers: Curtis Manager: Kenny Jackett Attendance: 12,788 |
Season 2019/20
Fixtures
Select opponent for Pompey line-up Change Season
| Date | Opponent | Result | Score |
| Sat 3 Aug 2019 | Shrewsbury Town A | L | 0 - 1 |
| Tue 6 Aug 2019 | Birmingham City- Football League Cup Round 1 H | W | 3 - 0 |
| Sat 10 Aug 2019 | Tranmere Rovers H | W | 2 - 0 |
| Sat 17 Aug 2019 | Sunderland A | L | 2 - 1 |
| Tue 20 Aug 2019 | Coventry City H | D | 3 - 3 |
| Wed 28 Aug 2019 | Queens Park Rangers- Football League Cup Round 2 A | W | 2 - 0 |
| Sat 31 Aug 2019 | Blackpool A | D | 1 - 1 |
| Tue 3 Sep 2019 | Crawley Town- EFL Trophy Group 1 H | W | 1 - 0 |
| Sat 14 Sep 2019 | Norwich City u21- EFL Trophy Group 2 H | W | 3 - 0 |
| Tue 17 Sep 2019 | Burton Albion H | D | 2 - 2 |
| Sat 21 Sep 2019 | Wycombe Wanderers A | L | 0 - 1 |
| Tue 24 Sep 2019 | Southampton- Football League Cup Round 3 H | L | 0 - 4 |
| Sat 28 Sep 2019 | Bolton Wanderers H | W | 1 - 0 |
| Sat 5 Oct 2019 | Doncaster Rovers A | W | 1 - 2 |
| Tue 8 Oct 2019 | Oxford United- EFL Trophy Group 3 A | W | 2 - 2 |
| Sat 12 Oct 2019 | Gillingham H | D | 0 - 0 |
| Sat 19 Oct 2019 | AFC Wimbledon A | L | 0 - 1 |
| Tue 22 Oct 2019 | Lincoln City H | W | 1 - 0 |
| Sat 26 Oct 2019 | Bristol Rovers A | D | 2 - 2 |
| Sat 2 Nov 2019 | Oxford United H | D | 1 - 1 |
| Tue 5 Nov 2019 | Southend United H | W | 4 - 1 |
| Mon 11 Nov 2019 | Harrogate Town- FA Cup Round 1 A | W | 1 - 2 |
| Sat 23 Nov 2019 | Rochdale A | W | 0 - 3 |
| Tue 26 Nov 2019 | Rotherham United H | W | 3 - 2 |
| Sat 30 Nov 2019 | Altrincham- FA Cup Round 2 H | W | 2 - 1 |
| Tue 3 Dec 2019 | Northampton Town- EFL Trophy Round 1 H | W | 2 - 1 |
| Sat 7 Dec 2019 | Peterborough United H | D | 2 - 2 |
| Sat 14 Dec 2019 | Accrington Stanley A | L | 4 - 1 |
| Sat 21 Dec 2019 | Ipswich Town H | W | 1 - 0 |
| Thu 26 Dec 2019 | Wycombe Wanderers H | W | 2 - 0 |
| Sun 29 Dec 2019 | Milton Keynes Dons A | L | 3 - 1 |
| Wed 1 Jan 2020 | Gillingham A | D | 1 - 1 |
| Sat 4 Jan 2020 | Fleetwood Town- FA Cup Round 3 A | W | 1 - 2 |
| Tue 7 Jan 2020 | Walsall- EFL Trophy Round 2 A | W | 1 - 2 |
| Sat 11 Jan 2020 | AFC Wimbledon H | W | 2 - 1 |
| Sat 18 Jan 2020 | Bolton Wanderers A | W | 1 - 0 |
| Tue 21 Jan 2020 | Scunthorpe United H | W | 2 - 1 |
| Sat 25 Jan 2020 | Barnsley- FA Cup Round 4 H | W | 4 -2 |
| Tue 28 Jan 2020 | Lincoln City A | W | 2 - 0 |
| Sat 1 Feb 2020 | Sunderland H | W | 2 - 0 |
| Sat 8 Feb 2020 | Tranmere Rovers A | W | 2 - 0 |
| Tue 11 Feb 2020 | Coventry City A | L | 0 - 1 |
| Sat 15 Feb 2020 | Shrewsbury Town H | W | 2 - 0 |
| Tue 18 Feb 2020 | Exeter City- EFL Trophy Semi-Final H | W | 3 - 2 |
| Sat 22 Feb 2020 | Fleetwood Town A | L | 0 - 1 |
| Tue 25 Feb 2020 | Milton Keynes Dons H | W | 3 - 1 |
| Fri 28 Feb 2020 | Rochdale H | W | 3 - 0 |
| Mon 2 Mar 2020 | Arsenal- FA Cup Round 5 H | L | 0 - 2 |
| Sat 7 Mar 2020 | Peterborough United A | L | 0 - 2 |
| Tue 10 Mar 2020 | Fleetwood Town H | D | 2 - 2 |
| Fri 3 Jul 2020 | Oxford United H | D | 1 - 1 |
| Mon 6 Jul 2020 | Oxford United A | L | 1 - 1 (5 - 4) |
