Key: Win : Draw : Loss
| Date | Home | Away | Ref | ||
|---|---|---|---|---|---|
| 04/08/2018 | Portsmouth | 1 | 0 | Luton | G Ward |
| 11/08/2018 | Blackpool | 1 | 2 | Portsmouth | R Joyce |
| 18/08/2018 | Portsmouth | 4 | 1 | Oxford | L Swabey |
| 21/08/2018 | Bristol Rvs | 1 | 2 | Portsmouth | G Salisbury |
| 25/08/2018 | Doncaster | 0 | 0 | Portsmouth | A Haines |
| 01/09/2018 | Portsmouth | 3 | 0 | Plymouth | T Nield |
| 08/09/2018 | Portsmouth | 1 | 1 | Shrewsbury | C Breakspear |
| 15/09/2018 | Peterboro | 1 | 2 | Portsmouth | R East |
| 22/09/2018 | Portsmouth | 2 | 2 | Wycombe | C Hicks |
| 29/09/2018 | Rochdale | 1 | 3 | Portsmouth | J Busby |
| 02/10/2018 | Coventry | 0 | 1 | Portsmouth | B Huxtable |
| 06/10/2018 | Portsmouth | 0 | 2 | Gillingham | C Sarginson |
| 13/10/2018 | AFC Wimbledon | 1 | 2 | Portsmouth | L Probert |
| 20/10/2018 | Portsmouth | 1 | 0 | Fleetwood Town | L Swabey |
| 23/10/2018 | Portsmouth | 2 | 2 | Burton | A Madley |
| 27/10/2018 | Accrington | 1 | 1 | Portsmouth | S Martin |
| 03/11/2018 | Bradford | 0 | 1 | Portsmouth | G Eltringham |
| 24/11/2018 | Scunthorpe | 1 | 2 | Portsmouth | M Coy |
| 27/11/2018 | Portsmouth | 2 | 0 | Walsall | A Young |
| 08/12/2018 | Portsmouth | 2 | 0 | Southend | L Collins |
| 11/12/2018 | Portsmouth | 1 | 2 | Charlton | J Brooks |
| 15/12/2018 | Barnsley | 1 | 1 | Portsmouth | J Moss |
| 22/12/2018 | Portsmouth | 3 | 1 | Sunderland | P Bankes |
| 26/12/2018 | Gillingham | 2 | 0 | Portsmouth | N Kinseley |
| 29/12/2018 | Fleetwood Town | 2 | 5 | Portsmouth | M Donohue |
| 01/01/2019 | Portsmouth | 2 | 1 | AFC Wimbledon | A Coggins |
| 12/01/2019 | Portsmouth | 0 | 1 | Blackpool | K Johnson |
| 19/01/2019 | Oxford | 2 | 1 | Portsmouth | C Sarginson |
| 29/01/2019 | Luton | 3 | 2 | Portsmouth | S Hooper |
| 02/02/2019 | Portsmouth | 1 | 1 | Doncaster | A Young |
| 09/02/2019 | Plymouth | 1 | 1 | Portsmouth | B Toner |
| 16/02/2019 | Southend | 3 | 3 | Portsmouth | D Whitestone |
| 19/02/2019 | Portsmouth | 1 | 1 | Bristol Rvs | N Hair |
| 23/02/2019 | Portsmouth | 0 | 0 | Barnsley | C Breakspear |
| 02/03/2019 | Portsmouth | 5 | 1 | Bradford | O Langford |
| 09/03/2019 | Charlton | 2 | 1 | Portsmouth | R East |
| 12/03/2019 | Walsall | 2 | 3 | Portsmouth | T Kettle |
| 16/03/2019 | Portsmouth | 2 | 0 | Scunthorpe | P Wright |
| 23/03/2019 | Shrewsbury | 0 | 2 | Portsmouth | O Yates |
| 06/04/2019 | Wycombe | 2 | 3 | Portsmouth | J Busby |
| 13/04/2019 | Portsmouth | 4 | 1 | Rochdale | L Swabey |
| 19/04/2019 | Burton | 1 | 2 | Portsmouth | C Hicks |
| 22/04/2019 | Portsmouth | 2 | 1 | Coventry | D Drysdale |
| 27/04/2019 | Sunderland | 1 | 1 | Portsmouth | C Pawson |
| 30/04/2019 | Portsmouth | 2 | 3 | Peterboro | D Whitestone |
| 04/05/2019 | Portsmouth | 1 | 1 | Accrington | S Duncan |