In total 12 senior players from Danny Cowley’s side – including those currently on loan at Fratton Park – will see their existing deals expire at the end of the season – with key players such as Sean Raggett, Marcus Harness and Michael Jacobs among them.
Meanwhile, across the EFL, there are plenty of former Blues stars in a similar boat to the present Fratton Park crop.
With another busy summer of transfer activity expected, could Cowley bring one of these potential free agents back to PO4?
You can decide as we take a look at the 23 former Pompey men who are set to be out of contract at the end of the campaign.
21. Tom Davies - Tranmere
The 29-year-old has played an important part in Tranmere’s defence this season, helping them keep 16 clean sheets to date as Micky Mellon’s men aim for a return to League One. Photo: Joe Pepler
22. Luke McGee - Forest Green
McGee fell out of favour after the arrival of Craig MacGillivray at Fratton Park. He has since re-established himself and has kept 15 clean sheets for Forest Green Rovers so far this season, helping the Green Army to sit comfortably at the top of League Two. Photo: Barry Zee/zeeimages
23. Nigel Atangana - Exeter
The Frenchman has been in and out of Matt Taylor’s Exeter side this season and has made 16 outings to date after a contract extension last summer. Photo: Joe Pepler