And D-Day is approaching for John Mousinho to make his final decision on the futures of the likes of Clark Robertson, Connor Ogilvie and Louis Thompson.
The Blues are expected to have another squad rebuild after another failed season has seen them miss out on promotion from League One.
But what are the contract situations of players from clubs elsewhere in the division?
Using Transfermarkt, we’ve taken a look at the sides with the most men without a deal beyond this season in the third tier to see where Pompey rank.
Here’s what we found.
13. Plymouth - 7
Out-of-contract players: Ryan Hardie, Brendan Galloway, Niall Ennis, Danny Mayor, James Bolton, Conor Grant, Adam Parkes. Photo: Michael Steele
14. Morecambe - 7
Out-of-contract players: Oumar Niasse, Pape Souare, Ryan Cooney, Ryan Delaney, Ashley Hunter, Courtney Duffus, Andre Mendes. Photo: Pete Norton
15. Bristol Rovers - 8
Out-of-contract players: Harry Anderson, Glenn Whelan, Josh Grant, Grant Ward, Sam Finley, Calum MacDonald, Jamie Egan. Photo: Naomi Baker
16. Shrewsbury - 8
Out-of-contract players: Matthew Pennington, Luke Leahy, Tom Bloxham, Ryan Bowman, Elliott Bennett, Daniel Udoh, George Nurse, Harry Burgoyne. Photo: Pete Norton