Among them will be a swathe of League One players, who see their existing deals come to a close.
Some will be desperate to find any club, while others will be flooded with offers as they cherry pick their next destination.
We’ve highlighted some of the best talents Pompey could identify, who are not currently tied down beyond the summer.
13. Albie Morgan - Charlton
Midfielder has 32 appearances in League One this season and knows the terrain well at this level. Photo: Gareth Copley
14. Shilow Tracey - Cambridge
Another attacking talent Pompey kept close tabs on under Danny Cowley. Has promise but needs to increase his attacking output. Photo: James Baylis - AMA
15. James Norwood - Barnsley
Striker would be seen as an asset to any League One side, though Barnsley hold a 12-month option. Photo: Bruce Rollinson
16. Lee Gregory - Sheffield Wednesday
Shown in games against Pompey how much the striker still has to offer, but hold an option on the 34-year-old Photo: Steve Ellis Steve Ellis