Pompey secured the signing of Marlon Pack earlier in the window as he marked his return to Fratton Park following Cardiff exit at the end of the season.
Meanwhile a deal for former Preston defender Joe Rafferty is also apparently close.
The Blues boss is still requiring plenty of improvement across the pitch with at least three new strikers currently top of his wishlist as well as further strengthening in defence and in goal.
But could Cowley still turn to any free agents currently available in the market this summer?
We’ve taken a look at the top 10 players still without a club following their exits from League One clubs.
Here’s what we found.
9. Saido Berahino
After a single season at Hillsborough, the 28-year-old is again on the look-out for a new club after a difficult campaign with the Owls. Last term Berahino mustered nine goals and four assists in all competitions but has so far failed to be linked with another move elsewhere. Photo: Stu Forster
10. Will Grigg
Despite making a believed £3m move to Sunderland in 2019, the former Northern Ireland international quickly fell out-of-favour at the Stadium of Light. In total, he made just 62 appearances for the Black Cats, which also included loans to MK Dons and Rotherham. The 31-year-old has recently been training with MK Dons in Ireland in a bid to secure a new home. Photo: Pete Norton