Although five of whom returned to their parent clubs after their stays came to an end, nine others ventured for new beginnings elsewhere.
Academy stars Alfie Bridgman and Toby Steward have recently joined Bognor on a temporary basis, while all the other names would make permanent moves away from PO4.
But how have the 14 players who departed Fratton Park this summer got on since their time with the Blues came to a close?
We’ve taken a look at those names and have started at their new homes.
But how have the 14 players who departed Fratton Park this summer got on since their time with the Blues came to a close?
5. George Hirst
Following his loan at Pompey, Brendan Rogers admitted he would move the 23-year-old to the first-team fray in pre-season. However, the striker hasn’t featured in any of the Foxes' summer fixtures and was denied a place in the 32-man squad that travelled to France in mid-July. Hirst has been continuously linked with a move away from the King Power with both Pompey and Ipswich interested during the window. Photo: Jason Brown
6. Aiden O'Brien
After failing to agree new terms at Pompey, the striker opted for a move to League One rivals Shrewsbury at the end of June. However, the 28-year-old missed three of Salop’s pre-season friendlies with muscle soreness and tendinitis in his hip and was a late call for Town’s season opener on Saturday. After making the bench against Morecambe, O’Brien made a late seven-minute cameo after replacing Ryan Bowman in the dying stages. Photo: Paul Thompson
7. Paul Downing
The 30-year-old defender is yet to find a new home after being released by Pompey in May. The centre-back made just 25 outings in an injury-hit three seasons at Fratton Park after joining from Balckburn in 2019. He spent the second-half of last term on loan at Rochdale but is yet to make his next career move. Photo: Joe Pepler
8. Ollie Webber
The keeper failed to make an appearance for Pompey as he found himself as second-choice behind Bazunu. The 22-year-old returned to Glentoran after being released by the Blues at the end of the season. Since then, the former Crystal Palace stopper featured in five of Glens’ seven pre-season fixtures as he establishes himself as Mick McDermott’s number one ahead of the new campaign. Photo: Jason Brown