Already, the Blues head coach has recruited 12 new signings in what has been a major squad overhaul.
However, if Cowley is to have his way there will still be more incomings, which could be factored by getting players out of PO4, over the next week.
So, with more anticipated transfer business for Pompey, we posed the question to the Fratton faithful who they’d realistically like to see arrive before the window closes.
And here’s who the Blues supporters on social media want to arrive in the coming days...
5. Owen Dale (Crewe)
Another long shot for the Blues with Crewe slapping a £1m price tag on their prized asset. Again, plenty of Championship interest, with Blackpool reported to have had a six-figure bid for the 22-year-old turned down already this summer Photo: Clive Brunskill
6. Ben Thompson (Millwall)
A player nearly every Pompey fan would welcome back to Fratton Park. Endeared himself to the Blues following with an eye-catching loan spell in the first half of the 2018-19 season before January Millwall recall. The Lions could look to offload but transfer package could prove a stumbling block Photo: Joe Pepler
7. Herbie Kane (Barnsley)
Was linked with Pompey last summer before leaving Liverpool to join Barnsley in a deal in excess of £1m. Made 27 appearances for the Tykes last term without netting. Has featured in just one of Barnsley's opening five games this season Photo: David Rogers
8. Luke Jephcott (Plymouth)
Welshman struck 18 goals in all competitions last term and has netted three goals in four League One matches this season. The highly rated 21-year-old signed a new two-year deal with Argyle earlier in the summer Photo: Pete Norton