And it’s a game that promises to stretch Danny Cowley’s options, with the Blues boss keen to give some of his fringe players a chance to shine.
There’ll be a few regulars asked to step up again given the ongoing injury problems the Fratton Park outfit have.
Indeed, the luxury of making the wholesale changes that were evident earlier in the competition are a thing of the past, with the likes of Tomy Lowery, Michael Jacobs and Joe Rafferty out injured, Joe Morrell currently at the World Cup and Joe Pigott ineligible to feature against his parent club.
Cowley still has enough room for manoeuvre – just – as he attempts to keep all members of his squad happy.
But with a real desire to progress in the Trophy, what kind of side can we realistically expect at Portman Road?
Here’s how we think Pompey will line up tonight...
Indeed, the luxury of making the wholesale changes that were evident earlier in the competition are a thing of the past, with the likes of Tomy Lowery, Michael Jacobs and Joe Rafferty out injured, Joe Morrell currently at the World Cup and Joe Pigott ineligible to feature against his parent club.
![Pompey fans are constantly provided with glimpses of what Hackett can do - but just when you expect his Blues career to kick on, the forward finds himself back on the fringes for whatever reason. Tonight will likely provide another opportunity for the 24-year-old to demonstrate his capabilities. Here's hoping, though, that it does finally generate more consistent game time for a player with a lot to offer.](https://www.portsmouth.co.uk/webimg/b25lY21zOmJiZTI0ZTBiLTQxMTktNDkxZC1iMjk1LTkxZjZiNzI2NWZhNzo2YjhkMzNlNS0wYTBiLTRmNDctYjYzOS0yYTU4ZDNkNDRmZjU=.jpg?crop=3:2&width=640)
9. Reeco Hackett - left-wing
Pompey fans are constantly provided with glimpses of what Hackett can do - but just when you expect his Blues career to kick on, the forward finds himself back on the fringes for whatever reason. Tonight will likely provide another opportunity for the 24-year-old to demonstrate his capabilities. Here's hoping, though, that it does finally generate more consistent game time for a player with a lot to offer. Photo: Paul Thompson
![With Joe Pigott unavailable, Danny Cowley does have limited options when it comes to freshening up his attack. Expect 11-goal Colby Bishop to sit this one out and Scarlett to lead the line. Despite his goal record, he's a nightmare for any defender - and his presence, once again, will provide the Blues with an outlet, plus a focal point for their attacks.](https://www.portsmouth.co.uk/webimg/b25lY21zOjMyNDZlOWI4LTBiNTQtNDFhNC05MjU1LWVhNGVjZTg2NzViMzo0YjM4NmU4YS1hNTk3LTQ1YzItOTVjNS04MGM5ODBjMTA2MGY=.jpg?crop=3:2&width=640)
10. Dane Scarlett - centre-forward 1
With Joe Pigott unavailable, Danny Cowley does have limited options when it comes to freshening up his attack. Expect 11-goal Colby Bishop to sit this one out and Scarlett to lead the line. Despite his goal record, he's a nightmare for any defender - and his presence, once again, will provide the Blues with an outlet, plus a focal point for their attacks. Photo: Jason Brown
![The Irishman reminded us all what a handful he can be during his cameo appearance against Derby last Friday night. That came down the left as he replaced Josh Koroma. But Curtis could be asked to make a nuisance of himself up top in a front partnership with Dane Scarlett.](https://www.portsmouth.co.uk/webimg/b25lY21zOjQ0YmJlMTZiLTY1ZjktNGY1Yy1iNWUyLWExZDkxNTVlZjlkNTo3YzJmYTQ2Ny05M2IxLTRmMDMtYTdlYy00ZTY3NjY3NGRhMzY=.jpg?crop=3:2&width=640)
11. Ronan Curtis - centre-forward 2
The Irishman reminded us all what a handful he can be during his cameo appearance against Derby last Friday night. That came down the left as he replaced Josh Koroma. But Curtis could be asked to make a nuisance of himself up top in a front partnership with Dane Scarlett. Photo: Jason Brown