With just two matches of the League One season remaining, the Blues can’t afford any margin for error if they’re to clinch a League One play-off spot.
Pompey are sixth in the table but need eighth-placed Charlton, who have a game in hand, to also drop points.
It makes for an exciting end to the campaign as Danny Cowley bids to guide the Blues to promotion having only taken the hot seat in March.
Pompey’s injuries problems are well-documented, with the likes of Ellis Harrison and Michael Jacobs on the sidelined.
Then there are players such as Tom Naylor and Andy Cannon battling through the pain barrier to try to deliver a Championship return.
Here’s how we think the Blues will start for their first trip to Wimbledon’s Plough Lane...
9. Attacking-midfield - Ryan Williams
Running on an empty tank but added plenty of verve when he came on at half-time at Accrington. Photo: Joe Pepler
11. Sub 1 - Lewis Ward
Poised to end his loan at Pompey without making an appearance. Photo: Joe Pepler
12. Sub 2 - James Bolton
Started at Accrington but likely to find himself back on the bench if there's a revert to a back four. Photo: Graham Hunt