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...
1. Goalkeeper - Craig MacGillivray
Perhaps at fault for the second and third goals at Accrington but has been one of Pompey's most consistent performers this term. Photo: PinPeP
2. Right-back - Callum Johnson
Will suit a return to a flat back-four having recently been forced to serve as a wing-back. Photo: Joe Pepler
3. Centre-back - Sean Raggett
Not his finest game at Accrington but mainly been consistent throughout the season. Photo: Joe Pepler
4. Centre-back - Rasmus Nicolaisen
Set to keep his spot but may find himself back to the bench when Jack Whatmough returns from suspension. Photo: Graham Hunt