The Blues will be looking to continue their fine run of results in League One, which has seen them go undefeated in the past three league games.
An impressive 4-0 romp of Cheltenham on Saturday represented John Mousinho’s fourth win in eight games after a fine start to life at Fratton Park.
Standing in their way are Ian Evatt’s in-form Bolton, who have won seven of their last eight games in the league as they look to bolster their promotion hopes.
The Blues head coach revealed Tom Lowery is back in contention after five months on the sidelines with a hamstring injury, but will remain cautious over his availability.
Marlon Pack, Reeco Hackett, Jayden Reid, Clark Robertson and Jay Mingi all remain sidelined as they continue from their recoveries.
Here’s how we believe Pompey could line-up this evening.
13. SUB 2 - Di'Shon Bernard
Game time has come at a premium for the Manchester United loanee, with Rafferty, Raggett and Towler impressing in the back line. Photo: Graham Hunt
14. SUB 3 - Louis Thompson
What a goal on Saturday and a well-deserved one too. Mousinho could opt in favour of Morrell and Tunnicliffe should the Blues look to play on the front foot this evening. Photo: Jason Brown
15. SUB 4 - Tom Lowery
He's back! Lowery could have a place in the squad for the first time since November, with Mousinho revealing the midfielder could make his long-awaited return tonight. Photo: Jason Brown
16. SUB 5 - Paddy Lane
It's been a difficult start to life at Pompey for Lane but has looked impressive in spells since his switch from Fleetwood. Photo: Jason Brown