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.
9. CAM - Michael Jacobs
Jacobs' display on Saturday was one of his best of the season as he returned to his more natural number 10 role. His link-up play with the front-line caused Cheltenham plenty of problems and also looks like a revitalised figure under Mousinho. Photo: Jason Brown
10. LW - Ronan Curtis
He looks back to his best in a Pompey shirt and impressed on the left on Saturday, which also saw him find the net against Cheltenham. Photo: Jason Brown
11. ST - Colby Bishop
His confidence has been affected after recent squandered chances. However, he's Mousinho's main man in attack and has backed the 26-year-old to reignite his goal scoring touch. Two assists on the weekend have also gone quite unnoticed by some supporters. Photo: Jason Brown
12. SUB 1 - Josh Oluwayemi
Mousinho's number two and will remain behind Macey in the goalkeeping ranks. Photo: Jason Brown