Patrick Agyemang and Marcos Painter are anticipated to be back in the Pompey frame this weekend.
And Tom Craddock will also be ready to challenge for a starting spot.
Agyemang and Painter both missed the Johnstone’s Paint Trophy penalty success over Torquay on Tuesday night.
Left-back Painter is still recovering from the hamstring tear sustained at Mansfield which has now kept him out of the last two games.
Meanwhile, Agyemang was rested from the trip to Plainmoor, staying at home to recover from a foot problem.
The likelihood is both will be in contention for the visit to Cheltenham on Saturday.
In addition, Craddock could feature after Whittingham felt he wasn’t yet ready for a start after a recent injury.
Pompey’s boss said: ‘Pat picked up a little knock and was resting on Tuesday night.
‘Marcos could be back for Saturday as well.
‘With Tom, he is back from injury but ahead of Torquay had only had two training sessions.
‘They were a Friday session – 30 minutes before a game – and a session Monday – 40 minutes before Torquay.
‘We didn’t think we wanted to put him in starting the game straight away for that one but with Cheltenham coming up it gives us a bit more time.’
One definite absentee from Whaddon Road will be David Connolly, who serves the second game of a three-match ban.
The veteran striker made the trip to Torquay with Whittingham’s squad and was spotted helping out with coaching on the pitch.
Connolly worked with Ashley Harris and Dan Butler before the match and during half-time as he looks to have more of a training input.
He is scheduled to return on September 21 against Fleetwood at Fratton Park.