It’s the Blues first trip to the CBS Arena since October 2018, when Ronan Curtis first-half strike continued Kenny Jackett’s men's impressive start to the 2018-19 League One season.
Now in the Championship, John Mousinho’s side will be looking to return to winning ways after Saturday’s 2-1 loss to Millwall.
The disappointment at The Den represented Pompey’s 14th away defeat of the campaign as they continue to struggle on their travels.
Nonetheless, that hasn’t deterred 2,300 members of the Fratton faithful from making the 280-mile round trip to the West Midlands.
The Sky Blues will be without boss Frank Lampard after he was given a one-game touchline ban following a red card against Burnley on Saturday.
With an exciting prospect ahead which could have repercussions at either end of the table, here’s the latest team news from both camps.
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9. Norman Bassette - Doubt
The striker scored the opening goal in the reverse fixture against Pompey in December but could be absent for this evening’s match. Assistant Joe Edwards confirmed after the defeat to Burnley that Bassette picked up a minor knee injury in training and there is no timescale over his potential return. | Getty Images
10. Conor Shaugnessy - Out
Mousinho revealed the title winner is expected to return to training next week and the head coach has previously admitted he wouldn’t hesitate in throwing the centre-back straight back into the action when available. | Jason Brown/ProSportsImages
11. Jacob Farrell - Out
The left-back has featured just once since his move from Australia last summer due to knee issues. Another who is set to make his comeback in pre-season. | Jason Brown/ProSportsImages
12. Mark O’Mahony - Doubt
O’Mahony wasn’t named in the squad for the trip to The Den, with the Blues boss revealing the Brighton loanee suffered a minor back issue in training on Friday. Mousinho has since confirmed the striker should be available to feature against Coventry this evening. | Jason Brown/ProSportsImages