Pompey make their first Wembley visit since 2010 when they face Sunderland in the Checkatrade Trophy final on Sunday.
The two sides are also currently locked in the fight for League One promotion, currently sitting just outside the automatic promotion places.
It is the third-placed Blues who currently have a single-point advantage, although the Black Cats have two games in hand.
They will put that battle to one side this weekend, however, and concentrate on securing a piece of silverware.
Neither have previously won this competition – in any of its guises – and it will be the first final to have featured two former Premier League clubs.
Pompey won Southern Group A with maximum points, securing wins over Gillingham, Crawley and Tottenham U21s.
They then saw off Arsenal’s youngsters, Southend, Peterborough and Bury to book their spot at the national stadium.
Sunderland beat Carlisle and Morecambe after drawing with Stoke U21s in the group stage and later beat Notts County, Newcastle U21s, Manchester City U21s and Bristol Rovers.
The sides will meet again in what could be a crucial league clash at the Stadium of Light towards the end of April.
But Pompey came out on top at Fratton Park just before Christmas, with Gareth Evans, Ronan Curtis and Ben Thompson on target in a 3-1 triumph.
Kenny Jackett will make a late call on the fitness of Ronan Curtis, who has returned to training after severing his finger.
But the Blues will definitely be without the trio of Dion Donohue (groin), Viv Solomon-Otabor (calf) and Jack Whatmough (knee).
Andy Cannon (thigh) and Bryn Morris (knee) are also injured, although they – along with Lloyd Isgrove – are also cup-tied.
Will Grigg is likely to be available for the Black Cats, despite missing Northern Ireland’s recent games with an ankle problem.
There is also a doubt over Adam Matthews (hamstring), while Duncan Watmore (ankle) and former Pompey loanee Chris Maguire (leg) are sidelined.
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HEAD TO HEAD
Pompey: 33 wins
Sunderland: 37 wins
Pompey: 1 win
Sunderland: 2 wins
- Wembley Stadium has a restricted bag policy. Watch the below video for details.
- A matchday programme is available around the ground for £10 and can also be ordered online here.
- In the event of a draw after 90 minutes, there will be 30 minutes of extra-time. If the tie is still level, there will be a penalty shoot-out.
- Please be aware that clocks go forward one hour at 1am on Sunday, marking the start of British Summer Time.
- Fans should note that, with staff working at Wembley, the Anson Road ticket office will be closed on Monday.
- More information – including full travel details – can be found in the articles on the left.
Pompey have sold their full allocation of tickets for Sunday’s game and no more will be available to purchase.
The game has been selected for live television coverage, so there will be no live video on iFollow for overseas subscribers.
Viewers in the UK can watch the game live on Sky Sports Football, while overseas supporters should check their local listings. Click here for a list of overseas EFL broadcasters.