Town's FA Cup third round tie at home to League Two Portsmouth will be played on Saturday 9th January with a 3pm kick-off, the club has confirmed.
The teams have met in the competition on two previous occasions, both within the last 10 years on Suffolk soil when the visitors were in the Premier League.
The Blues played Pompey at the third round stage in 2007/08 when the visitors won 1-0 via a David Nugent goal, Liam Trotter having been controversially sent off in the first half.
Pompey also visited Portman Road at the same point in the competition two years prior to that when a Dario Silva goal saw the Hampshire club to another 1-0 victory.
The teams most recently met in the Championship in the 2011/12 campaign when Town won both games 1-0, Keith Andrews netting the goal at home and Michael Chopra at Fratton Park.
Historically, the Blues have won 19 games between the two clubs (18 in the league, one in the League Cup), 11 have been draws (11) and Pompey have won 11 (nine in the league plus the two FA Cup ties).
Blues defender Matt Clarke is currently on loan with Portsmouth but his half-season spell is set to end on January 3rd, prior to the FA Cup third round and even if his time there is extended he wouldn't be able to face his parent club.
The Pompey squad also includes ex-Blues Brian Murphy and Gary Roberts, while former academy striker Caolan Lavery is on loan from Sheffield Wednesday.
Portsmouth beat Macclesfield 2-1 at home in round one and Accrington Stanley 1-0 in the second round, also at Fratton Park.