Town will face Premier League AFC Bournemouth at home in the fourth round of the FA Cup if they beat Portsmouth in next Tuesday's replay at Fratton Park.
The Blues have been drawn against the Cherries twice in the FA Cup previously. In 1952, a first round tie went to two replays with Town ultimately beating the club then known as Bournemouth and Boscombe Athletic 3-2 at Highbury after games at Portman Road and Dean Court had ended 1-1 and 2-2.
More recently, Town defeated the Dorset side 3-0 at the fourth round stage at Portman Road in February 1992 with Chris Kiwomya, Jason Dozzell, Steve Whitton scoring the goals.
Brett Pitman will be up against his former club if the Blues make it through but on-loan Cherry Ryan Fraser will be ineligible against his old club, while ex-Blues full-back Tyrone Mings is out for the season with a knee injury.
Bournemouth won 2-1 at Birmingham City in the third round on Saturday.
The draw took place live on The One Show earlier this evening where Horry Money, the chairman of the London Branch of the Supporters Club, was Town's representative in the studio along with fans from all the other clubs in the draw.
Fourth round ties will be played between Friday 29th January and Monday 1st February.
FA Cup Fourth Round Draw
West Brom/Bristol City v Peterborough
Eastleigh/Bolton v Leeds
Arsenal v Burnley
Derby v Manchester United
Huddersfield/ Reading v Walsall
Exeter/Liverpool v West Ham
Wycombe/Aston Villa v Manchester City
Shrewsbury v Sheffield Wednesday
Nottingham Forest v Watford
Carlisle/Yeovil v Everton
Crystal Palace v Stoke
Oxford v Newport/Blackburn
Ipswich/Portsmouth v Bournemouth
Colchester v Tottenham/Leicester
Bury/Bradford v Hull
Northampton/MK Dons v Chelsea