Town have drawn League One Southampton away in the fourth round of the FA Cup.
The sides last met in the FA Cup at the third round stage in 1999/00 at Portman Road when the then-Premiership Saints won 1-0, Dean Richards scoring the game's only goal.
Southampton also won both the other two FA Cup meetings between the teams, a 7-1 thrashing at the Dell in 1960/61 and a 3-2 victory in 1990/91, also in Hampshire and at the third round stage.
Last season, in Southampton's relegation season, the sides drew 2-2 at St Mary's and the Saints won 3-0 at Portman Road.
The game will see Saints Kelvin Davis and Dan Harding face their old club, while keeper Bartosz Bialkowski was on loan at Portman Road last season without playing a game.
Current Blue Richard Wright spent time on loan at St Mary's while a West Ham player but won't face his old club has he's out with a knee injury until March. Loan striker Stern John was with the Saints between his spells with Roy Keane's Sunderland and Crystal Palace.
In 2005 Keane fell out with Southampton fans while warming up when a Manchester United sub after responding to taunts by mocking their relegation.
Fourth round matches will be played on the weekend of Saturday 23rd January.
FA Cup Fourth Round
Southampton v Ipswich
Reading/Liverpool v Burnley
Millwall/Derby v Brentford/Doncaster
Bristol City/Cardiff v Leicester
Stoke v Arsenal
Notts County/Forest Green v Wigan
Scunthorpe v Man City
West Brom v Plymouth/Newcastle
Everton v Nottm Forest/Birmingham
Accrington/Gillingham v Fulham
Bolton v Sheff Utd/QPR
Portsmouth/Coventry v Sunderland
Preston v Chelsea
Aston Villa v Brighton
Tranmere/Wolves v Crystal Palace
Tottenham v Leeds