Town have drawn Premier League Southampton away in the third round of the FA Cup.
The teams last met at the same stage of the competition back in Town's 1999/00 promotion season when the Saints won 1-0 at Portman Road with Dean Richards netting the goal.
More recently, they faced one another in the fourth round in 2009/10 when Wayne Thomas and Michail Antonio netted for the Saints - who are currently fourth in the top flight - and Pablo Couñago scored in the final minute for the Blues.
Previously, the Blues were at the Dell for a third round tie in 1990/91 when the home side ran out 3-2 victors.
Blues striker David McGoldrick and keeper Bartosz Bialkowski will be facing their old club, while Tyrone Mings was with their academy as a schoolboy and keeper-coach Malcolm Webster is another former St Mary's employee.
Southampton may prefer the game to be played on Sunday 4th or Monday 5th January as they are facing Arsenal in a home game on the Thursday.
FA Cup Third Round
Arsenal v Hull
Southampton v Ipswich
Stoke v Wrexham
Charlton v Blackburn
Dover Athletic v Crystal Palace
AFC Wimbledon v Liverpool
Manchester City v Sheffield Wednesday
Aldershot/Rochdale v Nottingham Forest
West Bromwich Albion v Gateshead
Blyth Spartans v Birmingham
Aston Villa v Blackpool
Rotherham v Bournemouth
Huddersfield v Reading
Oxford/Tranmere v Swansea
Cardiff v Colchester
Bolton v Wigan
Sunderland v Leeds
Burnley v Tottenham
Millwall v Bradford
Derby v Southport
Brentford v Brighton
Fulham v Wolves
Leicester v Newcastle
Scunthorpe/Worcester v Chesterfield
Everton v West Ham
Cambridge/Mansfield v Bury/Luton
Chelsea v Watford
Barnsley/Chester v Middlesbrough
QPR v Sheffield United
Accrington/Yeovil v Manchester United
Preston v Norwich
Doncaster v Bristol City