Town have drawn Championship Rotherham United at home in the third round of the FA Cup.
The Blues, whose tie was the final one out of the hat in this evening's draw which was held at Anfield, last appeared in the third round draw in 2018/19, the season in which they were relegated from the Championship.
Third round ties will take place over the weekend of Saturday 7th January.
Town and the Millers, who are currently 16th in the Championship, have never previously met in a cup competition, but the Blues have had a poor record against the South Yorkshire side in recent years having won only one of the last nine games between the clubs, losing seven.
Last season, Rotherham won 1-0 at the New York Stadium - as they have the last four times they have hosted the Blues - in the most recent meeting between the sides in April as the Millers won promotion from League One by finishing second, having run out 2-0 victors at Portman Road earlier in the campaign.
The tie will see Blues striker Freddie Ladapo face the club he left in the summer prior to joining Town having spent three years in South Yorkshire.
Town, who won 3-0 away at Bracknell in round one and defeated Buxton 4-0 at home in the second on Sunday, last made it beyond round three back in 2009/10 and most recently progressed more than two rounds in 2006/07.
The Blues' home League One match against Morecambe, which was previously scheduled for Saturday 7th January, will move as a result of Town making it through to the third round.
FA Cup Third Round
1 Preston North End v Huddersfield Town
2 Middlesbrough v Brighton & Hove Albion
3 Chesterfield v West Bromwich Albion
4 Manchester City v Chelsea
5 Charlton Athletic or Stockport County v Walsall
6 Boreham Wood v Accrington Stanley
7 Tottenham Hotspur v Portsmouth
8 Derby County v Barnsley
9 Cardiff City v Leeds United
10 Brentford v West Ham United
11 AFC Bournemouth v Burnley
12 Coventry City v Wrexham
13 Norwich City v Blackburn Rovers
14 Aston Villa v Stevenage
15 Luton Town v Wigan Athletic
16 Oxford United v Arsenal
17 Fleetwood Town v Queens Park Rangers
18 Liverpool v Wolverhampton Wanderers
19 Grimsby Town v Burton Albion
20 Blackpool v Nottingham Forest
21 Dagenham & Redbridge or Gillingham v Leicester City
22 Forest Green Rovers v Birmingham City
23 Bristol City v Swansea City
24 Hartlepool United v Stoke City
25 Hull City v Fulham
26 Crystal Palace v Southampton
27 Millwall v Sheffield United
28 Shrewsbury Town v Sunderland
29 Sheffield Wednesday v Newcastle United
30 Manchester United v Everton
31 Reading v Watford
32 Ipswich Town v Rotherham United