Sheffield Wednesday have amazingly been drawn away to Premier League champions Manchester City for the second time in a cup compeition this season.
The Owls, thrashed 7-0 at the City of Manchester Stadium in the Carling Cup earlier this season after holding them 0-0 at half-time, must now repeat the journey in the FA Cup third round next month.
Sheffield United must also travel to face Premier League opposition, having been paired with Queens Park Rangers.
Chesterfield’s position in the third round was thrown into doubt before the draw after the FA charged them with fielding an ineligible player, Georg Margreitter in Saturday’s 1-0 second round win at MK Dons on Saturday. But if they do keep their place they must travel to play Scunthorpe United or Worcester.
There were home draws for Rotherham United and Doncaster Rovers, against Bournemouth and Bristol City respectively.
Barnsley will host Middlesbrough if they beat Chester City in their replay next week.
Full draw: Arsenal v Hull City; Southampton v Ipswich; Stoke v Wrexham; Charlton v Blackburn; Dover v Crystal Palace; AFC Wimbledon v Liverpool; Manchester City v Sheffield Wednesday; Aldershot/Rochdale v Nottingham Forest; West Brom 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.
Ties to be played across the weekend beginning January 3.