The Reds have been drawn away to West Ham United in the third round of the FA Cup for the second time in three years.
In the 2008/2009 season Barnsley were defeated 3-0 at Upton Park thanks to goals from Mark Noble, Herita Ilunga and Carlton Cole.
It will be the Reds first meeting with Avram Grant since they knocked his Chelsea side out of the cup in March 2008 with that famous Kayode Odejayi header which knocked the holders out.
The full draw is as folows:
Burnley v Port Vale
Coventry v Crystal Palace
Bristol City v Sheffield Wednesday
Fulham v Peterborough
Doncaster v Wolves
Brighton or FC United of Manchester v Portsmouth
Huddersfield v Dover Athletic
Crawley Town or Swindon v Derby
West Ham v Barnsley
Reading v West Brom
Arsenal v Leeds
Sheffield Utd v Aston Villa
Leicester v Man City
Bolton v York
Blackburn v QPR
Swansea v Colchester
Wycombe v Hereford or Lincoln
Stevenage v Newcastle
Burton Albion v Middlesbrough
Millwall v Birmingham
Southampton v Blackpool
Watford v Hartlepool or Yeovil
Chelsea v Ipswich
Sunderland v Notts County or Bournemouth
Scunthorpe v Everton
Man Utd v Liverpool
Hull v Wigan
Stoke v Cardiff
Tottenham v Charlton or Luton
Preston v Nottingham Forest
Norwich v Droylsden or Leyton Orient
Torquay v Carlisle