Carling Cup holders Chelsea start the defence of their title with a tricky third round trip to Championship outfit Hull City.
The Blues beat Arsenal 2-1 in a dramatic final last season at the Millennium Stadium, with the showpiece returning to Wembley this term.
The Gunners begin their campaign with a glamour tie at home to Newcastle United, while Coventry City will travel to Old Trafford to take on Manchester United.
Blackburn Rovers v Birmingham City
Reading v Liverpool
Manchester United v Coventry City
Tottenham v Middlesbrough
Hull v Chelsea
Blackpool v Southend United
West Ham v Plymouth Argyle
Arsenal v Newcastle United
Luton Town v Charlton Athletic
Manchester City v Norwich City
Sheffield United v Morecambe
Sheffield Wednesday v Everton
Fulham v Bolton Wanderers
Burnley v Portsmouth
Aston Villa v Nottm Forest or Leicester City
West Bromwich Albion v Cardiff City
Ties to be played week commencing September 24.