Boro were given a bye in the first two rounds because of their UEFA Cup committments. Coventry also received a bye in the first round and beat Sheffield Wednesday 1-0 in the second round tonight.
The full draw is as follows:
Portsmouth v Leeds
Chelsea v West Ham
Middlesbrough v Coventry
Doncaster v Notts Forest
Newcastle v Norwich
Millwall v Liverpool
Burnley v Aston Villa
Southampton v Colchester
Sheff United v Watford
Everton v Leicester/Preston
Charlton v Crystal Palace
Bolton v Tottenham
Bournemouth v Cardiff
Man City v Arsenal
Birmingham v Fulham
Crewe v Man Utd
Matches will be played week commencing 25th October.