Portsmouth will face Blue Square Premier champions Stevenage in the first round of the Carling Cup.
Pompey, still in administration following their relegation from the Premier League and managerless after Avram Grant departed for West Ham, must travel to Broadhall Way to face opponents who could hardly have hoped for a better tie to open their first League Cup campaign.
The other two relegated Premier League teams - Hull and Burnley - have been given byes and will enter at the second-round stage.
Also in today's draw, Coca-Cola League Two newcomers Oxford were handed a home tie against Bristol Rovers, while Southampton will host local rivals Bournemouth.
Beaten play-off finalists Cardiff will welcome Burton to the Cardiff City Stadium, and, in what could be the first competitive match at their new B2net Stadium, Chesterfield host Middlesbrough.
The ties will be played on the week commencing August 9.
Carling Cup first-round draw:
Hartlepool v Sheffield United
Leicester v Macclesfield
Walsall v Tranmere
Carlisle v Huddersfield
Stockport v Preston
Barnsley v Rochdale
Morecambe v Coventry
Doncaster v Accrington
Chesterfield v Middlesbrough
Peterborough v Rotherham
Bradford v Nottingham Forest
Leeds v Lincoln
Sheffield Wednesday v Bury
Scunthorpe v Oldham
Crewe v Derby
Exeter v Ipswich
Southend v Bristol City
Southampton v Bournemouth
Brentford v Cheltenham
QPR v Port Vale
Torquay v Reading
Norwich v Gillingham
Stevenage v Portsmouth
Shrewsbury v Charlton
Cardiff v Burton
Northampton v Brighton
Swansea v Barnet
Plymouth v Notts County
Wycombe v Millwall
Oxford v Bristol Rovers
Milton Keynes Dons v Dagenham
Hereford v Colchester
Yeovil v Crystal Palace
Aldershot v Watford
Swindon v Leyton Orient
