Ipswich Town will travel to League One Crawley Town in the first round of the Capital One Cup, during the week beginning August 11.
The Blues have never played the Red Devils in a competitive match, although the two teams did meet in a friendly at the Broadfield Stadium last summer, Ipswich winning 2-1.
Former Blues midfielder Andy Drury is part of the current squad at Crawley, while they are managed by ex-Aston Villa boss John Gregory.
Ipswich’s recent form in the competition is poor. They were knocked out by Stevenage at Broadhall Way, 2-0, last season at the first round stage and by Northampton in round one, at Portman Road, in August 2011.
In 2012, Ipswich progressed one stage further but after defeating Bristol Rovers, they lost to Carlisle at the second round stage.
Their last notable run came in the 2010/11 season when they reached the semi-final of the competition, losing to Arsenal 3-1 on aggregate.
FIRST ROUND DRAW
Oldham Athletic v Middlesbrough
Shrewsbury Town v Blackpool
Sheffield Wednesday v Notts County
Tranmere v Nottingham Forest
Leeds v Accrington
Bolton v Bury
Rochdale v Preston
Rotherham v Fleetwood
Carlisle v Derby
Port Vale v Hartlepool
Morecambe v Bradford
Barnsley v Crewe
Chesterfield v Huddersfield
Blackburn v Scunthorpe
Burton Albion v Wigan Athletic
York v Doncaster
Sheffield United v Mansfield
Reading v Newport
Bristol City v Oxford
Brighton v Cheltenham
Coventry v Cardiff
Luton v Swindon
Dagenham & Redbridge v Brentford
Charlton v Colchester
Crawley v Ipswich
Wolves v Northampton
Yeovil v Gillingham
MK Dons v AFC Wimbledon
Exeter v Bournemouth
Stevenage v Watford
Plymouth v Leyton Orient
Birmingham v Cambridge
Portsmouth v Peterborough
Millwall v Wycombe
Southend v Walsall
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