Boro have been handed a home tie against League One’s Preston North End in the second round of the Capital One Cup.
After comfortably seeing off Oldham Athletic on Tuesday Aitor Karanka’s men will again face opponents from the division below, this time at the Riverside.
The Lilywhites, led by Simon Grayson, finished fifth in League One last year and are among the favourites for promotion to the Championship this season.
Boro last faced Preston in the third round of the Capital One Cup in September 2012, when goals Richard Smallwood, Emmanuel Ledesma and Merouane Zemmama earned Boro a place in the next round after a 3-1 win at Deepdale.
The tie will be played during the week commending August 25.
Boro’s North-east rivals Sunderland will travel to Lee Clark’s Birmingham City while Newcastle face a long trip to Gillingham.
Manchester United were drawn at MK Dons while Leeds face a mouthwatering local derby with Bradford City.
Full draw:
Burton Albion v Queens Park Rangers
Port Vale v Cardiff City
Middlesbrough v Preston North End
Stoke City v Portsmouth
Huddersfield Town v Nottingham Forest
Swansea City v Rotherham United
Watford v Doncaster Rovers
Millwall v Southampton
Bournemouth v Northampton Town
Brentford v Fulham
West Bromwich Albion v Oxford United
Scunthorpe United v Reading
Derby County v Charlton Athletic
West Ham United v Sheffield United
Swindon Town v Brighton and Hove Albion
Leicester City v Shrewsbury Town
Crewe Alexandra v Bolton Wanderers
Birmingham City v Sunderland
Gillingham v Newcastle United
Norwich City v Crawley Town
Bradford City v Leeds United
Aston Villa v Leyton Orient
Burnley v Sheffield Wednesday
Walsall v Crystal Palace
Milton Keynes Dons v Manchester United
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