With the two clubs meeting tomorrow afternoon in the Premier League, we take a look at some of the finest players to have graced both teams.
Middlesbrough recorded their fourth consecutive win against Bolton, putting them back in the race for promotion to the Premier League.
Here are five of the worst Brazilians to grace the Premier League - featuring former Manchester United, Manchester City, Everton, Middlesbrough, Arsenal and Leeds players.
Middlesbrough and Chelsea confirmed yesterday that central midfielder Josh McEachran would be heading to the Riverside for a year long loan.
Chelsea, Manchester City, Wigan Athletic, Southampton and Middlesborough are the talk of the papers today.
Bolton Wanderers, Birmingham City, Portsmouth, and Middlesborough are clubs to drop like a stone from Europe's secondary competition to the Football League in recent years. Not to mention Leeds United's fall from grace...
Blackburn Rovers, Middlesborough and Swindon Town are all linked with the former Leeds United and Liverpool attacker.
Newcastle United are top dogs in the North East, but Sunderland are ambitious and not afraid to spend. Who will come out on top next season?
The Middlesborough record signing was linked with both Manchester City and Tottenham Hotspur. Both clubs will be thanking their stars they had a lucky escape, the Teeside club, not so.
We've scanned Twitter to give you a cross section of views from Sunderland fans reacting to last night's FA Cup replay win against Middlesborough.