After a 1-1 draw in the first game, Tony Mowbray's side will host their in-form Premier League rivals for the right to play Arsenal in the FA Cup fifth round.
With the home fans behind them and the visitors low on confidence, a win for the Championship side might even have been odds-on.
Of course, things have changed. Middlesbrough come into this one just as their season appears to be faltering under Tony Mowbray. A run of six league games without a win leaves Boro clinging on to a play-off place.
Middlesbrough can be backed at 51/20 (3.55) with 188Bet to return to winning ways on Wednesday evening. Standing in their way of a glamorous fifth-round home tie against Arsenal will be Martin O’Neill and his rejuvenated Sunderland side. Another draw between the two trades at 23/10 (3.30)
The turnaround of Sunderland's fortunes under O’Neill has been nothing short of sensational and they can now be viewed as the Premier League’s form team.
Sunderland have won their last three Premier League games as well as being the only team to have won five of their last six.
As such, it might come as a slight surprise that the Sunderland win can still be backed at odds-against of 30/29 (2.03) with 188Bet. Even away from home – and after struggling to put the Championship side away in front of their own fans – that looks to be the Bet of the Day.
For a value bet, there may be some joy to be had in the half-time/full-time market. Sunderland have been finishing strongly under O’Neill and only Manchester United have scored more goals in the final 15 minutes of games. Middlesbrough should make things tough early on before Sunderland make their class tell.
Three of the Black Cats’ last eight games have followed the draw/win pattern in the half-time/full-time betting. You can back this match to go the same way at 4/1 (5.0) with 188Bet which looks to be a very tempting price.
Bet of the Day – Sunderland win at 30/29 (2.03) with 188Bet
Value Bet – draw/Sunderland at half-time/full-time at 4/1 (5.0) with 188Bet
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Adam Bate is a professional freelance journalist who specialises in football and betting. He is editor of GhostGoal which can be found here - you can also follow Adam on Twitter