Ahead of the weekend's trip to the Riverside Stadium, we look to test your knowledge about history between ourselves and our opponents.
The two sides have met 50 times in all competitions, with the first meeting coming back in 1924 and the most recent fixture being played back in September last year.
Head-to-head, the Sky Blues have 17 wins to Middlesbrough's 18 and the other 15 fixtures being played out to a draw.
So, we want to test your knowledge between the two sides and you have five minutes to answer ten questions, can you get all ten?