The sides have both taken one point from their last two games and need to get back to winning ways in midweek if they are to achieve their targets for the season.
Middlesbrough's promotion prospects have taken a slight dent over the past week or so as they followed up a 3-1 defeat to Bristol City with a 1-1 draw against Cardiff City.
The gap on sixth-placed Bournemouth is now five points, though it would have been even greater had Paddy McNair not fired in eight minutes from time against the Bluebirds.
That goal cancelled out Sean Morrison's opener at the Riverside and ensured that Boro claimed a 1-1 draw against their fellow promotion contenders.
Neil Warnock, an expert at getting teams out of the division, will be happy enough with his side's current standing heading into the final two months of the regular season.
If the goal for Boro is to earn promotion to the Premier League, Coventry's is simply to stay in the second tier for another year.
The Sky Blues have lost 1-0 to Swansea City and drawn 1-1 with Blackburn Rovers in their last two matches, leaving them six points above the relegation zone.
That may seem like a healthy enough gap, but 22nd-placed Rotherham United have two games in hand to play on Coventry, and the teams are set to face off in two weeks' time.
Mark Robins will not want the gap to close before that match, making this week's back-to-back home games with Middlesbrough and Derby County all the more important.
Coventry have taken 24 points from 16 home matches this term, placing them 12th in the home league table - the exact position Boro find themselves in in terms of away results only.
The reverse meeting earlier this campaign finished 2-0 to Boro, but Coventry were 3-1 winners when they last hosted the Smoggies in January 2012.
Coventry City Championship form: DLLWLD
Middlesbrough Championship form: LLWWLD
Coventry had to hold on with 10 men in the closing stages against Blackburn after centre-back Leo Ostigard was sent off, meaning that he will miss this game through suspension.
As for the visitors, Yannick Bolasie is carrying a knock and is not expected to play any part on Tuesday night.
Coventry City possible starting lineup:
Wilson; Hyam, McFadzean, Rose; Dabo, James, O'Hare, Hamer, McCallum; Walker, Biamou
Middlesbrough possible starting lineup:
Bettinelli; Dijksteel, Hall, Fry, Bola; Saville, McNair, Tavernier; Watmore, Assombalonga, Johnson
We say: Coventry City 1-2 Middlesbrough
Boro cannot afford to let the gap on the top six grow this week and will therefore be targeting all three points at St Andrew's, where Coventry have lost just two of their last 12.
This will by no means be a straightforward test for Warnock's men, but we can see them doing enough to come away from the Midlands with the victory that they crave.