A last minute goal from former Blue Jon Stead saw Town go down to Bristol City, losing 2-1 at Ashton Gate.
Blues took the lead midway through the first-half thanks to Daryl Murphy’s cool finish, but strikes in the first and last minute of the second-half from Steven Davies and Stead ensured the Robins came from behind to take all three points.
Mick McCarthy made one change to the Town side, with Daryl Murphy replacing Aaron Mclean up front.
The game became a scrappy affair from the first whistle, with the first chance of the game not arriving until the 22nd minute.
Paul Anderson skipped away from Luke Chambers down the left-hand side before pulling the ball back for Sam Baldock, who saw his effort deflect wide of Scott Loach’s goal.
From the resulting corner Robins skipper Cole Skuse volleyed just wide of the target after being picked out at the back post.
Blues responded well to the hosts’ first attack though, with David McGoldrick taking the ball down well on his chest before dragging a shot just wide of Tom Heaton’s goal.
But Town did break the deadlock just after the half-hour mark, as McGoldrick flicked on Guirane N’Daw’s pass into the path of Murphy who coolly slotted past Heaton from inside the six yard box.
The lead should have been doubled after 38 minutes, as Murphy crossed for Lee Martin but the Town winger somehow side-footed wide from four yards out.
The Robins did go close to levelling the score on two separate occasions in first-half injury time, with first Loach pushing out an Anderson drive before Liam Kelly snatched a shot wide of the target.
However Town made the worst possible start to the second-half after conceding two minutes after the restart. Anderson fed Davies who planted the ball into the roof off the net, leaving Loach with no chance.
Blues should have retaken the lead three minutes later though, as Bradley Orr found Murphy at the back-post but the Celtic loanee headed over the bar.
The second-half saw chances restricted to a premium although Town thought they had grabbed a late winner with six minutes remaining.
Aaron Cresswell shot from range which Heaton parried away from goal, before somehow getting back up to claw out Martin’s diving header.
McGoldrick, who had tormented the Bristol City all afternoon, then fired into the side-netting seconds later.
As the game was drawing to its conclusion, more good work from McGoldrick saw him spin away from a couple of defenders before playing in Edwards, but the skipper saw his effort kept out by Heaton.
However Town were left to rue those missed chances as City hit Blues on the counter-attack to snatch a winner.
Davies nodded the ball into the path of Stead and the former Blue stroked the ball past Loach and into the back of the net in injury time.
There was still time a for a late Town effort, but Edwards dragged his shot wide and Town left Ashton Gate with nothing to show for their efforts despite creating a number of goalscoring chances.