The Owls Under-21s were beaten 1-0 in dramatic circumstances by Bristol City at Hillsborough on Monday afternoon.
The score was level going into the final minute of stoppage time but a last-ditch header from Joe Low sent the Robins back down south with all three points.
City named senior players Timm Klose, Max O’Leary and Kane Wilson in their starting XI and the experienced line-up eventually paid dividends for the visitors against the younger Owls side.
It was hardly a spectacle in S6, the two teams cancelled each other out for much of the contest, but Wednesday were first to test the waters.
Luke Cook skillfully beat his marker on the left flank and cut inside to force O’Leary into a low fingertip save.
City hit back and Sam Bell jinked his way into the box but Wednesday’s trialist goalkeeper got a firm hand to the powerful strike to parry out for a corner.
Then, Omar Taylor-Clarke blasted goalwards from 25 yards but the midfielder was thwarted by the Owls shot-stopper.
The referee brought an uneventful first half to a close and both sides would be hoping for better in the second.
But it would take another 17 minutes before the game kicked into life when Wednesday almost caught the Robins out at the back.
Substitute Bailey Cadamarteri pounced on Low's underhit pass but O’Leary managed to block the striker’s attempt.
Marley Rose was played through one on one for City with only a superb block by the Owls goalkeeper keeping the scores level.
Fuad Sesay blazed a shot over the bar from distance for Wednesday before Rose’s acrobatic effort had the same outcome for the Robins.
The visitors’ best chance before the breakthrough fell to Wilson who picked the ball up from 12 yards after Seb Palmer-Houlden’s initial effort was blocked, but the defender fired wide of Wednesday’s far post.
As the clock ticked down, the draw seemed inevitable, but City had different ideas in added time.
A free kick from deep found Low and the defender headed back across goal to find the bottom corner and break Wednesday hearts.
Wednesday: Trialist, Fusire, Galvin (Sesay 62), Maltby, Adetoro, Agbontohoma, Shipston, Trialist, Cook (Cadamarteri 62), Davidson, Trueman