Rangers crashed out of the Europa League as former Oxford United striker Nik Prelec's equaliser on the night took Jagiellonia Bialystok into the play-off round on aggregate.
It leaves Derek McInnes still waiting for a win after four games as the Glasgow side's manager and means they will have to beat Czech team Jablonec if they are to extend their European campaign into the Conference League.
The hosts failed to build on Lawrence Shankland's first Rangers goal, which had levelled the aggregate score at 2-2, and Jagiellonia were comfortable victors after Prelec's reply.
Visiting goalkeeper Slawomir Abramowicz beat away efforts from Dujon Sterling and captain Shankland, but it was Jagiellonia who came closest in an end-to-end start.
Jesus Imaz fired a low 20-yard drive off the inside of a post and across the face of goal before the veteran striker also volleyed tamely into the arms of goalkeeper Ivor Pandur.
However, it was Rangers who took the lead when Daisuke Yokota's low cutback into the six-yard box was spotted by VAR striking the arm of former Celtic centre-half Yuki Kobayashi and Scotland striker Shankland stepped up to slot the opener.
Jagiellonia continued to threaten and Imaz again stung the palms of Pandur before Prelec could only fire across the face of goal on the slide.
McInnes replaced midfielder Thelo Aasgaard with Ross McCrorie at half-time as he reverted to a back four and the replacement was found wanting at the back post when Prelec rose to head home a fine Anders Klynge cross.
McInnes was throwing everything off the bench and Findlay Curtis' fine cross gave fellow substitute Bojan Miovski a sight at goal from six yards, but the striker headed wastefully wide of the far post.
Their final chance was gone and McInnes was left facing a nightmare start as Rangers manager, with he and his side greeted with a chorus of boos from those fans who had remained in a half-empty Ibrox by full-time.