Rangers’ winless start to the season continued as they slumped to a 3-2 aggregate defeat against Jagiellonia Bialystok in a dismal Europa League third qualifying round second leg at Ibrox.
Derek McInnes’ disastrous start to life in charge now reads two draws and two defeats in four games after a 1-1 draw which will feel like a huge defeat.
Captain Lawrence Shankland struck a first-half penalty to level the tie, his first for the club, after last week’s defeat in Poland.
Former Celtic centre-half Yuki Kobayashi handled a cross and Scotland striker Shankland stepped up to slot the opener.
McInnes’s side had more chances as Thelo Aasgaard fired just wide, while Ryan Naderi also went close before the interval.
But midway through the second half former Oxford striker Nik Prelec prodded in for the visitors to book their passage to the play-off round.
Prelec only scored once for Oxford in 24 appearances but was in the right place to head home and seal a tie against FC Iberia 1999 of Georgia.
Rangers were booed off and now slip into the Conference League play-off round and the chance to continue their European journey.
Bojan Miovski had the chance to level the tie in added time but the former Aberdeen man could only head wide.
FK Jablonec of the Czech Republic await next week in a Conference League tie nobody in Glasgow will relish.