Rangers fans travelled in their hundreds to see their club back in Europe for the first time in six years, but things did not go to plan in Luxembourg on Thursday night.
Pedro Caixinha's men are now out of the Europa League as they lost 2-0 to Progrès Niederkorn (2-1 on aggregate), who finished 4th in the Luxembourg national league last season, 21 points behind the champions who were the sensationally named F91 Dudelange.
The Rangers fans who made the trip will be particularly upset with the manner of the goals conceded, as they were both very avoidable having been caused by some poor defending at set-pieces.
The deadlock was broken just after the hour mark, with Emmanuel Françoise finishing well from close range:
And the lead was doubled roughly 10 minutes later as Sebastien Thill scored directly from a free-kick that was placed directly into the 'corridor of uncertainty':
A disappointing night for the Glasgow club.
A Europa League group stage spot was always going to be a tough ask, but to lose at the first hurdle is a bit of a nightmare.