Around 2,000 Queen of the South fans will be at Ibrox this evening to cheer on the Doonhamers in front of a crowd of 30,000 Gers fans.
Most football pundits aren't giving much hope for a shock-upset in this David versus Goliath clash.
But since most of the old guard left the Glasgow club when they were demoted after going into administration, Rangers have struggled to put away smaller teams.
Both Berwick Rangers and Annan Athletic have held the fallen giants to hard fought draws at their home grounds but ominously, Rangers have scored a hatful of goals at fortress Ibrox this season.
History doesn't seem to favour Queens either. The last time they played Rangers at Ibrox 29 years ago, they lost 4 - 0. A game that saw a certain Ali Mcoist score his first goal for the club that holds him as a legend.
Mcoist is finding life tougher as Rangers' manager and would consider anything less than a convincing win a set back, which would undoubtable put pressure on his tenure.
Even the cup competiton itself shows just how far Rangers have fallen. The Ramsdens Challenge Cup is only played by clubs from the two lowest leagues in Scottish football.
Queens were defeated finalists two seasons ago in the same cup and for the Doonhamers, it's a boost to get through to the quarter final to face Rangers.
The club is on a high after a fantastic start to the season which saw them dump Hibs out of the Scottish League Cup and has them sitting pretty at the top of the Scottish Second Division.
Little wonder that Queens manager Allan Johnston scooped Second Division manager of the month for August.
Under the careful chairmanship of Billy Hewitson, the club's on a solid financial basis for the first time in years.
A big pay day from this evening will go a long way to cementing the economic foundations of their season. A win tonight would write this Dumfries side into the history books.