Having played seven matches already in Champions League qualifying, Crvena Zvezda are 90 minutes away from making it through to the group stages for the first time in their history.
Winners of the European Cup in 1991, the Serbian outfit have never qualified for the tournament in its current format, although after a 0-0 draw in the first leg of this play-off they head to Austria with a chance of making history.
Salzburg have only ever competed in Europe's premier club competition once back in the 1994-95 season, meaning that whichever team makes it through on Wednesday night will have recorded a memorable achievement.
The hosts are firm favourites to claim a win inside 90 minutes with Red Bull Salzburg priced at 4/9 (1.44) by dabblebet. Crvena Zvezda can be backed at 13/2 (7.50) with the draw offered at 3/1 (4.00).
Salzburg midfielder Zlatko Junuzovic picked up a hamstring problem in the first leg and remains a doubt for the game at the Red Bull Arena.
Salzburg are on a 12 match unbeaten run at home in Europe and last season showed their continental pedigree by reaching the Europa League semi finals.
During that run, Borussia Dortmund, Marseille, Lazio and Real Sociedad were all dispatched by the Austrian champions and they should be able to extend that run without defeat at the Red Bull Arena against an inexperienced Crvena Zvezda team.
Indeed, Salzburg have not lost a home match in any competition for nearly two years and that kind of run breeds confidence, which should stand them in good stead in their quest to reach the Champions League.
Tips and predictions
A home win and over 1.5 goals in the game is priced at 4/5 (1.80) and that looks like being an angle worth considering in order to get some attractive odds on a victory for the Austrians.
Meanwhile, a win for Salzburg and over 2.5 goals is priced at 6/4 (2.50) which looks healthy for bolder punters.