United have been drawn against CSKA Moscow, Besiktas and Wolfsburg in the 2009/10 Champions League group stages.
It'll be the first time the Reds have played any of the three sides who each qualified automatically via their respective leagues.
Sir Alex's men face two long trips to Turkey and Moscow for the Group B clashes with Besiktas (15 September) and CSKA Moscow (21 October), while a trip to Germany is also on the cards for the encounter with Wolfsburg (8 December).
See how the draw unfolded here
Group A - Bayern Munich, Juventus, Bordeaux, Maccabi Haifa
Group B - United, CSKA Moscow, Besiktas, Wolfsburg
Group C - AC Milan, Real Madrid, Marseille, FC Zurich
Group D - Chelsea, FC Porto, Atletico Madrid, APOEL Nicosia
Group E - Liverpool, Lyon, Fiorentina, Debreceni
Group F - Barcelona, Inter Milan, Dinamo Kiev, Rubin Kazan
Group G - Sevilla, Rangers, Stuttgart, Unirea Urziceni
Group H - Arsenal, AZ Alkmaar, Olympiakos, Standard Liege