Should Fenerbahce reach the quarter-finals, Mourinho could face the first of three former clubs on the way to winning the trophy. Roma play Athletic Bilbao in the adjacent tie and would meet the Turkish side should both teams get through. If Mourinho's men come through that one, a tie with Manchester United - who he managed between 2016-18 - could await. United play Real Sociedad in the last-16 and would have FCSB or Lyon next. Should Fenerbahce go all the way, a final against Tottenham could be their prize. That would mean Mourinho would face his third consecutive former side.