Milan and Roma are through to the Europa League Round of 16 and the draw will be made on Friday, including Manchester United, Tottenham and Ajax.
There is no seeding or country protection in the draw, which means it is possible the two Italians could be paired with each other.
The draw will be held on Friday February 26 in Nyon at 12.00 GMT.
The first leg is scheduled for Thursday March 11, with the deciders on March 18.
Europa League Round of 16 teams: Milan (ITA), Ajax (NED), Arsenal (ENG), Dinamo Zagreb (CRO), Dynamo Kyiv (UKR), Granada (ESP), Manchester United (ENG), Molde (NOR), Olympiacos (GRE), Rangers (SCO), Roma (ITA), Shakhtar Donetsk (UKR), Slavia Prague (CZE), Tottenham (ENG), Villarreal (ESP), Young Boys (SUI)