Roma and Feyenoord will face off in the Europa League knockout play-off round for a rematch of the Italian giants' victory in the Conference League final two years ago.
Monday's draw pitted teams who finished third in the Champions League group stage against the runners-up of the Europa League groups.
Jose Mourinho's side failed to top their group and have been handed a tricky trip to the Netherlands in the next round, which will likely see away fans banned at both legs due to the poor relations between Feyenoord supporters and Italian teams.
AC Milan take on Ligue 1 side Rennes in another pick of the draw, while RC Lens and Freiburg will do battle.
The first legs are scheduled for Thursday, February 15, 2024 with the second legs seven days later.
West Ham and Liverpool will join the group winners in facing off with the victors from these ties in the last-16, with that draw penned in for February 24.
Europa League draw in full
Feyenoord vs Roma
AC Milan vs Rennes
RC Lens vs Freiburg
Young Boys vs Sporting CP
Benfica vs Toulouse
Braga vs Qarabag
Galatasaray vs Sparta Prague
Shakhtar Donetsk vs Marseille
