Manchester United will face Italian giants AC Milan in the last 16 of the Europa League, while Arsenal have been drawn to play Olympiakos.
United will host the first leg against Milan, which will see their former striker Zlatan Ibrahimovic return to Old Trafford.
Arsenal will travel to Greece in the first leg of their tie with Olympiakos, who knocked them out of the Europa League in the round of 32 last season.
The Greek champions play their home matches at the Karaiskakis Stadium, the venue for Arsenal’s dramatic victory over Benfica in the last 32 of the competition on Thursday.
The Gunners’ north London rivals Tottenham will face Dinamo Zagreb, who progressed to the last 32 after beating Russian side Krasnodar.
Spurs won the UEFA Cup – the previous incarnation of the Europa League – in 1972 and 1984, while their manager Jose Mourinho lifted the trophy with Porto in 2003 and Manchester United in 2017.
All four British teams left in the competition were kept apart after Rangers were drawn to play Slavia Prague, who shocked Leicester in the previous round.
Europa League last-16 draw
Ajax vs Young Boys
Dynamo Kiev vs Villarreal
Roma vs Shakhtar Donetsk
Olympiakos vs Arsenal
Dinamo Zagreb vs Tottenham
Manchester United vs AC Milan
Slavia Prague vs Rangers
Granada vs Molde