Manchester United will face AC Milan in the last-16 of the Europa League, while Arsenal have been drawn against 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.
- Ajax v Young Boys
- Dinamo Kyiv v Villarreal
- AS Roma v Shakhtar Donetsk
- Olympiacos v Arsenal
- Dinamo Zagreb v Tottenham Hotspur
- Manchester United v AC Milan
- Slavia Prague v Rangers
- Granada v Molde
- Ties to be played on 11 and 18 March