Manchester United will play Real Betis in the Europa League last 16 after eliminating Barcelona, while Arsenal play Sporting Lisbon.
The Europa League last-16 ties will take place on 9 and 16 March.
United came from behind to beat Barcelona 2-1 on Thursday to seal a 4-3 aggregate win in their play-off tie.
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Arsenal will play the second leg of their tie at home, while Manchester United host Betis at Old Trafford first.
The tie against Real Betis will see Erik ten Hag’s side face Spanish opposition for the third time this season, after facing Real Sociedad in the group stages of the tournament.
Premier League leaders Arsenal avoided the knockout round play-offs by topping Group A with five wins from their six games.
Sporting Lisbon, their opponents in the round of 16, recorded a draw and a win against Arsenal’s north London rivals Tottenham in the Champions League earlier this season.
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Elsewhere, six-time winners Sevilla meet Fenerbahce, while Jose Mourinho’s Roma will play Real Sociedad – who topped Manchester United’s group.
EUROPA LEAGUE LAST 16 DRAW
- Union Berlin v Union Saint-Gilloise
- Sevilla v Fenerbahce
- Juventus v Freiburg
- Bayer Leverkusen v Ferencvaros
- Sporting Lisbon v Arsenal
- Manchester United v Real Betis
- Roma v Real Sociedad
- Shakhtar Donetsk v Feyenoord
West Ham, who also skipped the play-off round after topping their group, will face AEK Larnaca in the Europa Conference League.
The ties for both the Europa League and the Conference League will take place on March 9 and 16.
EUROPA CONFERENCE LEAGUE LAST 16 DRAW
- AEK Larnaca v West Ham
- Fiorentina v Sivasspor
- Lazio v AZ Alkmaar
- Lech Poznan v Djurgarden
- Basel v Slovan Bratislava
- Sheriff Tiraspol v Nice
- Anderlecht v Villarreal
- Gent v Istanbul Basaksehir
