Chelsea and Manchester City were both handed tough Champions League quarter-final ties but will meet in the last four if they advance.
Graham Potter’s team face holders and record 14-time winners Real Madrid, managed by former Chelsea boss Carlo Ancelotti, with the first leg taking place in Spain.
City manager Pep Guardiola will also be returning to an old side after the reigning Premier League champions were drawn against Bayern Munich in Friday’s quarter-final draw – where on-loan City defender Joao Cancelo could face his parent club.
The Etihad Stadium will host the first tie, with unbeaten City aiming to win their first-ever European Cup and on the back of Erling Haaland’s five goals in their 7-0 thrashing of RB Leipzig.
If they are to do so, they may also have to also overcome Chelsea in the semi-final stage in what would be a repeat of the 2021 final in which Kai Havertz scored the only goal of the game for the London club.
The rest of the draw sees a Serie A derby between champions AC Milan and league-leaders Napoli, while Benfica face Inter Milan, with the other finalists coming from those four teams.
Manchester United were drawn against Sevilla in the Europa League quarter-finals, with a potential semi-final against Juventus or Sporting CP on the horizon.
Our verdict on the Champions League quarter and semi-finals
Luke Edwards assesses the draw, and predicts who will win each Champions League quarter and semi-final tie and progress to the final in Istanbul on June 10
Real Madrid vs Chelsea
A repeat of last year’s quarter-final and not many tougher tests for any manager than trying to knock the 14-time European Cup winners and reigning champions out over two legs. Chelsea have picked up under Graham Potter and could this be the moment he really delivers something special at Stamford Bridge? You suspect not, with Carlo Ancelotti’s side edging through given they are virtually out of the La Liga title race and this will be their priority. Fascinating match-up, though.
Winners: Real Madrid
Inter Milan vs Benfica
You suspect both of these clubs will fancy their chances of making the semi-finals which makes this a really intriguing tie. Italy have got three teams in the quarter-finals and Inter are dangerous, but Benfica have been playing well and should be able to nick a victory in the second leg at home.
Winners: Benfica
Manchester City vs Bayern Munich
This is probably a battle between the two most impressive sides in Europe. Bayern are finding things a little tougher domestically this season, although they are top of the table again, but City will relish going up against a team that will try to go toe-to-toe. Pep Guardiola, though, will be worried about his former club – where he also failed to win the Champions League – knocking them out. A great tie awaits and Erling Haaland has had a lot of success against Bayern previously.
Winners: Manchester City
AC Milan vs Napoli
Napoli are the most exciting team to watch at the moment and have been superb in Europe and at home. They are 20 points clear of AC Milan, who are fourth in Serie A, and Luciano Spalletti’s side should have enough here. This could be the greatest season in the club’s history.
Winners: Napoli
Semi-finals
Real Madrid vs Manchester City
An all-English semi-final against Chelsea – and a repeat of the 2021 final – is not beyond the realms of possibility but this repeat of last year’s semi-final should see Guardiola’s side gain revenge for that defeat. They were the better side over the two legs a year ago before a late implosion in the second leg.
Winners: Manchester City
Napoli vs Benfica
Again, an all-Italian semi-final is possible, but if Benfica get past Inter, you would have to fancy Napoli to continue their magnificent form and progress to the final. Benfica are arguably punching above their weight in Europe this season, Napoli are not. They really are this good.
Winners: Napoli
Our verdict on the Europa League quarter and semi-finals
Sam Dean assesses the Europa League draws ahead of the Budapest final on May 31
Manchester United vs Sevilla
Sevilla are the masters of the Europa League but they have struggled for much of this season. United should have enough to overcome them.
Prediction: United win
Juventus vs Sporting Lisbon
Ruben Amorim’s Sporting side beat Arsenal and showed an exciting blend of technical and physical football. Juventus are off the pace in Italy and could struggle.
Prediction: Sporting win
Bayer Leverkusen vs Union Saint-Gilloise
Tony Bloom-owned USG defeated German opposition in Union Berlin in the previous round. Based on league form, Leverkusen should be an easier opponent.
Prediction: USG win
Feyenoord vs AS Roma
A rematch of last season’s Europa Conference League final, which was won by Roma. Jose Mourinho’s side are erratic but dangerous.
Prediction: Roma win
Semi-final
Sporting vs Manchester United
Sporting will have defied all expectations by defeating Arsenal and Juventus, but this could be a step too far for them. United’s firepower might prove to be overwhelming over two legs.
Prediction: United win
Roma v USG
Mourinho may not be the managerial force he once was, but he knows how to win European trophies. The thought of reuniting with United in the final will spur him on.
Prediction: Roma win
