Liverpool will have the chance to avenge last season’s Champions League final defeat at the hands of Real Madrid after they were drawn on Monday to face the holders again in the last 16.
Meanwhile, Paris Saint-Germain were drawn to play Bayern Munich in a repeat of the 2020 final which was won by the German club.
The first legs of all last-16 ties will be played in February with the return matches in March.
Manchester City will face RB Leipzig, and Tottenham Hotspur have been paired with AC Milan.
Ties will be played over two legs, with seeded teams at home in the second legs.
The first legs are scheduled for 14/15/21/22 February, with the second legs on 7/8/14/15 March.
RB Leipzig vs Man City
Club Brugge vs Benfica
Liverpool vs Real Madrid
AC Milan vs Tottenham Hotspur
Frankfurt vs Napoli
Borussia Dortmund vs Chelsea
Inter Milan vs FC Porto
PSG vs Bayern Munich