In a repeat of the Champions League final from the previous season, Liverpool was paired with league champion Real Madrid in the round of 16.
In the final last year in Paris, 14-time champion Real Madrid defeated Liverpool 1-0 on the strength of a goal from Vinicius Junior in the 59th minute.
Tottenham plays Italian powerhouse AC Milan, while Premier League champion Manchester City takes on German team RB Leipzig.
Borussia Dortmund, a German opponent, faces Chelsea as well.
Bayern Munich was drawn against Paris St. Germain, the French champions.
The first legs of the last-16 will be held on February 14–15 and 21–22, and the second legs will be held on March 7-8 and 14–15.
Full last-16 draw:
RB Leipzig v Manchester City
Club Bruges v Benfica
Liverpool v Real Madrid
AC Milan v Tottenham
Frankfurt v Napoli
Borussia Dortmund v Chelsea
Inter Milan v Porto
Paris St-Germain v Bayern Munich