Liverpool have been handed the toughest test of all the English sides in the last 16 after being drawn with Real Madrid in a repeat of the 2022 and 2018 finals.
Jurgen Klopp's side, who will be cursing finishing second in their group, will be looking to avenge their defeat to Real in the final in Paris in May.
Tottenham were also given a tricky tie as they will play AC Milan, while Chelsea take on Dortmund and Manchester City face Leipzig in the draw, held on Monday morning.
Real are synonymous with the Champions League thanks to their storied history in the competition, including the 2021-2022 main event in Paris, Los Blancos have reached 17 finals and have won 13 of those.