Chelsea have been drawn against Napoli while Arsenal is set to face reigning Serie A champions AC Milan.
Chelsea progressed as winners of Group E but will not be relishing a clash with tournament debutants Napoli, who qualified for the knockout stages by pipping Manchester City to second spot in Group A.
Meanwhile, Arsenal's dubious reward for topping Group F is a tie against Milan, who came off second best to Barcelona in Group H.
Defending champions Barcelona have been paired with Bayer Leverkusen. Barca's great rivals Real Madrid, meanwhile, must make the arduous trip to Russia to face CSKA Moscow.
Elsewhere, Italy's other representative, Inter, must tackle Marseille, while the side the Nerazzurri defeated in the 2010 final, Bayern Munich, take on Basel, who sensationally knocked out Manchester United.
Another surprise package, APOEL Nicosia, have been paired with French side Lyon, while the remaining tie will see Zenit St Petersburg go head to head with Benfica.
The first legs will take place on February 14/15 and 21/22 with the return matches scheduled for March 6/7 and 13/14.
Champions League last 16:
Lyon v APOEL Nicosia
Napoli v Chelsea
AC Milan v Arsenal
Basel v Bayern Munich
Bayer Leverkusen v Barcelona
CSKA Moscow v Real Madrid
Zenit St Petersburg v Benfica
Marseille v Inter
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