Chelsea will face Dynamo Kiev in the last 16 of the Europa League while Arsenal will play Rennes.
The two London teams will play at home first which is slated to take place on March 7.
The Blues brushed aside Malmo 5-1 on aggregate while the Ukrainians recorded a slim 3-2 advantage over Olympiacos to qualify for the last 16.
Arsenal beat BATE 3-1 on aggregate to reach the last 16 and their reward is a tie with Rennes, who eliminated Real Betis in the previous round.
The French side sit 11th in Ligue 1 and their squad includes former Newcastle and Hull winger Hatem Ben Arfa.
Five-time winners Sevilla face Slavia Prague and Zenit St Petersburg play Villarreal.
Elsewhere, Inter are handed Eintracht Frankfurt in the Europa League last-16 draw, while Napoli will face Red Bull Salzburg.
Valencia, who knocked out Celtic, have been pitted against Russian club Krasnodar while Dinamo Zagreb will play Portuguese outfit Benfica.
🔸OFFICIAL: ROUND OF 16 DRAW!🔸
— UEFA Europa League (@EuropaLeague) February 22, 2019We need to discuss the many misconceptions about Jose Mourinho's alleged wisdom as of late, his recent years have been filled with mediocrity. It boggles...
Europa League round of 16 draw
Chelsea v Dynamo Kiev
Eintracht Frankfurt v Inter Milan
Dinamo Zagreb v Benfica
Napoli v Salzburg
Valencia v Krasnodar
Sevilla v Slavia Prague
Arsenal v Rennes
Zenit St Petersburg v Villarreal
First legs will be played on March 7, second legs on March 14