Chelsea will face a trip to Dynamo Kiev of Ukraine in the last 16 of the Europa League, whereas Arsenal take on French club Rennes.
Friday’s draw in Nyon was not protected by any seeding, but teams from Russia and the Ukraine were kept apart. Dynamo Kiev were first out against Chelsea.
The first legs of the last 16 ties are set for 7 March, when both Premier League teams will be at home.
The returns will take place on 14 March as the London clubs look to stay on course for the final in Baku.
Arsenal progressed from the round of 32 with a 3-1 aggregate win over BATE Borisov, overturning a first-leg loss in Belarus after victory at the Emirates Stadium on Thursday night.
Chelsea, meanwhile, defeated Malmo, winning the second leg 3-0 at Stamford Bridge to add to a 2-1 away victory in Sweden.
Elsewhere, Eintracht Frankfurt of Germany were paired with Serie A side Inter Milan, and Dinamo Zagreb will play Portuguese outfit Benfica.
Napoli tackle Austrian side Salzburg, while Valencia, who knocked out Celtic, have been paired against Russian club Krasnodar.
Former winners Sevilla face Slavia Prague, and Zenit St Petersburg play Villarreal.
🔸OFFICIAL: ROUND OF 16 DRAW!🔸
😃 or 😩 ❓ #UELdraw pic.twitter.com/3OCua9VOkC
— UEFA Europa League (@EuropaLeague) February 22, 2019