Europa League favourites Liverpool will face Sparta Prague in the last-16 stage as West Ham take on Freiburg and Brighton face Roma.
The Premier League leaders will travel to the Czech capital for the first leg on March 7, before a return at Anfield a week later in a competition Liverpool have won three times in the past.
Brighton's maiden European campaign takes them to the Italian capital after they topped a Group B containing Marseille, Ajax and AEK Athens. It is arguably the most intriguing tie of the round.
Europa Conference League holders West Ham face German team Freiburg, while Rangers are up against two-time European champions Benfica from Portugal.
The Europa League final will be played in Dublin on May 22.
Europa League last-16 draw in full
Qarabag vs Bayer Leverkusen
AC Milan vs Slavia Prague
Sporting vs Atalanta
Freiburg vs West Ham
Benfica vs Rangers
Roma vs Brighton
Marseille vs Villarreal
Sparta Prague vs Liverpool
