Manchester United have been handed a tie against Real Sociedad in the Europa League round of 32, while Arsenal have landed Benfica, and Tottenham will face Wolfsberger.
United will travel to the Anoeta to face current La Liga leaders Real Sociedad after dropping into Europe's second-tier competition following their Champions League exit.
The Red Devils made it through to the semi-finals last season only to be beaten by eventual winners Sevilla, and are among the favourites to win the trophy again come May, but Sociedad will likely provide a stern test of their credentials.
Arsenal have also been handed a tough draw against Portuguese giants Benfica, who are currently sitting second in the Primeira Liga. The Gunners will be protecting a 100 per cent record when they take on Jorge Jesus's side, having won all six of their matches in Group B.
Meanwhile, two-time Europa League winner Jose Mourinho's bid to deliver long-awaited silverware at Tottenham will continue at Wolfsberger, who have been one of the surprise packages of the tournament so far.
Elsewhere, Leicester, the final Premier League club in the draw, will tackle Czech Republic outfit Slavia Prague and Steven Gerrard's Scottish Premier League leaders Rangers will come up against Belgian side Royal Antwerp.
Serie A pacesetters AC Milan will look to continue their strong start to the season against Red Star Belgrade, while Ligue 1 high-flyers Lille are scheduled to take on Ajax, with six more teams joining the Dutch giants and United in crashing out of the Champions League.
Napoli have been pitted against Granada, Dynamo Kiev and Club Brugge have been drawn against each other, Shakhtar Donetsk are set to play Maccabi Tel Aviv, Krasnodar will face Dinamo Zagreb, Olympiacos will tackle PSV and Red Bull Salzburg have landed Villarreal.
The three ties completing the final draw for the first knockout stage include Molde's clash with Hoffenheim, Braga's battle with Roma, and Young Boys' encounter with Bayer Leverkusen.
Europa League Round of 32 draw in full:
Wolfsberger vs Tottenham
Dynamo Kiev vs Club Brugge
Real Sociedad vs Manchester United
Benfica vs Arsenal
Red Star Belgrade vs AC Milan
Royal Antwerp vs Rangers
Slavia Prague vs Leicester City
Salzburg vs Villarreal
Braga vs Roma
Krasnodar vs Dinamo Zagreb
Young Boys vs Leverkusen
Molde vs Hoffenheim
Granada vs Napoli
Shakhtar Donetsk vs Maccabi Tel Aviv
Lille vs Ajax
Olympiacos vs PSV
The first legs of the round of 32 ties will be played on February 18, 2021, while the second legs are scheduled to take place seven days later.