Jose Mourinho and Manchester United will face French outfit St Etienne in the Europa League Round of 32, while Tottenham are set to meet Belgium club Gent.
The Round of 32 draw also means Paul Pogba will come up against his elder brother Florentin, who plays for the Ligue 1 side.
And with St Etienne only eighth in the French top tier, and Gent fifth in Belgium, both Premier League outfits should be confident of progression.
It’s a particularly favourable draw for the Old Trafford club, who have lost once in 15 meetings with French opposition, while Zlatan Ibrahimovic has scored 14 times in 13 games against St Etienne.
Elsewhere, 11/1 third favourites Roma will take on Villarreal in one of the other headline clashes, with Borussia Monchengladbach v Fiorentina another fixture to look out for.
Meanwhile Gladbach’s domestic rivals Schalke face a tricky clash with Greek outfit PAOK.
Sparta Prague and Hapoel Be’er Sheva, who ensured Southampton exited the tournament in the group stages, will play Rostov and Besiktas respectively.
Europa League Draw
Athletic Bilbao v Apoel Nicosia
Legia Warsaw v Ajax
Anderlecht v Zenit St Petersburg
Astra Giurgiu v Genk
Manchester United v St Etienne
Villarreal v Roma
Ludogorets v FC Copenhagen
Celta Vigo v Shakhtar Donetsk
Olympiakos v Osmanlispor
Gent v Tottenham Hotspur
Rostov v Sparta Prague
Krasnodar v Fenerbahce
Borussia Monchengladbach v Fiorentina
AZ Alkmaar v Lyon
Hapoel Be’er Sheva v Besiktas
PAOK v Schalke
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All Odds and Markets are correct as of the date of publishing