Spurs face foes Fiorentina again, while Man Utd have Midtjylland match-up and Liverpool encounter Augsburg in Europa League last 32.
Mauricio Pochettino’s talented Tottenham team were felled by impressive Italian outfit Fiorentina in the Europa League round of 32 last season, and have been paired with the Viola at the same stage this term.
Spurs facing the Florence club is one of a number of intriguing ties drawn, as the knockout phase of this competition welcomes third-placed sides from the Champions League.
One of those falling from Europe’s top table are Manchester United, who have what looks a straightforward tie on paper against Danish side Midtjylland. The Red Devils should beware, however, as this opposition knocked Southampton out in the play-offs.
Liverpool’s German manager Jurgen Klopp will return to his homeland sooner than expected, as the Anfield outfit will play Bundesliga boys Augsburg. The Merseyside men join Man Utd and Klopp’s old team Borussia Dortmund as market leaders in the outright betting.
Several bookies, including Sky Bet make BVB firm 7/1 favourites to win the Europa League this term, though Northwest rivals United (best price of 11/1 with 888Sport) and Liverpool (top odds 12/1 chances with BetVictor) are reckoned to be close behind.
Dortmund will have a stern test of their status as favourites when they play Porto home and away, who were Champions League quarter-finalists and won their first leg against Bayern Munich last term.
Napoli and Sevilla are ahead of Tottenham in the betting, yet face very different last 32 assignments in the Europa League. The Neapolitan team will vie with Villarreal to advance, but Maurizio Sarri’s should have more than enough to sink the Yellow Submarine.
Unai Emery’s men, meanwhile, are the holders and on for a third successive Europa League crown – priced at 12/1 with Ladbrokes. Sevilla face Molde, who conquered Celtic home and away in the group stage and are once again under the stewardship of Ole Gunnar Solskjaer.
Other standout last 32 ties include Galatasaray v Lazio and Marseille v Athletic Bilbao, with the list in full of all matches taking place across dates on February 16, 18, 24 and 25.
2015/16 Europa League last 32 fixtures
Selected ties live on BT Sport on the below dates
First leg matches
Tuesday, February 16
Fenerbahce v Lokomotiv Moscow; Sukru Saracoglu Stadium, Istanbul, 17:00
Thursday, February 18
Fiorentina v Tottenham; Stadio Artemio Franchi, Florence, 18:00
Midtjylland v Manchester United; MCH Arena, Herning, 18:00
Borussia Dortmund v Porto; Wesfalenstadion, Dortmund, 18:00
Villarreal v Napoli; El Madrigal, Villarreal, 18:00
Anderlecht v Olympiakos; Constant Vanden Stock Stadium, Brussels, 18:00
Sevilla v Molde; Estadio Ramon Sanchez Pizjuan, Seville, 18:00
Saint-Etienne v Basel; Stade Geoffroy-Guichard, Saint-Etienne, 18:00
Augsburg v Liverpool; WWK Arena, Augsburg, 20:05
Sporting Lisbon v Bayer Leverkusen; Estadio Jose Alvalade, Lisbon, 20:05
Marseille v Athletic Bilbao; Stade Velodrome, Marseille, 20:05
Galatasaray v Lazio; Turk Telekom Arena, Istanbul, 20:05
Shakhtar Donetsk v Schalke; Arena Lviv, Lviv, 20:05
Valencia v Rapid Vienna; Mestalla, Valencia, 20:05
Sion v Braga; Stade de Tourbillon, Sion, 20:05
Sparta Prague v Krasnodar; Generali Arena, Prague, 20:05
Second leg matches
Wednesday, February 24
Barga v Sion; Estadio Municipal, Braga, 17:00
Thursday, February 25
Lokomotiv Moscow v Fenerbahce; Lokomotiv Stadium, Moscow, 17:00
Liverpool v Augsburg; Anfield, Liverpool, 18:00
Bayer Leverkusen v Sporting Lisbon; BayArena, Leverkusen, 18:00
Athletic Bilbao v Marseille; San Mames, Bilbao, 18:00
Lazio v Galatasaray; Stadio Olimpico, Rome, 18:00
Schalke v Shakhtar Donetsk; Veltins-Arena, Gelsenkirchen, 18:00
Rapid Vienna v Valencia; Ersnt-Happel-Stadion, Vienna, 18:00
Krasnodar v Sparta Prague; Kuban Stadium, Krasnodar, 18:00
Tottenham v Fiorentina; White Hart Lane, London, 20:05
Manchester United v Midtjylland; Old Trafford, Manchester, 20:05
Porto v Borussia Dortmund; Estadio do Dragao, Oporto, 20:05
Napoli v Villarreal; Stadio San Paolo, Naples, 20:05
Olympiakos v Anderlecht; Karaiskakis Stadium, Piraeus, Athens, 20:05
Molde v Sevilla; Aker Stadion, Molde, 20:05
Basel v Saint-Etienne; St Jakob-Park, Basel, 20:05
Europa League last 16, quarter-finals and semi-finals draw dates and schedule
Last 16 draw: Friday, February 26
Last 16 first leg fixtures: Thursday, March 10
Last 16 second leg fixtures: Thursday, March 17
Quarter-finals draw: Friday, March 18
Quarter-finals first leg fixtures: Thursday, April 7
Quarter-finals second leg fixtures: Thursday, April 14
Semi-finals draw: Friday, April 15
Semi-finals first leg fixtures: Thursday, April 28
Semi-finals second leg fixtures: Thursday, May 5
Europa League final: Wednesday, May 18