Tottenham welcome AC Milan and know they may need a deep run in Europe to produce a positive season.
With the future of Antonio Conte, who will return to the touchline on Wednesday night, uncertain well beyond the end of the season, Spurs’ pursuit of a long-awaited trophy will hinge on a Champions League success that seems unlikely.
AC Milan arrive in London top of the table after winning their home game thanks to an early goal from Brahim Diaz and are also looking to recover from their disappointment in the league at the weekend.
Manager Stefano Pioli is struggling with some doubts up front but is confident of securing a place in the last eight.
Here’s everything you need to know ahead of the second leg.
When does Tottenham play AC Milan?
The second leg of the Round of 16 between Tottenham and AC Milan is scheduled to kick off at 20:00 GMT on Wednesday 8 March at the Tottenham Hotspur Stadium in London.
How can I view it?
Viewers in the UK can watch the game live on BT Sport 1, with broadcasts on the channel starting at 19:00 GMT. Subscribers can stream the action via the BT Sport app or website.
Coach Antonio Conte’s return to the touchline could give Spurs a boost and the Italian has a decision to make at right back: Emerson Royal was on improved form but Pedro Porro put in an encouraging display against Wolves. Pierre-Emile Hojbjerg was expected to return to midfield after missing the first leg through suspension, a timely reinforcement given the injuries to Rodrigo Bentancur and Yves Bissouma, but Eric Dier will be absent after picking up another yellow card in the first leg in Milan had received.
Stefano Pioli will be keeping a close eye on the fitness of Milan first-leg winner Brahim Diaz, who is struggling with a knee strain. The Spaniard is hoping for availability and could be back in the starting XI alongside Rafael Leao, who missed the Fiorentina defeat through suspension. A late concern is the health of Olivier Giroud – the striker has flu-like symptoms, according to reports from Italy, and was absent from training on Monday.
Tottenham XI: Ranger; Romero, Lenglet, Davies; Royal, Skip, Hojbjerg, Perisic; Kulusevski, son; Kane
AC Milan XI: Maignan; Kalulu, Kjaer, Tomori; Saelemaekers, Krunic, Tonali, Hernandez; De Ketelaere, Giroud, Leao
Tottenham wins 19/20
AC Milan wins 3/1
There is no away goals rule, meaning a Tottenham win by a single goal will result in extra time and possibly a penalty shoot-out. Tottenham 2-1 AC Milan aet (2-2 agg, Spurs go on penalties)