Liverpool will face Real Madrid in a Champions League knock-out rematch of last season’s final. The 2022/2023 draws for the round of 16 knockout stage was announced on Monday.
The clash of the two Euro giants, with 20 triumphs in the competition between them, was one of two thrilling highlights of the last 16 draw in Nyon.
In the other, Bayern Munich take on PSG’s all-stars in a repeat of the 2020 Final, won by the German side.
But the other three Prem sides avoided their worst outcomes and have genuine chances of reaching the quarter-finals.
Manchester City, desperate to land the trophy for the first time, were in the first tie drawn, against RB Leipzig.
The Germans recovered from a 4-0 home thrashing by Shakhtar Donetsk in their opener to go eliminate Celtic and go through with Real.
Spurs will travel to the San Siro to play AC Milan, a game which will raise positive memories for Spurs fans of both recent and older vintage.
Bill Nicholson’s Tottenham knocked Milan out of the Uefa Cup quarter-finals en route to winning the trophy in 1972, thanks to a double by Steve Perryman.
And in their first Champions League campaign in 2010-11, a Peter Crouch goal in Italy was the only strike of the last 16 tie Spurs edged through.
Like City, Chelsea also drew German opposition with a trip to take on the Yellow Wall and Jude Bellingham’s Dortmund.
See the draws below:
RB Leipzig v Manchester City
Club Bruges v Benfica
Liverpool v Real Madrid
AC Milan v Tottenham
Eintracht Frankfurt v Napoli
Borussia Dortmund v Chelsea
Inter Milan v Porto
PSG v Bayern Munich