AC Milan 0-1 Tottenham (February 2011)
Peter Crouch was able to give Harry Redknapp’s side a valuable goal in the first leg of their last 16 tie with AC Milan – Spurs went on to draw 0-0 in London to confirm their place in the quarterfinals.
However, the match is probably best remembered for what happened during it; Mathieu Flamini almost taking Vedran Corluka’s leg off with a wild tackle, and after it; Eddie Jordan and Gennaro Gattuso squaring up culminating in the Italian putting his hands around Jordan’s throat.