Milan have made a really nice level of progress recently. This started making me doubt Tottenham's making a comeback and eliminating them truthfully.
Because Milan don't seem weak at defending anymore. Especially their performance against Atalanta in the Serie A was mesmerizing. They didn't let their opponent have any proper chance to score. They need to keep the same motivation against Tottenham in the rematch. Tottenham have also made improvement in their recent matches actually. They are also effective in the attacking line as much as Milan these days. I will be expecting an attacking football from both sides in the second leg. Kane can play a key role for the victory in the name of his team here but let's see.
After seeing the game between Tottenham and Sheffield United, I doubt Tottenham will be able to win the second leg fixture against Milan. The Italian club have stepped up their game and are now playing better although Tottenham have so shown improvement in recent games too, I think it is a 50:50 chance for both sides to win or draw.
Indeed, if we look at Spurs' performance in the domestic league and in other competitions it is clearly different. In that match they actually lost against Sheffield, even though Spurs also used their main squad in that match and against Milan I think they will suffer the same fate as in the first leg. As you said a draw is still open in the second leg, but this time I think Milan will really beat Spurs away from home.