Bissouma injury is potential season ender, too.
I think other 4th place contenders would prefer Tottenham to beat Milan to progress to at least another round. Conte team usually does better when they only have one competition to concentrate on. Newcastle's recent form means Tottenham is back in it. Not certain, but despite the midfield crisis, they have enough quality, and experience in other positions to get over the line.
I really do not rate Spurs defence, Lenglet and Sanchez I do not think are good enough, Dier is an ok squad option but should not be starting. This holds out in the stats, Spurs have shipped 35 goals this season, for a 3 man defence, in a Conte team that sets up defensively, that is criminal. Royal has improved but I still do not think he is a top four RWB, Perisic, you will get one good game a week out of him at his age. Lloris is past it, and Forster is not the answer, given he is almost as old as Lloris.
Where Spurs shine is with their attacking options, only City and Arsenal have scored more than Spurs this season. You would expect that with the main attacking options being Son, Kane, Kulusevski and Richarlison.
Bentancour has been arguably Spurs second best player, and he is gone for the remainder of the season. Hojbjerg cannot be expected to play every game in three competitions and with Bissouma also out for an extended period they will need to rely on Skip and Sarr.