I would love to see Kane in a Caps jersey and while I think the Caps could make a trade work in regards to the return to CHI, it hurts the entirety of the team if they do and there is no cap space for it.
When you add a player of his skill, he needs skilled players around him to work with him. Yes Kane can make anyway better, but to maximize him he needs talent to get him the puck and get open for a pass. If you put Panik or Hagelin on his other wing it doesn't help. Vrana helps like Panarin did so you cannot include him in the trade.
Kane is a RW who makes $10M a year so that means Oshie or Wilson have to go. Blackhawks probably don't want Oshie's contract at his age, they would 100% wat Wilson. So you move on from Wilson to get Kane, hugeee upgrade, but not enough for the Blackhawks and the cap doesn't work.
So then you have to move Panik, Hagelin, and Jensen plus picks just to make room for Kane at 2RW.
Then who plays the third line LW and RW and you have maybe $2M to fill it