You've gotten some good input already -
@b.stark's route looks pretty fun.
As far as the most straightforward routes to the north fork, I think it has to be via either Indian Pass from Elkhart or Blaurock Pass from Glacier - Indian Pass being the easier of the two options. Turning it into a loop - especially a 6 day loop - is the challenge, because your alternate exits within a "short" distance all present a higher degree of challenge:
- Bonney Pass - it's not too bad, but you do need some comfort level w/ glacier crossings for Dinwoody.
- Alpine Lakes Basin and/or Bloody Hell/Brown Cliffs are both rough scrambles, plus they might push the 6 day limit - though that varies by person.
- Almost anything else would push the 6 day limit for most people.
Personally, my guess would be that a loop from Elkhart over Indian/Blaurock/Bonney would be doable for you - but I have no way of knowing for sure. One suggestion might be to do Indian and go up Blaurock and have an opportunity there to decide whether to backtrack over Indian or proceed over Bonney, depending on how you feel and what conditions "on the ground" have looked like.
I've never used anything more than microspikes in the Winds, so crampons are
probably overkill, but all my longer trips have been in August/September. For Knifepoint Glacier most of the hiking season you don't really need spikes.
In regards to bears, I think an Ursack is perfect. It's definitely my go-to.
When are you planning on making the trip? Maybe I'll see you out there - I'm planning a loop that includes this area in August. (We're coming in via the Divide from Green River Lakes TH.)