Thank you. Here is what I found. Please let me know what makes most sense considering the value of Amex and Chase points (which I still can't figure out?)
1. $1,000 through Kayak
2. 94,000 Amex points to LifeMiles + $48
3. 100,000 Chase points to United + $26
4. Booking directly through Chase
5. Booking directly through Amex
Thank you!
Valuation is in the eye of the beholder. In terms of portal redemption (booking the ticket with Chase or Amex directly), Amex is 1:1, while Chase Preferred is 1:1.25. So:
4) assuming price is the same as Kayak ($1k) it'll cost you 80k Chase UR points
5) assuming price is the same as Kayak ($1k) it'll cost you 100k Amex MR points
You can log into your Chase/Amex accounts and go to book travel to see exactly what they have available and how many points it'll cost you.
I would go for the 80k Chase booked via the portal, unless you have specific reason for getting rid of Amex points in which case 94k at Lifemiles is your next best-bet.