Have you found a decent price? We are looking for the same dates but also considering options besides TTR
Try right after Thanksgiving. That has worked for us. I believe it is usually a slow time at most resorts and airlines so we've found good prices then. If it helps, we are headed down Oct 26 to Nov 2nd and are paying around $240 / night as non-members. That does not include flights though since we always book those on our own, usually from GRR, but sometimes from Lansing, Flint, or Detroit. It just depends on the flight times and prices.
In the past we have found some good rates out of South Bend also. But have found it's hard to find non stop flights to Cancun anywhere but Detroit or Chicago.
We’re from Michigan, heading there march 23-29. We’re actually flying out of Toronto. We’ve done it a few times and like it. $289/person for nonstop flight—-less than half price of anything from Detroit or Chicago.
Michigan here also, between Lansing and Grand Rapids. We mostly go to Desire now (May) but are doing a split trip in October with HnH.