One thing to track is the Hamilton secondary market, as a good chunk of Hamilton tickets for every show are on StubHub. Obviously, they will all be ridiculously overpriced this far out... but there is a good chance that on the day, some price fluidity may enter the picture and they will start coming down.
Also, for Hamilton, start tracking a few key things in advance, since they are sold on Ticketmaster which usually sets certain things very specifically on a daily basis:
- When are handicapped seats converted to regular seats if they haven't sold?
- When are house seats released?
- And when do unsold premium seats, if they exist, convert to regular price (that is usually either 90 or 65 minutes to showtime, although online sales go off 60 minutes to showtime, so if it is 65, you have to complete your transaction within those 5 minutes)
You didn't mention a budget issue, so Fun Home premiums may still exist this far out for your dates. If you can lock that in, I'd say do it. Otherwise, Taye Diggs in Hedwig may be something paying attention to next week, and as he progresses in the role...