I vote Tootsie over Frozen. While Frozen was very beautiful (as all Disney shows are) it felt like an exact replica of the movie. Some people may like that aspect, but it totally put me off and I was almost bored watching it since it was so similar. Granted it was very cute and happy so it's not necessarily a bad option.
Tootsie was hilarious and they did such a great job with it. I would recommend that for sure. I honestly didn't love the Prom. It was a nice night out and it made me laugh, but it felt too basic for me. If it was between Tootsie and the Prom, I would vote Tootsie without a doubt.
Be More Chill, depending on your taste, is really fun and wonky. You can get cheap stubhub tickets on Saturdays (I check weekly, and they have been in the $30s-40 range every Saturday for the past 6-8 weeks at least. Sometimes I see them in the $20s as well)
Not sure if you are looking only for new shows, but if you haven't seen Come From Away already, that is FANTASTIC and one of the best. Beautiful story with beautiful visual story-telling aspect. I just saw it recently for the second time since it first came out and it was still just as good as when I first saw it. Could also be good cause it's 90 minute 1 act show, which gives you more time in between your shows to hang around the city if that's what you're looking to do.
Hope you enjoy Hadestown. I just saw it last week and it was wonderful! Very unique, different, captivating, and like almost intense. Some aspects were not my favorite and i don't tend to love Greek Mythology, but overall I was glad I saw it!