Going to the city for my annual, have nothing planned other than Fun Home, but for Mother's Day, this coming Sunday, we are open and I've narrowed my choices to these 7, help if you can.
1) Gentleman's Guide - only down side is stepdaughter has seen it already.
2) AAIP - I love Gershwin, may bore my wife, would I get tickets if I get in line early AM?
3) Chicago - Stepdaughter inexplicably has never seen it and is a huge theater fan. Wife and I have seen a couple of times.
4) Finding Neverland - Wife likes big Peter Pan fan.
5) Fun Home - Wouldn't mind seeing twice. Standing room?
6) On the 20th Century - Was it any good?
7) The Kind and I - I'd wait on line 5 hours for returned seats.
Since OTTC is the only one you all haven't seen, I strongly suggest you do. It is extremely unlikely it will be revived again (unless another perfect Lily Garland is found) and Kristin Chenoweth is phenomenal in that role. It's also a great show for the family and really fun. The view from the Mezz is great (stadium seating) and I've heard the boxes & orchestra are good too, with very little blockage anywhere.
Rush tickets should be available if you go early enough. The show is mostly sold out otherwise, or very expensive.
The King and I is also a great option, but it's an open run (OTTC has a limited run) so there's a chance you might catch it in a future trip.
Finding Neverland is not my cup of tea (low energy score, passable sets & lighting) aside from some great stagecraft, there isn't good acting involved.
Agreed re: On the 20th Century. It's a fun show that should please the whole group and will be a great opportunity to see Kristin Chenoweth. While King and I would be great, with 20th Century you should know you'll be able to get tickets rather than waiting in line for the hopes of cancellations.
I'm lucky for actresses I see winning the Tony's. Last year saw 2 shows Beautiful and Hedwig, 2 for 2. I also saw Patina, and Sutton, missed Audra. If I see OTTC Cheno may be a lock, call your bookie or England.
Regarding AAIP, you shouldn't have to get there early in the morning. I don't know how it's been post-Tony Noms, but I picked up a general rush ticket at 5:30pm the weekend before nominations. I can't imagine the rush has boomed so much since noms that you'd have to get there in the early morning. Also, it's better if you're not close to the front of the rush line, because I believe I heard that they sell the back of the balcony first, and front of the balcony last.
Definitely On The 20th Century, but I would not rely on rush, especially on the weekend. They don't hold seats back for rush, and the section they use for rush is sold out there will be no rush to begin with.
BUT subscribers frequently return tickets, and in the 48 or so hours leading up to the show, seats almost always become available again and the orchestra boxes are often only put on sale last minute as well. So just stalk the website the few days before, ready to pounce once there are seats. There are no "bad" seats in that theatre, so you can't go wrong, no matter where the seats end up being.
I think the other posters have lots of good points/suggestions. I would think On the 20th Century would be my first choice to add, closely followed by "The King & I" (while it will tour, it will not likely have this cast when it does). No matter how much your wife likes Peter Pan, I sadly wouldn't recommend "Finding Neverland" - "Peter Pan" itself is a far better musical and has a far better score. Aside from a couple fleeting moments of spectacular stagecraft, I thought "Finding Neverland" was one of the least enjoyable shows I'd ever seen. The score was truly dreadful - not a single good song! Only Kelsey Grammer was able to extract an interesting performance out of that awful material.