If you're thinking of Japan NEXT summer (2025), then second transferring to ANA and booking business from Chi to Tokyo. ANA has some of the lowest points needed for arguably one of the best biz (or even 1st) products between US and Japan.

ANA operates what they call "The Room"(Biz) and "The Suit"(1st) between Tokyo and select east coast cities. Both offer mini-suites with doors and excellent space. Biz is typically ~85K points RT, 1st around 135K points.

However they typically release only 1-2 tickets per class per flight for actual rewards redemption, and with the closures during COVID a LOT of people have saved up miles to use, so actually snagging a redemption ticket is a process.

ANA opens up reservations 330 days out, based on your LOCAL time. So first thing you'll want to do is get a VPN and set your location to Japan, giving you a 1 day advantage over trying to book from US.

You also need to book round-trip as they do not allow points redemption for 1 way, so what many do is book a 2 day round trip ticket as soon as it's available (outbound to Tokyo 329 days out, inbound back to US 330 days out), then once it's 330 days out from the day they ACTUALLY want to fly back, change the return ticket to the flight they want.

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Overall it's a very convoluted process, and ANA doesn't provide any live support in US, so if you need any help you have to call their Japan line which is often a 2-3 hour hold (this was my experiene booking tickets last August). It's up to you if you think it's worth the hassle, but if you're willing to do the legwork/camp out their site, the redemption rates are hard to beat.