Java is generally backwards compatible, so unless you're using fat frameworks that use shady internals or known-deprecated APIs, you should generally be fine immediately upgrading to the latest LTS, possibly even non-LTS versions if you have confidence in your stack.
Mostly just hit the LTSes is what we've been doing and since about 17 it's been a pretty easy process in general.
Protip: If you ditch lombok everything gets a lot easier.