I paired my own rough timetable with the data heavenly_squirrel shared - and - upgraded to ChatGPT Plus - but - it was still less reliable than my own brain. It can string together flights and ignore destinations already visited, but it does not optimize routing well (eliminate backtracking), select best connections/layovers/stopovers, or "think forward" (eliminates a good connection early vs. saving it for a destination with less options). It can pair together a "sprint" of 8-10 destinations with minimal effort if anyone wants to use it to chisel away at 25/25. Backtracking through hubs becomes necessary after that (especially in my case as I am targeting dates after summer and some flights end).

With that said, I almost have 25/25 sketched out and will be back to share once complete.