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Easiest: Jasmine's gym. You just walk in.
Most difficult: Tate & Liza, for whatever reason. I always had problems with it.
Speaking of which, isn't it possible to trap yourself in that 5th gen ice guys gym? I had to reset once when I was in there because I couldn't get back out...Hardest puzzle? Uh...Im probably forgetting some, but Crasher Wakes Gym, Sabrinas Gym, Draydens/Iris's Gym, and the 5th Gen Ice guys Gym come to mind.
And not counting the early gyms, Chucks Gym is very easy.