Is there an easier way to compare iOS to Android apps than manually checking each app?

Solution 1:

Borrow an old iPhone and run the Apple migration tool by following the setup directions on iOS 9 or you could use the Relo tool to attempt a dry-run on the Android side.

That way, you can actually use the new OS for a bit and if it's unlocked, you could swap SIM cards between the two devices. If you don't mind the cash outlay, you could also buy a new phone outright and educate yourself on the return policy if you're mostly sure the change will be for good.