I’ll “chip” in.
I have lots of hours in Chipmunks (admittedly many years ago), a few hours on a wheeled Super Cub, but many hours on Citabrias/Scouts, which are essentially the same, from a handling point of view.
As has been mentioned, the forward view is more restricted in a Chipmunk, but the big difference is the castoring tailwheel, combined with the braking setup. However, as has been mentioned, it’s not difficult. In my UAS, ab-initio students were sent solo in about ten hours. You just need a good instructor.
A word of warning though. Once you’ve flown a Chipmunk, you may be hooked!