Oh I killed lots of deer with a .22 back when my grandfather had a farm and he got kill permits for them.
He had a old Winchester Model 04 single-shot fitted with a equally old Maxim Suppressor. He and his brother went in together on it sometime just after WW-1, I figure in the 20s. It was a dead-balls accurate little .22.
Back then you just ordered it and and it came to your door. Put a .22 either between the eye/ear or the back of the head of a deer and they pile right up.
Funny thing though, granddad never deer hunted, just small game/turkey.
I never did find out what happened to that old .22. He put it up when we bought him a scoped Remington 580 single shot because he had trouble seeing the irons. I never saw it again, I guess one of his kids took it along with the old cane gun in .32 rimfire he had.