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You might have a corrupted installation.
You might be experiencing a bug.
To rule out corrupted installation, verify the integrity of your installation. It takes a minute or two but it's easy to do. Go to your game library, right click on KCD, go to the last item on the drop-down menu ('Properties'), go to the local files tab, and poke around in there. Verify integrity is one of your options.
I haven't played the game a lot of times, but I've never had trouble finding Nightingale in either regular or hardcore.
If you haven't frittered away a lot of time after getting the quest (NPC's in KCD are very sensitive about being made to wait), you should find him loitering about inside the churchyard near the main door of the church. [This should be at the west side in front of the narthex, but I've never actually checked to see if the lower church is aligned the same as most other medieval churches].
He's one of the nicest characters in the game. He patrols the entire town, but has also been known to take a break at one of the taverns.
He was never there at first or after the first wait, but always after the second.
I learned this from denhonators speedrunning videos.