This market resolves YES if Donald Trump ever spends 1 full night locked in a jail cell.
Note this is about Trump ever spending even one night in JAIL anytime in the rest of his life.
For definitions, I'm going with Merriam-Webster here:
PRISON: “a place of confinement especially for lawbreakers”
JAIL: “a place of confinement for persons held in lawful custody”
A "full night" is defined as the time period between 10:00 PM and 6:00 AM, in whatever local jursidiction he's in.
For non-American readers confused by the dictionary definitions, our jails are for holding accused persons before trial, and our prisons are for serving long sentences after conviction. Usually a facility is defined as one or the other, but not always. (For example, this state jail+prison near Dallas.)