Magellan's mate was surprised (the legend goes) when he found that the expedition's diary was one day off when he got back home. Does that count?
Yes, Magellan's *mate*
Also, theoretically if you are close enough to the North or South pole, you can cross several time zones on foot.
But of course there are several obstacles to experiencing jet lag in this scenario...
@grumpygamer arguably the first transatlantic flight, not jet powered but 16 hours is short enough for jetlag to kick in.
The flight doesn't sound like the jetlag would have been their biggest problem though. https://en.m.wikipedia.org/wiki/Transatlantic_flight_of_Alcock_and_Brown
Also they flew from newf to Ireland, only 3.5h of time zone change if I understand right.