Well I don't know about flying under bridges but unless there's a fuel burn issue with a jet that can pressurize then the maximum altitude is 1000ft.
And homon if the guy is already bent to the point of a medevac flight then use your head, the pressure is already too low on the surface let alone at 2000ft.
Was diving in Micronesia along time ago an an Aussie diver got bent pretty bad and they flew him home in a Learjet at 1000 ft.
Thank god for DAN!