The crash was reported about 1:15am on Ky. 855 North.
Crittenden County Sheriff's Department and Crittenden County Rescue Squad were dispatched the scene. The rescue squad had to extricate the victim from the vehicle.
Just outside the community of Frances, the vehicle had gone off the roadway and hit a tree.
He was flown from the scene by Air Evac to a regional hospital with serious injuries.