Russell Thacker of Reed, KY and Kappy Langley of Henderson were flown to Evansville after the one-car rollover accident.
The crash happened around 1:00 Monday morning on U.S. 60 and Kentucky 811.
Deputies say the van ran off the road, went airborne and slammed into a tree in a ravine on the east side of the Spottsville bridge.
It took more than an hour to cut the driver, Thacker, from the vehicle.
He was underneath the dashboard.
His passenger was also cut from vehicle. She is in critical condition, but the driver's condition is not being released.
Investigators say they're still looking into why they ran off the road.
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