The accident happened around 9:30 p.m. Wednesday in the northbound lanes of I-95 in Newport, Delaware.
Police say the van left the side of the road, struck the sign and then dragged it 100 feet before stopping.
The driver was trapped inside the van and needed to be extricated from the vehicle by rescue workers. He suffered multiple injuries and is currently in critical condition at Christiana Hospital.
There is no word on what may have led the driver to lose control.