The Jetta went off the right side of the road and hit a ditch, according to the Ohio State Highway Patrol.
The semi went through the grass medium and came to a stop on U.S. 35 East.
The 41-year-old Dayton man driving the Jetta and his passenger, a 46-year-old Dayton man, were both taken to the hospital with serious, life-threatening injuries, troopers said.
The driver of the semi was not injured.
The crash caused closures in both directions. U.S. 35 completely reopened around 7:45 a.m.
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