State police said just before midnight, the trooper, in a K-9 unit, spotted a white Volkswagen Golf, on the southbound Dan Ryan Expressway near 75th Street, which had been taken in an aggravated carjacking earlier Tuesday night in Chicago.
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The trooper followed the vehicle, but authorities say the suspects ultimately sped away.
At some point, both the suspects and trooper lost control during the pursuit at 95th Street and Cottage Grove Avenue.
ISP said the trooper lost control due to the wet roadway conditions.
Based on video from the scene, the crashes were violent, causing major damage to both cars.
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The Volkswagen slammed into a pole, and the trooper's SUV jumped a curb, went up a berm and crashed head-on into a tree.
The trooper was taken to University of Chicago Medical Center in serious condition, where he remained stable later Wednesday morning.
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The K-9 was taken to an emergency vet to be checked out, but did not appear to be hurt.
Two suspects were also taken to area hospitals.
Authorities said one of them is in serious condition and one is in good condition.
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