The crash occurred at about 2:30 a.m. in the inbound lanes near 83rd Street, police said.
Both drivers were transported to hospital, one with serious injuries. The other driver is expected to be OK, police said.
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One of the semis was carrying drywall, which spilled onto the roadway. Police have blocked two inbound lanes of the expressway to clean up.
The cause of the crash is under investigation.