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He appeared to go limp after being slammed against a headrest and one passenger said he was 'knocked out'.
Louisville is a four-and-a-half hour, 300 mile drive from Chicago.
Audra Bridges, one passenger who filmed the man's removal, described what happened on the flight to the Courier-Journal.
She said that passengers were told at the gate that the flight was overbooked and staff appealed for one volunteer to accept 0 and a hotel stay to take a flight at 3pm the next day.
All the remaining passengers were then allowed to board the flight - only to be told that another four people would have to give up their seats.
United said four stand-by staff needed to be in Louisville for a flight the next day and the plane would not take off until they had seats.
A manager told passengers that the unlucky four were chosen at random - although many airlines automatically choose passengers with the lowest fares and who were last to check-in to offload.