The 61-year-old woman was struck as she was sitting in a bus stop booth in the 1100-block of South Michigan Avenue at about 11:45 p.m., police said.
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"The red truck was spinning several times, even driving backwards," said Estrella Avila, witness.
Avila and her husband Gage Ruport recorded cellphone footage of the Mexican Independence Day celebrations in the South Loop and captured the crash. The couple is from Phoenix, Ariz.; they've been vacationing in Chicago for a few days.
"We were standing on the corner and he popped up on the curb and slammed on his brakes, then reversed and went back up on the median," Ruport said.
The woman suffered injuries to her legs. Good Samaritans rushed to help her by creating a makeshift tourniquet by wrapping a Mexican flag around her legs.
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"There were cars stopped everywhere," said resident Hollie Coto. "Just an entire roadblock. Even cars were coming down and around from 11th Street and turning around to get back onto Michigan again going up north. It was just mayhem."
Witnesses said the truck had a Mexican flag on it.
Police said the red pickup truck failed to stop at the scene and fled southbound on Michigan Avenue and then westbound on Roosevelt Road.
The Chicago Police Major Accident Investigation Unit is investigating the crash and anyone with information is asked to contact them at (312) 745-4521.