Lloyd Anthony D. Peters captured the video Wednesday in the 900-block of West Fullerton Avenue near the Fullerton Red/Purple/Brown line CTA stop.
He said the guy first asked him for a cigarette. Peters gave him a cigarette. Then, he asked Peters if he could "tap" his Ventra card for him on the No. 74 Fullerton bus, heading westbound.
"I couldn't because I currently have a broken leg and I'm in a cast. Otherwise I wouldn't have mind. So I told him crossing the street would be a hassle," Peters said.
Then, the bus pulled up and the man climbed up.
The man lit the cigarette, and rode away "without a care in the world."
Peters said he was amazed.
"He was incredibly athletic to get up there so fast and without any issues," Peters said.
In a statement, the CTA said: "The CTA is aware of the incident, is working with Chicago Police to identify the individual, and will pursue appropriate charges. This kind of behavior is extremely foolish and dangerous not just to the person involved, but other passengers as well."