You said it. Maybe even a little too sweet. If it were me, I’d roll up the window before the bird went berserk, flew in the car, and started pecking the hell out of me.
I think the video cut when the pecking started
What accent? 
Technically, that looks like Dearborn to me. It’s a one way street and looks a bit narrower than State.
As to where he’s coming from or going, I believe he either lives in the burbs and works very near Dearborn and Washington, or vice versa. Otherwise, well, I certainly wouldn’t want to drive through that mess. The question is, why take Dearborn instead of cutting over on one of the president streets to I-90?
I don’t know why or where, all I know is people do it, and he’s doing it.
I think, left hand on wheel and turn signal*, right hand working the phone. The phone screen is big enough and the bird is close enough and steady enough where he can basically just point the camera and go.
*in Chicago, make that just the wheel
