It’s well known in NY that if you want a BJ at 2 am you head down to the docks.
In Chicago, it’s well known that if you want to be robbed and beaten, you go outside at 2:00 AM.
I don’t know anything about expectations in Chicago otherwise.
I’d think a lot of wives would be pissed if their husbands woke them up at 2 am to drive them down to the docks.