Chicago you say? a might nippy but quite excellent. I easily walked to hostel and they let me store my bag there for the day. As it's Black Friday I thought I'd hit State Street and then the Magnificent Mile. Been distracted by a Barnes & Noble, it's coffee, a jalepeno pretzel and a free copy of the chicago reader.
They have an interesting "I Saw You" section where if you saw someone you liked but were too shy to tell them, you can post an advert about it. On an unrelated note, people in chicago seem nice, it's quite quiet right now though.