Hey, Sheesh, sorry it's taken so long to respond. We're neighbors. I'm in Edgewater.
What kind of riding are you interested in doing? (How fast, how long?) And how early do you want to start?
On weekends I head north so I can get out of the city, but I'm not a fast rider, although I was really moving yesterday when that first storm came through - as a matter of fact, I had to take refuge on someone's porch in Rogers Park!
It sure would be nice to meet another local TE member!