Neighborhood: ´╗┐Bike Rental

Electric-assisted bicycles - two models available (cargo & commuter). Both styles are smooth, quiet yet surprisingly quick electric bikes. I took both styles out for a spin and was really impressed with the over-all ease of operation and zip (not to mention the quality). 
The owners, Brady & Damon, are friendly and helpful, and set you up with everything you need. They are right around the corner from us.

2350 N. Damen Ave

Divvy Bikes
New bike-sharing program in Chicago.  Membership based with locations all over the city, including a future station right down the street from Ray's 

Rapid Transit
Bicycle rentals and bike shop
1900 W. North Ave.  

Bike Chicago
Bicycle and Segway rentals
Several locations downtown including Millenium Park and North Ave. Beach.

Bobby's Bike Rentals
Bike tours & rentals.

Quick Release Bike Shop
1527 N. Ashland
Joe is the MAN if you need bike repairs! 

Joyride Chicago Moped and Scooter Rentals
1415 N. Ashland Ave.
A vintage moped and scooter rental shop that also offers guided tours through city neighborhoods.