Chicago

When to come?: 

May through October is definitely the best time to visit Chicago for any kind of outdoor activity. The summers in Chicago can be a little hot and humid around noon, but the evenings and mornings are perfect.

Running
When is the major marathon?: 
The Chicago Marathon is in October, and sells out early each year. It is one of the biggest marathons in the country, and for a good reason. The city of Chicago really supports this marathon, and spectators will cheer for you the entire 26 miles.