In the summer its great. You can swim and run at the lake front and a good ride is a 1/2 hour to an hour away in barrington or northern burbs. You can run through the winter and alot of people ride through the winter until there is snow. The Chicago Tri Club is really good, alot of resources and activities throughout the year. There are indoor tris throughout the area. Its a great city, but can get cold in the winter.
http://www.chicagotriclub.com
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