
You can seek refuge from the cold in the city's museums, but if you're hoping to visit Millennium Park or shop along The Magnificent Mile, wear your warmest layers. If you can stand the wintry weather, you'll find some of the lowest rates during this time.

Navy Blue Angels (August)Īutumn in Chicago offers a sweet spot for tourism. Do Division Street Fest & Sidewalk Sale (June).
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Along with a full event calendar, the balmy weather offers the ideal setting for exploring by city's waterways via the best Chicago boat tours. Also, expect to encounter some rain in August. But temperatures can fluctuate significantly if there's a passing heat wave with high humidity or strong breezes from Lake Michigan, so pack a mix of clothes. Average summer temperatures range from the high 50s to the mid-80s.
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While booking in advance is generally a good rule of thumb for Chicago, it especially applies to this time of year – plan on locking down your hotel reservations at least three or four weeks in advance.

Summer is the most popular time to visit Chicago, so expect prices to be at their highest and hotel vacancies to be hard to come by. Chicagoland Spring Marathon & Half Marathon (May).Garfield Park Conservatory Spring Flower Show (February-May).However, you should come prepared for rain, and be sure to bring a light jacket for those occasional days that fall into the high 30s and 40s. Average daytime temperatures hover between the high 50s and low 70s – comfortable conditions for walking around. There are advantages to visiting before or after summer, namely more manageable crowds. The best times to visit Chicago are April through May and between September and October, when the temperatures are warm, a variety of festivals take place.
