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. Bank of America Chicago Marathon (October)īiting winds and freezing temperatures (daytime highs rest in the low 30s to high 40s, but wind chills can cause temperatures to drop into the negatives) deter faint-hearted tourists, leaving hotels and flights with plenty of vacancies.Chicago International Film Festival (October).Keep in mind that some of the city's outdoor attractions – like Navy Pier and the Lincoln Park Zoo – may have already reduced their hours for the winter season. Chicago weather in September Temperature September, 19.6C 67.3F Temperature September max. Daytime highs hover in the 60s and 70s, but evenings can see temperatures drop into the 40s. Cooler weather and fewer people mean you'll enjoy pleasant conditions while exploring the city's top attractions. Navy Blue Angels (August)Īutumn in Chicago offers a sweet spot for tourism. Do Division Street Fest & Sidewalk Sale (June).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. 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.
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