Chicago is a cold city. However, its summers are comfortable, and could even get a bit too warm on hot days. Many have even accounted that ozone zone layer depletion can be a frequent cause of mild harm once or twice every summer. However, you should be able to enjoy the balmy afternoons and cool nights, combined with the beautiful ethnic neighborhoods that are prefect for strolling around and finding new aspects of the city.
Summers are also a time for jazz, blues and gospel music in Chicago. Festivals, Chicago food artisans, hotel packages and recreational parks are also part of the summer thrill in the city. However, you need to be careful about air and hotel reservations. Expect for a few hotels like Fairmont and Hilton in the downtown area, finding last minute packages at reasonable rates can be difficult. Therefore, a summer visit to Chicago needs early bookings, especially if you are flying from an American city.
As the months pass, outdoor festivals start closing and many artisans, performers and tourists return out of Chicago during end September and early October. However, that is still an interesting time to visit, as art exhibitions and live gigs make for the biggest events in the city. Moreover, nightlife tours and visits to the art museums are quite the thing to do as fall sets in on Chicago.
Frankly, the best time to visit is your choice. However, you should be warned that winters can be one of the most uncomfortable times for people who are not used to cold weather Chicago Il. However, with the city still in full swing and many architectural beauties to see, you can be more comfortable when the snow moves away and the famous Grant parks and Millennium parks get ready for the great festivals in full bloom.