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Ideally, the best time to visit Chicago is during the summer (June-August) for getting Cheap Flight to Chicago. But it’s the busiest season for the city when the weather is at its finest temperatures, so outdoor events are in full swing, and beachgoing is at its peak. To assist you in planning the ideal trip with 'lowtickects.com’ review the list of the best places in Chicago and quickly make flight reservations Chicago.