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April and June of the United States are the best time to travel in Chicago. From November to March, temperatures are relatively low, and visitors can explore a variety of snow adventures. In the spring, Chicago blooms and the lake is full of vitality. Chicago is warm and pleasant in summer, and the lakeside area is very cool. May and September each year is a better month for better weather in Chicago, while April and June are the best time for Chicago. In many days in July and August, not only are the temperatures high, but the humidity is also heavy. Chicago in the autumn is very charming, the leaves are turning yellow, and the weather is getting colder. The best time to explore Lake Michigan is in October.