50 Instant Itineraries
Not much time to travel? Explore the Midwest on weekends or short weekday trips with our two-day getaway itineraries.
Chicago
It’s hard to deny the appeal of the Windy City. Thousands of restaurants and bars, dozens of topnotch museums, a vibrant theater district, boutique hotels and engaging outdoor spaces make for a whirlwind weekend. Grab a Chicago CityPass to bypass long entrance lines at several major attractions, and be sure to take at least one of the historical tours offered by groups like the Chicago Architecture Foundation and Chicago Neighborhood Tours.
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