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Chicago vs New York – Differences Travelers Should Know about the Windy City & Big Apple.

Are you stuck between taking a vacation to Chicago vs New York? Compare their unique qualities while you consider the different things to do in New York and places to visit in Chicago with a little help from the graphic below.

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Chicago and New York - What's the Difference?

City v. City

The Chicago skyline and New York skyline are probably one of the most admired aspects of Chicago and NYC by travelers. The New York skyline is loved by many because it is dense and encompasses the world’s largest skyscrapers - truly a sight to see. The best way to see the beloved Big Apple skyline is from the Top of the Rock Observation Deck or the Empire State Building. While the Chicago skyline is beloved due to its aesthetically pleasing structure, which wraps around Lake Michigan. Travelers get the best view of Chicago's beloved scenic skyline over Lake Michigan from the Willis Tower's Skydeck Chicago or the 360 CHICAGO Observation Deck. Still, there are many more unique differences between Chicago and NYC that are admired by travelers which you’ll find in our comparison graphic below!

So which city is your favorite? Also, do you prefer the attractions in Chicago or New York's attractions? Which city has the better pizza? In the end it all comes down to personal taste, and both cities have plenty to offer!

Whatever you’ve decided, we want you to know that the best way to become more familiar with New York or Chicago is to explore! New York CityPASS gives you discounted Statue of Liberty ferry tickets, Empire State Building tickets, and more that will make exploring NYC fun and affordable! If your heart is set on Chicago - no worries! Chicago CityPASS offers discounted tickets for Skydeck Chicago, Shedd Aquarium, and more to help make your trip to the Windy City more enjoyable!