6 days in New York City & Chicago Itinerary

6 days in New York City & Chicago Itinerary

Created using Inspirock United States journey planner

Plan created by another user.Make it yours

Route & dates

1
New York City
— 3 nights
2
Chicago
— 2 nights

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Appreciate the collections at The Metropolitan Museum of Art and American Museum of Natural History. Shop till you drop at Fifth Avenue and Essex Street Market. And it doesn't end there: pause for some photo ops at 9/11 Memorial, take a stroll through Times Square, admire the landmark architecture of The National Arts Club, and take in the architecture and atmosphere at St. Patrick's Cathedral.

For more things to do, traveler tips, other places to visit, and other tourist information, use the New York City road trip planning tool.

The Route module shows you all the different ways you can get to New York City. May in New York City sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 28th (Thu) to allow enough time to travel to Chicago.

Things to do in New York City

Museums Shopping Historic Sites
Highlights from your plan
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial
American Museum of Natural History ©
American Museum of Natural History

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 29th (Fri): engage your brain at Field Museum, admire the striking features of Reliance Building, thenadmire the landmark architecture of Chicago Cultural Center, and finally explore the world behind art at The Art Institute of Chicago. Get ready for a full day of sightseeing on the 30th (Sat): get engrossed in the history at Illinois Holocaust Museum & Education Center, thenget a taste of the local shopping with Ernest Hemingway Birthplace, and then take a stroll through The Magnificent Mile.

To find traveler tips, reviews, other places to visit, and more tourist information, refer to the Chicago trip itinerary site.

You can fly from New York City to Chicago in 5 hours. Other options are to drive; or take a bus. The time zone difference when traveling from New York City to Chicago is minus 1 hour. In May, daily temperatures in Chicago can reach °F, while at night they dip to °F. Cap off your sightseeing on the 30th (Sat) early enough to travel back home.

Things to do in Chicago

Museums Shopping Childrens Museums

Side Trips

Illinois Holocaust Museum & Education Center, Ernest Hemingway Birthplace
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

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