15 days in Chicago Itinerary

15 days in Chicago Itinerary

Created using Inspirock Chicago vacation planner

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Route & dates

15 days in Chicago Itinerary

Start: New York City
bus + Fly:  4​h 45​min
1
Chicago
— 13 nights
Fly + bus:  4​h 45​min
End: New York City

13
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
The Field Museum and Museum of Science and Industry will appeal to museum buffs. You'll get in some beach time at Silver Beach County Park and Bender Park Waterfront. Venture out of the city with trips to Illinois Holocaust Museum & Education Center (in Skokie), Centennial Beach (in Naperville) and Weko Park (in Bridgman). There's much more to do: make a trip to The Magnificent Mile, get to know the fascinating history of Millennium Park, enjoy the sand and surf at Whihala Beach, and relax in the rural setting at Whiskey Acres Distilling Co..

To plan Chicago vacation without wasting time, ask Inspirock to design an itinerary.

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive. The time zone difference when traveling from New York City to Chicago is minus 1 hour. In August, daily temperatures in Chicago can reach 83°F, while at night they dip to 67°F. Finish your sightseeing early on the 14th (Wed) so you can travel back home.

Things to do in Chicago

Parks Outdoors Beaches

Side Trips

Skokie, Hawthorn Hollow - Nature Sanctuary and Arboretum, Centennial Beach, Ernest Hemingway Birthplace, Whihala Beach
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

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