8 days in New York City & Chicago Itinerary

8 days in New York City & Chicago Itinerary

Created using Inspirock United States tour planner

Plan created by another user. Make it yours

Route & dates

1
New York City
— 3 nights
2
Chicago
— 3 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.
Your inner history buff will appreciate 9/11 Memorial and St. Patrick's Cathedral. Appreciate the collections at The Metropolitan Museum of Art and New York Public Library. There's lots more to do: take a stroll through Times Square, hunt for treasures at Essex Street Market, stop by Tiffany & Co., and get a new perspective on nature at American Museum of Natural History.

For maps, ratings, where to stay, and other tourist information, use the New York City trip builder tool.

Tel Aviv, Israel to New York City is an approximately 14.5-hour flight. The time zone difference moving from Israel Standard Time to Eastern Standard Time is minus 7 hours. Traveling from Tel Aviv in September, expect New York City to be a bit cooler, temps between °C and °C. Wrap up your sightseeing on the 6th (Thu) to allow time to travel to Chicago.

Things to do in New York City

Museums Shopping Outdoors
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get in touch with nature at Little Red Schoolhouse and Whihala Beach. You'll find plenty of places to visit near Chicago: Cowles Bog (in Chesterton) and Bengtson's Pumpkin Fest (in Homer Glen). There's lots more to do: catch a live event at Wrigley Field, tour the pleasant surroundings at Millennium Park, and admire the landmark architecture of Skydeck Chicago - Willis Tower.

To see other places to visit, where to stay, reviews, and other tourist information, refer to the Chicago trip planning site.

Getting from New York City to Chicago by flight takes about 5 hours. Other options: drive; or take a bus. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Traveling from New York City in September, Chicago is a bit cooler at night with lows of °C. Finish your sightseeing early on the 9th (Sun) to allow enough time to travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

Cowles Bog, Bengtson's Pumpkin Fest, Little Red Schoolhouse, Whihala Beach
Highlights from your plan
Little Red Schoolhouse ©
Little Red Schoolhouse
Cowles Bog ©
Cowles Bog
Whihala Beach ©
Whihala Beach

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