8 days in New York City & Chicago Itinerary

8 days in New York City & Chicago Itinerary

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Route & dates

8 days in New York City & Chicago Itinerary

Start: Tel Aviv
Fly + bus:  14​h 15​min
1
New York City
— 3 nights
bus + Fly:  4​h 45​min
2
Chicago
— 3 nights
Fly:  16​h 45​min
End: Tel Aviv

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.
Escape the urban bustle at Narwhal Yacht Charters and Central Park Zoo. Get a sense of the local culture at Fifth Avenue and American Museum of Natural History. There's lots more to do: explore the galleries of The Metropolitan Museum of Art, stop by Tiffany & Co., don't miss a visit to Times Square, and examine the collection at New York Public Library.

For ratings, photos, more things to do, and more tourist information, go to the New York City online driving holiday planner .

Tel Aviv, Israel to New York City is an approximately 14.5-hour combination of flight and bus. You can also fly. You'll gain 7 hours traveling from Tel Aviv to New York City due to the time zone difference. Traveling from Tel Aviv in September, expect New York City to be little chillier, temps between 31°C and 22°C. Cap off your sightseeing on the 6th (Thu) early enough 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.
Take a break from the city and head to Bengtson's Pumpkin Farm and Little Red Schoolhouse. Change things up with these side-trips from Chicago: Whihala Beach Co Park (in Whiting) and Cowles Bog (in Chesterton). The adventure continues: get to know the fascinating history of Millennium Park, admire all the interesting features of Wrigley Field, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

To find photos, where to stay, more things to do, and tourist information, refer to the Chicago day trip planner.

Traveling by combination of bus and flight from New York City to Chicago takes 5 hours. Alternatively, you can fly; or drive. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Plan for slightly colder nights when traveling from New York City in September since evenings lows in Chicago dip to 19°C. Cap off your sightseeing on the 9th (Sun) early enough to travel back home.

Things to do in Chicago

Parks Outdoors Trails

Side Trips

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

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