14 days in New York City & Chicago Itinerary

14 days in New York City & Chicago Itinerary

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Route & dates

14 days in New York City & Chicago Itinerary

Start: Sao Paulo
Fly + bus:  15​h
1
New York City
— 7 nights
bus + Fly:  3​h
2
Chicago
— 5 nights
Fly:  14​h 15​min
End: Sao Paulo

7
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 day-by-day itinerary now includes Roosevelt Island Aerial Tram, Grand Central Terminal, New York Botanical Garden, and other attractions you added. Your cultural itinerary includes sights like The Metropolitan Museum of Art and Ellis Island. Deepen your sense of the past at sights like 9/11 Memorial and St. Patrick's Cathedral. And it doesn't end there: take a stroll through Times Square, take in panoramic vistas at Empire State Building, browse the eclectic array of goods at Artists & Fleas at Chelsea Market, and go for a walk through Central Park.

To find maps, where to stay, more things to do, and tourist information, refer to the New York City itinerary planner.

Sao Paulo, Brazil to New York City is an approximately 13.5-hour combination of flight and bus. You can also do a combination of bus and flight. Traveling from Sao Paulo to New York City, you'll gain 2 hours due to the time zone difference. Traveling from Sao Paulo in March, expect New York City to be colder, temps between 11°C and 1°C. You'll set off for Chicago on the 22nd (Thu).

Things to do in New York City

Museums Parks Historic Sites

Side Trip

New York Botanical Garden
Highlights from your plan
9/11 Memorial ©
9/11 Memorial
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
Times Square ©
Times Square

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Your day-by-day itinerary now includes Wrigley Field, Adler Planetarium, Shedd Aquarium, and other attractions you added. Popular historic sites such as Millennium Park and Marquette Building are in your itinerary. Appreciate the collections at Museum of Science and Industry and The Field Museum. Next up on the itinerary: take a stroll through The Magnificent Mile, admire the landmark architecture of Skydeck Chicago - Willis Tower, and contemplate the waterfront views at Lake Michigan.

To find where to stay, photos, ratings, and other tourist information, refer to the Chicago online route planner .

Traveling by combination of bus and flight from New York City to Chicago takes 5 hours. Alternatively, you can do a combination of train and flight; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Prepare for slightly colder weather when traveling from New York City in March: high temperatures in Chicago hover around 8°C and lows are around -1°C. You'll set off for home on the 27th (Tue).

Things to do in Chicago

Shopping Museums Parks

Side Trips

Lake Michigan, Chicago Premium Outlets
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

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