21 days in San Francisco, Chicago & New York City Itinerary

21 days in San Francisco, Chicago & New York City Itinerary

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Route & dates

21 days in San Francisco, Chicago & New York City Itinerary

Start: Tel Aviv
Fly:  17​h
1
San Francisco
— 6 nights
Fly:  6​h 15​min
2
Chicago
— 3 nights
Fly + Bus:  4​h 45​min
3
New York City
— 8 nights
Bus + Fly:  14​h 15​min
End: Tel Aviv

6
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Head to Ferry Building Marketplace and Ferry Plaza Farmers Marketfor some retail therapy. Museum-lovers will get to explore Exploratorium and California Academy of Sciences. There's much more to do: step off the mainland to explore Alcatraz Island, get a taste of the local shopping with Ghirardelli Square, take a leisurely stroll along Fisherman's Wharf, and look for gifts at City Lights Booksellers.

For where to stay, ratings, reviews, and tourist information, read our San Francisco online route planner .

Tel Aviv, Israel to San Francisco is an approximately 17-hour flight. The time zone difference moving from Israel Standard Time (IST) to Pacific Standard Time (PST) is minus 10 hours. Traveling from Tel Aviv in March, San Francisco is slightly colder at night with lows of 11°C. Finish up your sightseeing early on the 30th (Sat) so you can travel to Chicago.

Things to do in San Francisco

Museums Shopping Childrens Museums
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
Exploratorium ©
Exploratorium
Golden Gate Bridge ©
Golden Gate Bridge

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Head to The Magnificent Mile and Chicago Cultural Centerfor plenty of shopping. The Art Institute of Chicago and The Field Museum will appeal to museum buffs. Go for a jaunt from Chicago to Skokie to see Illinois Holocaust Museum & Education Center about 30 minutes away. There's lots more to do: engage your brain at Museum of Science and Industry, examine the collection at Swedish American Museum, look for gifts at P.O.S.H, and take in the exciting artwork at Intuit: The Center for Intuitive and Outsider Art.

For where to stay, other places to visit, maps, and more tourist information, refer to the Chicago tour itinerary builder website .

You can fly from San Francisco to Chicago in 6.5 hours. Other options are to do a combination of train and flight; or drive. The time zone changes from Pacific Standard Time (PST) to Central Standard Time (CST), which is usually a 2 hour difference. Traveling from San Francisco in March, expect Chicago to be much colder, temps between 8°C and -1°C. Finish up your sightseeing early on the 3rd (Wed) so you can travel to New York City.

Things to do in Chicago

Museums Shopping Childrens Museums

Side Trips

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

8
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.
Shop till you drop at Fifth Avenue and Agora Gallery. Family-friendly places like The Metropolitan Museum of Art and American Museum of Natural History will thrill your kids. The adventure continues: admire all the interesting features of Central Park, make a trip to Statue of Liberty National Monument, admire the masterpieces at Frick Collection, and shop like a local with Tiles For America.

For where to stay, other places to visit, reviews, and more tourist information, use the New York City day trip website .

You can do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can fly; or drive. Traveling from Chicago to New York City, you'll lose 1 hour due to the time zone difference. In April, plan for daily highs up to 19°C, and evening lows to 8°C. Finish up your sightseeing early on the 12th (Fri) so you can travel back home.

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
American Museum of Natural History ©
9/11 Memorial ©
9/11 Memorial

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