15 days in San Francisco, Chicago & Washington DC Itinerary

15 days in San Francisco, Chicago & Washington DC Itinerary

Created using Inspirock United States sightseeing planner

Make it your trip
Fly
1
San Francisco
— 4 nights
Fly
2
Chicago
— 5 nights
Fly
3
Washington DC
— 5 nights
Train

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San Francisco

— 4 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Step out of San Francisco with an excursion to Muir Woods National Monument in Mill Valley--about 48 minutes away. Next up on the itinerary: snap pictures at Golden Gate Bridge, step off the mainland to explore Alcatraz Island, take in the waterfront at Fisherman's Wharf, and make a trip to Ferry Building Marketplace.

To find more things to do, photos, other places to visit, and tourist information, use the San Francisco online road trip planner.

New York City to San Francisco is an approximately 9-hour flight. You can also drive; or do a combination of bus, train, and subway. The time zone changes from Eastern Standard Time (EST) to Pacific Standard Time (PST), which is usually a -3 hour difference. In May, daily temperatures in San Francisco can reach 69°F, while at night they dip to 53°F. Wrap up your sightseeing by early afternoon on the 4th (Fri) to allow enough time to travel to Chicago.

Things to do in San Francisco

Parks · Historic Sites · Museums · Nature

Side Trips

Chicago

— 5 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, admire the local landmark of Buckingham Fountain, get curious at Museum of Science and Industry, and admire the landmark architecture of Rockefeller Memorial Chapel.

For other places to visit, maps, photos, and other tourist information, you can read our Chicago trip itinerary planner.

Traveling by flight from San Francisco to Chicago takes 6.5 hours. Alternatively, you can drive; or do a combination of subway and train. Due to the time zone difference, you'll lose 2 hours traveling from San Francisco to Chicago. Expect somewhat warmer temperatures when traveling from San Francisco in June; daily highs in Chicago reach 81°F and lows reach 63°F. Wrap up your sightseeing on the 9th (Wed) early enough to travel to Washington DC.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums

Side Trip

Washington DC

— 5 nights
The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
Washington DC is known for museums, historic sites, and nightlife. Your plan includes some of its best attractions: explore the world behind art at National Gallery of Art, learn about wildlife with up-close encounters at National Zoological Park, see the interesting displays at National Air and Space Museum, and get a new perspective on nature at Smithsonian National Museum of Natural History.

To find photos, where to stay, other places to visit, and tourist information, read Washington DC travel route planner.

Fly from Chicago to Washington DC in 4 hours. Alternatively, you can drive; or take a train. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Traveling from Chicago in June, you can expect nighttime temperatures to be a bit warmer in Washington DC, with lows of 69°F. Wrap up your sightseeing on the 14th (Mon) early enough to take a train back home.

Things to do in Washington DC

Museums · Historic Sites · Parks · Zoos & Aquariums

Side Trip