19 days in San Francisco & Chicago Itinerary

19 days in San Francisco & Chicago Itinerary

Created using Inspirock United States Trip Planner

Plan created by another user. Make it yours
1
San Francisco
— 10 nights
2
Chicago
— 6 nights

10
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Take a break from San Francisco with a short trip to Wine Tours & Tastings in Napa, about 1h 10 min away. There's still lots to do: take in the views from Golden Gate Bridge, step off the mainland to explore Alcatraz Island, take in nature's colorful creations at Japanese Tea Garden, and explore the world behind art at Asian Art Museum.

To see ratings and other tourist information, read San Francisco trip planner.

Manila, Philippines to San Francisco is an approximately 18-hour flight. Traveling from Manila to San Francisco, you'll gain 16 hours due to the time zone difference. Traveling from Manila in May, things will get much colder in San Francisco: highs are around 24°C and lows about 13°C. Wrap up your sightseeing by early afternoon on the 27th (Sat) to allow time for travel to Chicago.

Things to do in San Francisco

Neighborhoods · Parks · Museums

Side Trip

Wine Tours & Tastings
Find places to stay May 17 — 27:
Highlights from your plan
Golden Gate Bridge ©
Golden Gate Bridge
Alcatraz Island ©
Alcatraz Island
Fisherman's Wharf ©
Fisherman's Wharf

6
nights
Chicago

Chicago ©
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, take a stroll through The Magnificent Mile, admire the local landmark of Buckingham Fountain, and get curious at Museum of Science and Industry.

To find reviews, other places to visit, photos, and other tourist information, read our Chicago day trip 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. The time zone difference moving from Pacific Standard Time (PST) to Central Standard Time (CST) is 2 hours. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to travel back home.

Things to do in Chicago

Museums · Childrens Museums · Parks

Side Trip

Frank Lloyd Wright's Unity Temple
Find places to stay May 27 — Jun 2:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Wrigley Field ©
Wrigley Field
Millennium Park
Millennium Park

Similar plans

23 days in United States & Bucharest BY A USER FROM GERMANY December, kids, outdoors, relaxing, romantic, historic sites, museums, shopping, slow & easy, popular & hidden gems Preferences: December, kids, outdoors, relaxing, romantic, historic sites, museums, shopping Attraction style: Popular & hidden gems Pace: Slow & easy 23 days in United States BY A USER FROM AUSTRALIA March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems Preferences: March, culture, outdoors, relaxing, romantic, beaches, historic sites, museums Attraction style: Popular & hidden gems Pace: Medium 21 days in Vancouver, Pacific Northwest & San Francisco BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, historic sites, hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, historic sites Attraction style: Hidden gems Pace: Medium 22 days in United States BY A USER FROM GUATEMALA June, kids, culture, outdoors, beaches, historic sites, museums, shopping, popular sights Preferences: June, kids, culture, outdoors, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 22 days in United States BY A USER FROM AUSTRALIA April, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular sights Preferences: April, culture, outdoors, relaxing, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 21 days in United States BY A USER FROM CHILE January, teens, culture, outdoors, relaxing, beaches, historic sites, shopping, popular sights Preferences: January, teens, culture, outdoors, relaxing, beaches, historic sites, shopping Attraction style: Popular sights Pace: Medium 20 days in United States BY A USER FROM ISRAEL September, culture, romantic, beaches, historic sites, museums, shopping, popular sights Preferences: September, culture, romantic, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 30 days in Chicago BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 23 days in United States BY A USER FROM SAUDI ARABIA July, culture, outdoors, beaches, historic sites, museums, shopping, popular sights Preferences: July, culture, outdoors, beaches, historic sites, museums, shopping Attraction style: Popular sights Pace: Medium 21 days in Las Vegas & San Francisco BY A USER FROM FINLAND September, culture, outdoors, relaxing, beaches, shopping, popular sights Preferences: September, culture, outdoors, relaxing, beaches, shopping Attraction style: Popular sights Pace: Medium 22 days in United States BY A USER FROM THE NETHERLANDS July, outdoors, relaxing, beaches, shopping, popular sights Preferences: July, outdoors, relaxing, beaches, shopping Attraction style: Popular sights Pace: Medium 22 days in Las Vegas & West Coast BY A USER FROM UNITED STATES April, culture, relaxing, romantic, beaches, historic sites, museums, slow & easy, popular sights Preferences: April, culture, relaxing, romantic, beaches, historic sites, museums Attraction style: Popular sights Pace: Slow & easy
See more plans