10 days in Chicago & California Itinerary

10 days in Chicago & California Itinerary

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10 days in Chicago & California Itinerary

Toronto
Fly:  4​h 30​min
Chicago
— 3 nights
Fly:  6​h
San Francisco
— 4 nights
Fly:  3​h 30​min
San Diego
— 2 nights
Fly:  8​h
Toronto

3
days
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, historic sites, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, appreciate the history behind Cloud Gate, don't miss a visit to Skydeck Chicago - Willis Tower, and tour the pleasant surroundings at Millennium Park.

To find maps, other places to visit, photos, and more tourist information, go to the Chicago trip builder.

Toronto, Canada to Chicago is an approximately 4.5-hour flight. You can also drive; or do a combination of train and car. You'll gain 1 hour traveling from Toronto to Chicago due to the time zone difference. In November, daily temperatures in Chicago can reach 11°C, while at night they dip to 1°C. Wrap up your sightseeing on the 17th (Fri) early enough to travel to San Francisco.

Things to do in Chicago

Museums Parks Zoos & Aquariums
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry, Chicago ©
Wrigley Field ©
Wrigley Field

4
days
San Francisco

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Dedicate the 19th (Sun) to wine at some of the top wineries in the area. There's lots more to do: step off the mainland to explore Alcatraz Island, make a trip to Lombard Street, take in the views from Golden Gate Bridge, and have fun and explore at Exploratorium.

To find traveler tips, other places to visit, maps, and more tourist information, read San Francisco vacation planner.

Getting from Chicago to San Francisco by flight takes about 6 hours. Other options: drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. In November, San Francisco is somewhat warmer than Chicago - with highs of 21°C and lows of 11°C. Wrap up your sightseeing on the 21st (Tue) early enough to travel to San Diego.

Things to do in San Francisco

Tours Parks Childrens Museums
Highlights from your plan
Wine Tours & Tastings
Alcatraz Island ©
Alcatraz Island
Golden Gate Bridge ©
Golden Gate Bridge

2
days
San Diego

San Diego
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Start off your visit on the 21st (Tue): admire the natural beauty at Botanical Building and Lily Pond and then let little ones run wild at Balboa Park. On the next day, stroll through Sunset Cliffs and then meet the residents at San Diego Zoo.

To see maps, reviews, other places to visit, and tourist information, use the San Diego tour planner.

Traveling by flight from San Francisco to San Diego takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. Prepare for somewhat warmer weather when traveling from San Francisco in November: high temperatures in San Diego hover around 26°C and lows are around 15°C. On the 23rd (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in San Diego

Parks Outdoors Zoos & Aquariums
Highlights from your plan
San Diego Zoo
San Diego Zoo
Balboa Park
Balboa Park
Cabrillo National Monument ©
Cabrillo National Monument

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