10 days in Chicago & San Francisco Itinerary

10 days in Chicago & San Francisco Itinerary

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10 days in Chicago & San Francisco Itinerary

Washington DC
Fly:  3​h 45​min
Chicago
— 4 nights
Fly:  6​h
San Francisco
— 5 nights
Fly:  7​h
Washington DC

4
days
Chicago

Chicago
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll discover tucked-away gems like Grand Mere State Park and Museum of Science and Industry, Chicago. Get outdoors at Fernwood Botanical Garden and Nature Preserve and Starved Rock State Park. Change things up with these side-trips from Chicago: Middle East Conflicts Wall Memorial (in Marseilles), STATELINE BLUEBERRIES (in Michigan City) and St. Julian Winery-Union Pier (in Union Pier). There's lots more to do: admire the masterpieces at The Art Institute of Chicago, do a tasting at Hickory Creek Winery, and get to know the fascinating history of Millennium Park.

For maps, traveler tips, reviews, and more tourist information, refer to the Chicago travel planner.

Washington DC to Chicago is an approximately 4-hour flight. You can also drive; or take a train. Due to the time zone difference, you'll gain 1 hour traveling from Washington DC to Chicago. Expect a bit cooler temperatures when traveling from Washington DC in March; daily highs in Chicago reach 48°F and lows reach 32°F. Finish your sightseeing early on the 28th (Wed) so you can travel to San Francisco.

Things to do in Chicago

Parks Museums Outdoors

Side Trips

Hickory Creek Winery, Fernwood Botanical Garden and Nature Preserve, Grand Mere State Park, Starved Rock State Park, St. Julian Winery-Union Pier
Highlights from your plan
Grand Mere State Park
Grand Mere State Park
Starved Rock State Park
Starved Rock State Park
The Art Institute of Chicago ©
The Art Institute of Chicago

5
days
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Discover out-of-the-way places like Castello di Amorosa and Fitzgerald J V Marine Reserve. Visiting Armstrong Redwood State Reserve and Bean Hollow State Beach will get you outdoors. You'll find plenty of places to visit near San Francisco: V. Sattui (in St. Helena), Bodega Head (in Bodega Bay) and Montara State Beach (in Montara). There's much more to do: head off the coast to Alcatraz Island, explore the activities along San Francisco Bay, take your sightseeing to a higher altitude at Twin Peaks, and take in the views from Golden Gate Bridge.

To see reviews, ratings, more things to do, and other tourist information, refer to the San Francisco vacation trip planner.

You can fly from Chicago to San Francisco in 6 hours. Alternatively, you can drive; or take a bus. You'll gain 2 hours traveling from Chicago to San Francisco due to the time zone difference. Prepare for somewhat warmer weather when traveling from Chicago in March: high temperatures in San Francisco hover around 64°F and lows are around 50°F. Wrap up your sightseeing by early afternoon on the 2nd (Mon) to allow enough time to travel back home.

Things to do in San Francisco

Parks Nature Beaches

Side Trips

Castello di Amorosa, Montara State Beach, Bean Hollow State Beach, Bodega Head, Fitzgerald J V Marine Reserve
Highlights from your plan
Bodega Head ©
Bodega Head
Alcatraz Island ©
Alcatraz Island
Castello di Amorosa ©
Castello di Amorosa

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