17 days in Chicago, Seattle & San Francisco Itinerary

17 days in Chicago, Seattle & San Francisco Itinerary

Created using Inspirock United States trip builder

Make it your trip
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Chicago
— 4 nights
Fly
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Seattle
— 9 nights
Fly
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San Francisco
— 3 nights

S M T W T F S
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Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Do your shopping at Chicago Cultural Center and Ernest Hemingway Birthplace. Eschew the tourist crowds and head to Illinois Holocaust Museum & Education Center and Lakefront Trail. You'll find plenty of places to visit near Chicago: Baha'i House of Worship (in Wilmette) and South Bend (Basilica of the Sacred Heart, Grotto of Our Lady Lourdes, &more). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, laugh and play at Fox in a Box Chicago, admire the landmark architecture of Holy Name Cathedral, and admire the natural beauty at Garfield Park Conservatory.

Plan a Chicago trip in moments using our itinerary builder.

Use the Route module to see travel options from your home to Chicago. In January, daily temperatures in Chicago can reach 32°F, while at night they dip to 18°F. Cap off your sightseeing on the 15th (Fri) early enough to catch the flight to Seattle.

Things to do in Chicago

Historic Sites · Museums · Parks · Shopping

Side Trips

Seattle

— 9 nights

Emerald City

Nicknamed the "Emerald City" because of its abundant evergreen trees, Seattle is the cultural and business center of the Pacific Northwest, as well as a popular holiday destination.
Visit Bruce Lee Grave Site and Elliott Bay Waterfront for their historical value. Explore hidden gems such as Fairhaven Historic District and LeMay - America's Car Museum. Change things up with these side-trips from Seattle: Olympia (Hands On Children's Museum & Nisqually National Wildlife Refuge), Triad River Tours (in Bellingham) and Museum of Glass (in Tacoma). There's still lots to do: take in the exciting artwork at Chihuly Garden and Glass, stroll through Alpental Ski Area, work some fitness into your day at Discovery Park, and stop by Starbucks Reserve Roastery Seattle.

Use Inspirock's suggestions to plan your Seattle trip and find the best activities and attractions for your vacation.

You can fly from Chicago to Seattle in 7 hours. Alternatively, you can fly; or drive; or take a train. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. Traveling from Chicago in January, expect Seattle to be a bit warmer, temps between 48°F and 38°F. Wrap up your sightseeing on the 24th (Sun) to allow time to fly to San Francisco.

Things to do in Seattle

Parks · Museums · Outdoors · Shopping

Side Trips

San Francisco

— 3 nights

City by the Bay

San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Visiting Alcatraz Island and Marin Headlands will get you outdoors. Let the collections at Walt Disney Family Museum and Legion of Honor capture your imagination. Next up on the itinerary: snap pictures at Golden Gate Bridge, get a taste of the local shopping with City Lights Booksellers, buy something for everyone on your list at Ferry Building Marketplace, and get curious at California Academy of Sciences.

To find other places to visit, photos, ratings, and more tourist information, use the San Francisco online route planner.

You can fly from Seattle to San Francisco in 4.5 hours. Alternatively, you can fly; or drive; or take a bus. Prepare for somewhat warmer weather when traveling from Seattle in January: high temperatures in San Francisco hover around 59°F and lows are around 46°F.

Things to do in San Francisco

Historic Sites · Museums · Parks · Nature

Side Trip