4 days in Chicago & Sebastopol Itinerary

4 days in Chicago & Sebastopol Itinerary

Created using Inspirock United States trip maker

Plan created by another user. Make it yours
Fly
1
Chicago
— 2 nights
Fly to San Francisco International Airport, Drive to Sebastopol
2
Sebastopol
— 1 night
Drive

S M T W T F S
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1

2
nights
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 26th (Sun): admire the landmark architecture of Skydeck Chicago - Willis Tower, stroll around Millennium Park, then admire the masterpieces at The Art Institute of Chicago, and finally take a tour by water with Boat Tours & Water Sports. On the 27th (Mon), you'll have a packed day of sightseeing: meet the residents at Shedd Aquarium, then engage your brain at Museum of Science and Industry, and then admire the local landmark of Buckingham Fountain.

Before you visit Chicago, use our trip planner to discover what you can do and see there.

San Francisco to Chicago is an approximately 6.5-hour flight. You can also drive; or do a combination of subway and train. The time zone changes from Pacific Standard Time to Central Standard Time, which is usually a 2 hour difference. Plan for a bit warmer temperatures traveling from San Francisco in July, with highs in Chicago at 83°F and lows at 67°F. Finish your sightseeing early on the 27th (Mon) to allow enough time to travel to Sebastopol.

Things to do in Chicago

Museums · Parks · Childrens Museums · Outdoors

1
night
Sebastopol

Sebastopol or is a city in Sonoma County, California, United States, approximately 52mi north of San Francisco. Kick off your visit on the 28th (Tue): do a tasting at Kendall-Jackson Wine Estate & Gardens, then do a tasting at Korbel Champagne Cellars, then learn about winemaking at Dutton Goldfield Winery, and finally take in the exciting artwork at Patrick Amiot.

To see more things to do, traveler tips, maps, and tourist information, you can read our Sebastopol road trip planner.

Explore your travel options from Chicago to Sebastopol with the Route module. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. Plan for little chillier nights when traveling from Chicago in July since evenings lows in Sebastopol dip to 53°F. Wrap up your sightseeing on the 28th (Tue) early enough to drive back home.

Things to do in Sebastopol

Wineries · Museums · Shopping

Side Trips