60 days in San Francisco & Chicago Itinerary

60 days in San Francisco & Chicago Itinerary

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Route & dates

60 days in San Francisco & Chicago Itinerary

Start: Melbourne
Fly:  18​h 45​min
1
San Francisco
— 32 nights
Fly:  6​h 15​min
2
Chicago
— 25 nights
Fly:  22​h 30​min
End: Melbourne

32
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Walt Disney Family Museum and Mumm Napa will appeal to museum buffs. Do your shopping at Ferry Building Marketplace and Ferry Plaza Farmers Market. You'll find plenty of places to visit near San Francisco: Delicato Family Vineyards Tasting Room (in Manteca), Modesto Historic Graffiti Cruise Route (in Modesto) and San Jose (Winchester Mystery House & Trinity Episcopal Cathedral). The adventure continues: head off the coast to Alcatraz Island, do a tasting at VJB Cellars, see the interesting displays at California State Railroad Museum, and explore the historical opulence of Castello di Amorosa.

For more things to do, other places to visit, where to stay, and tourist information, you can read our San Francisco road trip planning website .

Melbourne, Australia to San Francisco is an approximately 19-hour flight. You can also do a combination of shuttle and flight; or do a combination of train and flight. You'll gain 18 hours traveling from Melbourne to San Francisco due to the time zone difference. In April, plan for daily highs up to 22°C, and evening lows to 12°C. Finish your sightseeing early on the 19th (Tue) to allow enough time to travel to Chicago.

Things to do in San Francisco

Museums Shopping Wineries

Side Trips

Healdsburg, St. Helena, Santa Cruz, Sacramento, Napa
Highlights from your plan
Alcatraz Island ©
Alcatraz Island
California State Railroad Museum ©
California State Railroad Museum
Golden Gate Bridge ©
Golden Gate Bridge

25
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Popular historic sites such as Chicago Riverwalk and Basilica of the Sacred Heart are in your itinerary. Give yourself a bit of retail therapy at Chicago Cultural Center and The Magnificent Mile. Get out of town with these interesting Chicago side-trips: Illinois Holocaust Museum & Education Center (in Skokie), Chicago Botanic Garden (in Glencoe) and Abraham Lincoln National Cemetery (in Elwood). The adventure continues: admire the masterpieces at Richard H. Driehaus Museum, learn the secrets of beer at a beer tour and tasting, engage your brain at Field Museum, and browse the eclectic array of goods at Ginger Blossom.

To see ratings, photos, traveler tips, and tourist information, you can read our Chicago route builder tool .

You can fly from San Francisco to Chicago in 6.5 hours. Alternatively, you can do a combination of train and flight; or drive. Due to the time zone difference, you'll lose 2 hours traveling from San Francisco to Chicago. In May in Chicago, expect temperatures between 25°C during the day and 13°C at night. On the 14th (Sun), you're off tohome.

Things to do in Chicago

Museums Shopping Historic Sites

Side Trips

Pontiac, South Bend, Lake Geneva, Kankakee, Rockford
Highlights from your plan
Richard H. Driehaus Museum ©
Richard H. Driehaus Museum
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum

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