60 days in Chicago & Los Angeles Itinerary

60 days in Chicago & Los Angeles Itinerary

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Route & dates

60 days in Chicago & Los Angeles Itinerary

Start: Springfield
Drive:  3​h 30​min
1
Chicago
— 28 nights
Fly:  7​h
2
Los Angeles
— 31 nights
Fly:  7​h 45​min
End: Springfield

28
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore the numerous day-trip ideas around Chicago: Shiojiri Niwa (in Mishawaka), South Bend (Basilica of the Sacred Heart, Grotto of Our Lady Lourdes, & more) and Honey Hill (in Waterman). There's much more to do: admire the masterpieces at The Art Institute of Chicago, stroll through Millennium Park, engage your brain at Field Museum, and make a trip to Skydeck Chicago - Willis Tower.

For more things to do, ratings, traveler tips, and tourist information, read our Chicago trip itinerary planner.

Springfield to Chicago is an approximately 3.5-hour car ride. You can also fly; or do a combination of bus and flight. In November, plan for daily highs up to 50°F, and evening lows to 35°F. Finish up your sightseeing early on the 14th (Sat) so you can travel to Los Angeles.

Things to do in Chicago

Museums Parks Historic Sites

Side Trips

Evanston, Oak Park, South Bend, Pontiac, Racine
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

31
nights
Los Angeles

Los Angeles ©
Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Explore the numerous day-trip ideas around Los Angeles: Original in-N-Out Replica (in Baldwin Park), Anaheim (Star Wars Launch Bay, Disneyland Park, & more) and Santa Monica (Santa Monica Yacht Harbor Sign, Santa Monica Farmers Market, & more). Next up on the itinerary: get in on the family fun at Universal Studios Hollywood, see the interesting displays at The Getty Center, appreciate the extensive heritage of Hollywood Walk of Fame, and learn more about the world around you at Natural History Museum of Los Angeles County.

To find more things to do, traveler tips, maps, and more tourist information, use the Los Angeles road trip app .

Traveling by flight from Chicago to Los Angeles takes 7 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone changes from Central Standard Time (CST) to Pacific Standard Time (PST), which is usually a -2 hour difference. In December, Los Angeles is warmer than Chicago - with highs of 69°F and lows of 49°F. Wrap up your sightseeing by early afternoon on the 14th (Tue) to allow enough time to travel back home.

Things to do in Los Angeles

Museums Parks Outdoors

Side Trips

Anaheim, Santa Monica, Beverly Hills, Malibu, Newport Beach
Highlights from your plan
Disneyland Park ©
Disneyland Park
Universal Studios Hollywood ©
Universal Studios Hollywood
The Getty Center ©
The Getty Center

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