38 days in Chicago & Los Angeles Itinerary

38 days in Chicago & Los Angeles Itinerary

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Route & dates

38 days in Chicago & Los Angeles Itinerary

Start: Colombo
Fly:  31​h
1
Chicago
— 16 nights
Fly:  7​h
2
Los Angeles
— 18 nights
Fly:  26​h
End: Colombo

16
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore the less-touristy side of things at Starved Rock State Park and Grand Mere State Park. Do some cultural sightseeing at The Art Institute of Chicago and Museum of Science and Industry, Chicago. Change things up with these side-trips from Chicago: Jasper-Pulaski Fish and Wildlife Area (in Medaryville), Riverwalk Lot (in Naperville) and Silver Beach County Park (in Saint Joseph). And it doesn't end there: appreciate the extensive heritage of Millennium Park, take in the architecture and atmosphere at Basilica of the Sacred Heart, admire the natural beauty at Fernwood Botanical Garden and Nature Preserve, and identify plant and animal life at Midewin National Tallgrass Prairie.

To see ratings, where to stay, other places to visit, and tourist information, you can read our Chicago holiday planner.

Colombo, Sri Lanka to Chicago is an approximately 31-hour flight. You'll gain 11 hours traveling from Colombo to Chicago due to the time zone difference. Prepare for much colder weather when traveling from Colombo in October: high temperatures in Chicago hover around 20°C and lows are around 10°C. Wrap up your sightseeing by early afternoon on the 2nd (Thu) to allow time for travel to Los Angeles.

Things to do in Chicago

Parks Wildlife Museums

Side Trips

Fair Oaks, Utica, South Bend, Hegeler Carus Mansion, Fernwood Botanical Garden and Nature Preserve
Highlights from your plan
Starved Rock State Park ©
Starved Rock State Park
Basilica of the Sacred Heart ©
Basilica of the Sacred Heart
The Art Institute of Chicago ©
The Art Institute of Chicago

18
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.
Visit Santa Monica Pier and El Pueblo de Los Angeles for their historical value. Step off the beaten path and head to Dolphin & Whale Watching and Prime Desert Woodland Preserve. Venture out of the city with trips to Anaheim (Disneyland Park & Disney California Adventure Park), Santa Monica (Santa Monica Mountains, Bergamot Station, & more) and Forever Wild Exotic Animal Sanctuary (in Phelan). Pack the 9th (Thu) with family-friendly diversions at Universal Studios Hollywood. The adventure continues: examine the collection at Getty Center The Publications, get lost in a book at Ronald Reagan Presidential Library, identify plant and animal life at Ojai Meadows Preserve, and learn more about the world around you at La Brea Tar Pits & Museum.

For maps, other places to visit, traveler tips, and other tourist information, refer to the Los Angeles trip builder.

Traveling by flight from Chicago to Los Angeles takes 7 hours. Alternatively, you can drive; or take a train. The time zone difference when traveling from Chicago to Los Angeles is minus 2 hours. Traveling from Chicago in November, expect nights in Los Angeles to be a bit warmer, around 14°C, while days are much warmer, around 28°C. Finish your sightseeing early on the 20th (Mon) to allow enough time to travel back home.

Things to do in Los Angeles

Parks Museums Theme Parks

Side Trips

Santa Monica, Anaheim, Forever Wild Exotic Animal Sanctuary, The Huntington Library, Art Museum and Botanical Gardens, Ojai Meadows Preserve
Highlights from your plan
Griffith Observatory ©
Griffith Observatory
Mission San Juan Capistrano ©
Mission San Juan Capistrano

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