8 days in Los Angeles & Chicago Itinerary

8 days in Los Angeles & Chicago Itinerary

Created using Inspirock United States vacation planner

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Los Angeles
— 5 nights
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Chicago
— 2 nights
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Los Angeles

— 5 nights

City of Angels

Surrounded by mountain ranges, forests, valleys, beaches, and deserts, the metropolitan area of Los Angeles is home to over 17 million people.
Your inner history buff will appreciate Santa Monica Pier and Greystone Mansion and Park. Get a sense of the local culture at Griffith Observatory and The Getty Center. You'll find plenty of places to visit near Los Angeles: Anaheim (Guardians of the Galaxy – Mission: BREAKOUT! & Disneyland Park) and Santa Monica Yacht Harbor Sign (in Santa Monica). Pack the 10th (Mon) with family-friendly diversions at Universal Studios Hollywood. There's lots more to do: enjoy the sand and surf at Santa Monica State Beach, trek along Hollywood Reservoir, stroll through Venice Beach and Boardwalk, and take in the pleasant sights at 26-Mile Bike Path.

For traveler tips, reviews, more things to do, and more tourist information, read Los Angeles trip itinerary planner.

New York City to Los Angeles is an approximately 9-hour flight. You can also drive; or take a bus. Due to the time zone difference, you'll gain 3 hours traveling from New York City to Los Angeles. Expect a bit cooler evenings in Los Angeles when traveling from New York City in August, with lows around 66°F. Wrap up your sightseeing by early afternoon on the 11th (Tue) to allow time for travel to Chicago.

Things to do in Los Angeles

Theme Parks · Parks · Outdoors · Beaches

Side Trips

Chicago

— 2 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 12th (Wed), observe the fascinating underwater world at Shedd Aquarium, engage your brain at Museum of Science and Industry, then admire the local landmark of Buckingham Fountain, and finally don't miss a visit to Skydeck Chicago - Willis Tower. Get ready for a full day of sightseeing on the 13th (Thu): contemplate in the serene atmosphere at Fourth Presbyterian Church, then take a tour by water with Boat Tours & Water Sports, then stroll through Millennium Park, and finally admire the masterpieces at The Art Institute of Chicago.

To find other places to visit, where to stay, photos, and tourist information, read our Chicago holiday planner.

You can fly from Los Angeles to Chicago in 7.5 hours. Alternatively, you can drive; or do a combination of bus and train. You'll lose 2 hours traveling from Los Angeles to Chicago due to the time zone difference. In August, daytime highs in Chicago are 83°F, while nighttime lows are 67°F. Finish up your sightseeing early on the 13th (Thu) so you can travel back home.

Things to do in Chicago

Museums · Childrens Museums · Parks · Zoos & Aquariums