42 days in Chicago & Los Angeles Itinerary

Created using Inspirock United States trip planner
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1
Chicago
— 15 nights
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2
Los Angeles
— 25 nights
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Chicago — 15 nights

Windy City

Venture out of the city with trips to Century of Progress Architectural District (in Beverly Shores) and Basilica of the Sacred Heart (in South Bend). There's much more to do: admire the masterpieces at The Art Institute of Chicago, wander the streets of The Magnificent Mile, find something for the whole family at Navy Pier, and get curious at Museum of Science and Industry.

For maps, where to stay, ratings, and tourist information, refer to the Chicago trip planner.

Milan, Italy to Chicago is an approximately 14.5-hour flight. The time zone changes from Central European Standard Time to Central Standard Time, which is usually a -7 hour difference. In April, Chicago is a bit cooler than Milan - with highs of 17°C and lows of 5°C. Wrap up your sightseeing by early afternoon on the 1st (Mon) to allow time for the flight to Los Angeles.
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Museums · Parks · Historic Sites · Childrens Museums
Side Trips

Los Angeles — 25 nights

City of Angels

Explore Los Angeles' surroundings by going to Christ Cathedral (in Garden Grove), San Diego (Balboa Park, Spanish Village Art Center, &more) and Anaheim (Luigi's Rollickin' Roadsters, Guardians of the Galaxy – Mission: BREAKOUT!, &more). Pack the 2nd (Tue) with family-friendly diversions at Disneyland Park. Pack the 17th (Wed) with family-friendly diversions at Universal Studios Hollywood. There's lots more to do: examine the collection at The Getty Center, kick back and relax at La Jolla Cove, appreciate the extensive heritage of Santa Monica Pier, and look and learn at Griffith Observatory.

To see reviews, more things to do, and tourist information, refer to the Los Angeles trip tool.

You can fly from Chicago to Los Angeles in 6 hours. Other options are to drive; or do a combination of train and bus. The time zone difference when traveling from Chicago to Los Angeles is minus 2 hours. Traveling from Chicago in May, you can expect nighttime temperatures to be a bit warmer in Los Angeles, with lows of 17°C. Finish up your sightseeing early on the 26th (Fri) so you can catch the flight back home.
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Parks · Museums · Theme Parks · Fun & Games
Side Trips