24 days in Chicago & Los Angeles Itinerary

24 days in Chicago & Los Angeles Itinerary

Created using Inspirock United States visit planner

Make it your trip
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Chicago
— 8 nights
Drive
2
Los Angeles
— 13 nights
Fly

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Chicago

— 8 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Family-friendly places like The Art Institute of Chicago and Field Museum will thrill your kids. Explore Chicago's surroundings by going to Basilica of the Sacred Heart (in South Bend), Whiskey Acres Distilling Co. (in DeKalb) and Silver Beach Carousel (in Saint Joseph). There's much more to do: engage your brain at Museum of Science and Industry, pause for some photo ops at Cloud Gate, stroll around Millennium Park, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

Planning Chicago trip won't be overwhelming when you use Inspirock's itinerary maker.

If you are flying in from Philippines, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In October, plan for daily highs up to 21°C, and evening lows to 11°C. Wrap up your sightseeing on the 13th (Sun) to allow time to travel to Los Angeles.

Things to do in Chicago

Museums · Parks · Childrens Museums · Fun & Games

Side Trips

Los Angeles

— 13 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.
Attractions like Disneyland Park and Disney California Adventure Park make great kid-friendly stops. You'll find plenty of places to visit near Los Angeles: Anaheim (Downtown Disney District, Luigi's Rollickin' Roadsters, &more), Old Mission Santa Barbara (in Santa Barbara) and Santa Monica Pier Aquarium (in Santa Monica). There's lots more to do: find something for the whole family at Universal Studios Hollywood, kick back and relax at Santa Monica Bay, don't miss a visit to Hollywood Walk of Fame, and take a leisurely stroll along Santa Monica Pier.

To find traveler tips, maps, photos, and other tourist information, use the Los Angeles day trip planning site.

You can drive from Chicago to Los Angeles in 32 hours. Other options are to fly; or drive; or do a combination of train and bus. The time zone difference moving from Central Standard Time (CST) to Pacific Standard Time (PST) is minus 2 hours. Prepare for somewhat warmer weather when traveling from Chicago in October: high temperatures in Los Angeles hover around 32°C and lows are around 19°C. Wrap up your sightseeing on the 27th (Sun) to allow time to travel back home.

Things to do in Los Angeles

Theme Parks · Parks · Museums · Fun & Games

Side Trips