8 days in Chicago & Los Angeles Itinerary

8 days in Chicago & Los Angeles Itinerary

Created using Inspirock United States holiday planner

Make it your trip
Fly
1
Chicago
— 3 nights
Fly
2
Los Angeles
— 4 nights
Fly

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Chicago

— 3 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: admire the masterpieces at The Art Institute of Chicago, don't miss a visit to Skydeck Chicago - Willis Tower, take in the waterfront at Navy Pier, and engage your brain at Museum of Science and Industry.

For maps, traveler tips, ratings, and other tourist information, you can read our Chicago day trip planning site.

Nashville to Chicago is an approximately 3-hour flight. You can also drive; or take a bus. Expect slightly colder weather when traveling from Nashville in June: highs in Chicago hover around 81°F, while lows dip to 63°F. Wrap up your sightseeing on the 16th (Wed) to allow time to fly to Los Angeles.

Things to do in Chicago

Museums · Parks · Childrens Museums · Zoos & Aquariums
Find places to stay Jun 13 — 16:

Los Angeles

— 4 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.
Get out of town with these interesting Los Angeles side-trips: San Diego (Marston House Museum & USS Midway Museum) and Disneyland Park (in Anaheim). Pack the 20th (Sun) with family-friendly diversions at Universal Studios Hollywood. And it doesn't end there: see the sky in a new way at Griffith Observatory, examine the collection at The Getty Center, enjoy the sand and surf at Santa Monica State Beach, and take in the waterfront at Santa Monica Pier.

For ratings, other places to visit, and other tourist information, you can read our Los Angeles travel planner.

Traveling by flight from Chicago to Los Angeles takes 6 hours. Alternatively, you can drive; or do a combination of train and bus. You'll gain 2 hours traveling from Chicago to Los Angeles due to the time zone difference. In June in Los Angeles, expect temperatures between 79°F during the day and 62°F at night. Finish your sightseeing early on the 20th (Sun) to allow enough time to fly back home.

Things to do in Los Angeles

Theme Parks · Museums · Beaches · Outdoors

Side Trips

Find places to stay Jun 16 — 20: