14 days in Los Angeles & Illinois Itinerary

14 days in Los Angeles & Illinois Itinerary

Created using Inspirock United States travel route planner

Make it your trip
1
Los Angeles
— 7 nights
Fly
2
Chicago
— 6 nights
Fly

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Los Angeles

— 7 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.
Venture out of the city with trips to Anaheim (Guardians of the Galaxy – Mission: BREAKOUT!, Disneyland Park, &more). The adventure continues: get in on the family fun at Universal Studios Hollywood, examine the collection at The Getty Center, admire the majestic nature at Topanga State Park, and appreciate the extensive heritage of Santa Monica Pier.

To see maps, other places to visit, more things to do, and other tourist information, read Los Angeles trip planner.

Use the Route module to find travel options from your starting location to Los Angeles. In May, daily temperatures in Los Angeles can reach 75°F, while at night they dip to 59°F. Wrap up your sightseeing by early afternoon on the 1st (Mon) to allow enough time to travel to Chicago.

Things to do in Los Angeles

Theme Parks · Museums · Parks · Historic Sites

Side Trips

Chicago

— 6 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: explore the world behind art at The Art Institute of Chicago, take a stroll through The Magnificent Mile, get curious at Museum of Science and Industry, and get to know the resident critters at Lincoln Park Zoo.

To find ratings, where to stay, and tourist information, go to the Chicago attractions app.

Traveling by flight from Los Angeles to Chicago takes 7.5 hours. Alternatively, you can drive; or do a combination of bus and train. Due to the time zone difference, you'll lose 2 hours traveling from Los Angeles to Chicago. In June in Chicago, expect temperatures between 81°F during the day and 63°F at night. Cap off your sightseeing on the 7th (Sun) early enough to travel back home.

Things to do in Chicago

Museums · Parks · Childrens Museums · Tours

Illinois travel guide

4.4
Observation Decks · Parks · Art Museums
The Prairie State
The most populous state in the country's Midwest region, Illinois features a diverse landscape that includes both the enormous urban sprawl of Chicago and flat central plains, devoted almost entirely to farmland. With a great selection of things to do, Chicago is the state's centerpiece, featuring world-famous architecture and renowned museums. Farther away from this giant urban center, you can explore historical landmarks dedicated to local heroes Abraham Lincoln and Ernest Hemingway. The state also includes a prehistoric Native American site, one of only 20 World Heritage Sites in the United States, a unique feature well-worth adding to your itinerary.