Southwest® flights from Chicago (Midway) to Los Angeles from $100

A flight from Midway to Los Angeles is a quick way to swap the Windy City for California sunshine. Southwest Airlines offers frequent nonstop service between Chicago Midway and Los Angeles International Airport for travelers looking to balance business, leisure, and maybe even some Hollywood magic.

Here’s what you can expect on your cross-country flight from Midway to LAX:

• Average flight time: 4 hours
• Miles traveled (approximate): 1,750 miles
• Time zone change: Central to Pacific (+2 hours)

Getting from LAX to Los Angeles and Nearby Areas

The stories about Southern California traffic are true, but you’ve got more options than you might expect for getting around in LA. Here are a few to get you started.

• Rental cars and rideshares: A rental car or a rideshare can typically get you to Santa Monica in approximately 30 minutes, or to LA in around 45—dependent on traffic, of course.
• LAX FlyAway bus: This convenient shuttle provides direct trips from LAX to Union Station in downtown LA.
• Metro: Connect to the Metro C Line via a quick shuttle ride for an affordable way to explore LA and its surrounding areas.

How to Find Cheap Flights from Chicago to Los Angeles

A little planning goes a long way when you’re looking for opportunities to score cheap flights to Los Angeles from Chicago. Saving money on your flight means more to spend on crafting that perfect Oscars red-carpet look. (That’s why you’re here, right?)

• Flex your options: Check the Southwest Low Fare Calendar if you have flexible dates to find our lowest prices.
• Book early: The farther in advance you can book your tickets, the more you’ll typically save.
• Travel midweek: Often, the best deals on Southwest MDW to LAX flights are midweek flights on Tuesdays and Wednesdays, when fewer people usually travel.
• Set alerts: Keep an eye on seasonal promotions, exclusive member offers, and fare sales to snap up a bargain.

What’s the Best Time to Visit Los Angeles from Chicago?

Thanks to a mild year-round climate, the best time to visit Los Angeles is really whenever you need a break from Chicago weather. Summer brings the biggest crowds and highest demand for flights as families flock to the theme parks, boardwalks, and beaches. (Then again, if we know Chicagoans, you’ll be packing every moment of summer full of the maximum amount of baseball, hot dogs, and music.)

For a more relaxed trip, consider visiting LA in the spring or fall. Temperatures are still warm and pleasant, but the heavy tourist rush fades. And if you’re desperate to escape a Chicago winter, Southern California is still beautiful from November through March. Just remember that this is also California’s rainy season, so the weather may not be as reliably gorgeous as other times of year.