Southwest® flights from Los Angeles to Chicago (O'Hare) from $114
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Low fares from Los Angeles to Chicago (O'Hare)
$
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 02/17/2026
One-way
Basic
From
$48
Seen: 33 minutes ago
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 01/13/2026
One-way
Basic
From
$48
Seen: 1 hour ago
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 02/17/2026
One-way
Choice
From
$68
Seen: 33 minutes ago
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 01/13/2026
One-way
Choice
From
$68
Seen: 1 hour ago
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 01/20/2026
One-way
Basic
From
$99
Seen: 46 minutes ago
Los Angeles (LAX)to
Chicago (Midway) (MDW)
Depart: 02/10/2026
One-way
Basic
From
$99
Seen: 20 minutes ago
Explore flights from Los Angeles to Chicago (O'Hare)
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Travel tips for your next Southwest flight
How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.
Enjoy movies, sips, and snacks during your flight.
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Departing from:
Los Angeles International Airport
Arriving at:
O'Hare International Airport
Distance:
1744 miles
Route Information
144† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Explore Chicago (O'Hare)
From world-class playhouses to famous music venues, museums, art galleries, and more, there’s something for everyone to enjoy while visiting Chicago. Since it’s a city of neighborhoods, you can find the unique flavor of a variety of cultures and ethnicities easily. Within a mile radius, you can find traditional soul food, tacos from multiple regions of Mexico, heartwarming pho, and Little India’s host of dining delights, all thanks to the diverse population of the city.
For history buffs, the Field Museum offers a great opportunity to explore the natural history of the U.S. as well as the Midwest. Its history dates back to the 1893 World’s Columbian Exposition in Chicago, which saw the invention of the Ferris wheel. The Field Museum became the home of the many collections from the exposition, like anthropological artifacts and geological specimens. Today the museum may be best known for its famous dinosaur SUE, the biggest and most complete Tyrannosaurus rex ever discovered, as well as displays of Egyptian mummies and the man-eating lions of Tsavo. The Field Museum is a gem of Chicago with many other world-renown collections of 40 million objects.
Questions we hear the most
There are 144 weekly flights from Los Angeles to Chicago (O'Hare) on Southwest Airlines.
To find the lowest fares by day and time to fly Los Angeles to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
You can rent a car at O'Hare International Airport book yours with your flight.
Yes! Flights from Los Angeles to Chicago (O'Hare)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.
Explore Flights from Other Popular Origins
Popular Flights from Los Angeles
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
7Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.