Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Los Angeles (LAX) to Chicago (Midway) now!
Looking for low fares? Check out this upcoming flight:
Los Angeles (LAX), CA to Chicago (Midway), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 22 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Looking for more low-fare flights?
Check out the Low Fare Calendar to find a fare that works for you. Just choose the month you want to depart and return, and we’ll show you the best fares available.
Find low faresTravel tips for your next Southwest flight
How to board the plane earlier:
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.
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.
Take advantage of free same-day standby9.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
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!
| Fare | Fly one-way from $115 (departing on 7/4)* |
|---|---|
| Departing from | Los Angeles International Airport (LAX) |
| Arriving at | Chicago Midway International Airport (MDW) |
| Average flight time | 4 hours 3 minutes |
| Distance | 1750 miles |
| Red-eye flights | Available†† |
| 93† | Weekly flights |
|---|---|
| 4‡ | Nonstop flights per day Monday through Friday |
| 4 ‡ | Nonstop flights on Saturday |
| 3 ‡ | Nonstop flights on Sunday |
Other popular flights from Los Angeles (LAX):
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 6/1/2025 and 6/30/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 6/1/2025 and 6/30/2025.
††Red-eye service between LAX and MDW begins 3/6/2025.
Explore Chicago.
While Los Angeles may have unseated Chicago as the Second City by population size, there's still plenty that keeps the City of the Big Shoulders standing tall. Take the skyline, for example: This iconic collection of skyscrapers and high rises is famous for a reason. Visit the Willis Tower (or the Sears Tower, as many locals still call it)—the tallest building in the Western hemisphere—and step out onto the famous, four-foot-long Chicago Skydeck Ledge that lets you gaze straight down onto the city streets from 1,353 feet up in the air. Prefer to stay planted on terra firma? There are walking tours in nearly every corner of the City of Neighborhoods, from gangster-era crime tours about Al Capone to architectural tours for lovers of Frank Lloyd Wright. If you'd dig a river-roaming adventure rather than air or land, check out the boat tours on the Chicago River.
Hungry for more of Chicago? When you disembark from Midway, a quick ride on the Orange Line of the CTA will bring you right into the Loop—Chicago's downtown. From there, you can make it to nearly every portion of the city by hopping on the train line of your choosing (or transferring to the vast network of buses). Cabs, rideshares, and rental cars are options too, of course, but the public transit of the Windy City can be an adventure all its own. Connect to sleepy neighborhoods with hidden gems, venture to the Magnificent Mile for world-class shopping, or explore Restaurant Row for Michelin-starred cuisine. Neighborhood bars and hole-in-the-wall hotdog joints, though, are worth the trek into the Bungalow belts (either north or south, your pick) to explore.
Flying from Los Angeles (LAX) to Chicago (Midway) with Southwest lets you spend less on the trip and more on taking in your destination. Maximize your savings by exploring our deals on rental cars, hotels, and more. We even have whole vacation packages if you'd like to round out your trip while protecting your wallet. Whether you're in Chicago just briefly or for an extended period of time, your trip will go smoothly with Southwest.
Questions we hear the most
The average flight time from Los Angeles (LAX) to Chicago (Midway) is 4 hours 3 minutes.
There are 93 weekly flights from Los Angeles (LAX) to Chicago (Midway) on Southwest Airlines.
Yes, Southwest flies nonstop from Los Angeles (LAX) to Chicago (Midway) 4 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Los Angeles (LAX) to Chicago (Midway) 4 times per day on Saturdays and 3 times per day on Sundays.
To find the lowest fares by day and time to fly Los Angeles (LAX) to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
You can rent a car at Chicago Midway International Airport—book yours with your flight.
Yes! Flights from Los Angeles (LAX) to Chicago (Midway)—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.
Visit the Southwest Airlines® Help Center for helpful information and answers to frequently asked questions.
Yes, Southwest offers red-eye flights from Los Angeles (LAX) to Chicago (Midway)10. Find out what to expect when you take a red-eye flight with Southwest.
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.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet 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.
8Flights 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.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.
10Red-eye service between LAX and MDW begins 3/6/2025.