$99 Cheap Flights from Chicago (MDW) to Los Angeles (LAX)

View $99 flight on Wed, Aug 13, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Los Angeles Intl. (LAX)

Cheap Flights from Chicago to Los Angeles (MDW-LAX)

Prices were available within the past 7 days and start at $99 for one-way flights and $164 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Sep 6 - Wed, Sep 10
MDW
Chicago
LAX
Los Angeles
$164 Roundtrip, found 5 days ago
$164
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Chicago to Los Angeles, returning Wed, Sep 10, priced at $164 found 5 days ago
Southwest Airlines
Sun, Oct 5 - Sun, Oct 12
MDW
Chicago
LAX
Los Angeles
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sun, Oct 5 from Chicago to Los Angeles, returning Sun, Oct 12, priced at $179 found 4 days ago
Southwest Airlines
Sat, Sep 6 - Wed, Sep 10
MDW
Chicago
LAX
Los Angeles
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Sep 6 from Chicago to Los Angeles, returning Wed, Sep 10, priced at $180 found 5 days ago
Southwest Airlines
Fri, Sep 12 - Fri, Sep 19
MDW
Chicago
LAX
Los Angeles
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Sep 12 from Chicago to Los Angeles, returning Fri, Sep 19, priced at $182 found 3 days ago
Southwest Airlines
Sat, Dec 13 - Wed, Dec 17
MDW
Chicago
LAX
Los Angeles
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Dec 13 from Chicago to Los Angeles, returning Wed, Dec 17, priced at $189 found 4 days ago
Southwest Airlines
Tue, Aug 19 - Sat, Aug 23
MDW
Chicago
LAX
Los Angeles
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Aug 19 from Chicago to Los Angeles, returning Sat, Aug 23, priced at $190 found 3 days ago
Southwest Airlines
Sat, Aug 16 - Tue, Aug 26
MDW
Chicago
LAX
Los Angeles
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 16 from Chicago to Los Angeles, returning Tue, Aug 26, priced at $193 found 3 days ago
Frontier Airlines
Mon, Aug 25 - Sat, Aug 30
MDW
Chicago
LAX
Los Angeles
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 25 from Chicago to Los Angeles, returning Sat, Aug 30, priced at $196 found 3 days ago
Southwest Airlines
Tue, Oct 28 - Sat, Nov 1
MDW
Chicago
LAX
Los Angeles
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Southwest Airlines flight, departing Tue, Oct 28 from Chicago to Los Angeles, returning Sat, Nov 1, priced at $197 just found
Southwest Airlines
Tue, Aug 12 - Wed, Aug 13
MDW
Chicago
LAX
Los Angeles
$198 Roundtrip, found 18 hours ago
$198
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Tue, Aug 12 from Chicago to Los Angeles, returning Wed, Aug 13, priced at $198 found 18 hours ago

Find the cheapest month to fly from Chicago (MDW) to Los Angeles (LAX)

September is typically the cheapest month to fly

From $118 - $368 per traveler.

Graph displaying average flight prices per month

Alternative airports near Los Angeles

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Bob Hope BUR. Average driving time to city center is 18 minutes. Flights from $515
BUR
Bob Hope
Average driving time to city center18 min
Flights from $515
Select flight to Long Beach Municipal LGB. Average driving time to city center is 27 minutes. Flights from $421
LGB
Long Beach Municipal
Average driving time to city center27 min
Flights from $421
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Flights from Chicago (MDW) to Los Angeles (LAX)
Origin airport
Midway Intl.
Destination airport
Los Angeles Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$164
Distance
1747 mi

Chicago to Los Angeles Flights

The cheapest times to fly from Chicago to Los Angeles

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Los Angeles are during the month of September. You can find some of the cheapest flights from Chicago to Los Angeles with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Los Angeles

Sunday is one of the best days to book for cheap flights from Chicago to Los Angeles: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Los Angeles

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Los Angeles in 2025. You can also book with separate airlines for your outbound and return journeys, from $99 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Los Angeles flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Los Angeles airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX) cost?
Score cheap return flights from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX) starting from $147. Grab your seat and get ready for takeoff. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and Spirit Airlines flight leaving MDW on August 8 2025 and touching down at LAX. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from MDW to LAX?
The cheapest flights from MDW to LAX are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
Board a nonstop flight with Southwest Airlines and travel straight from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX).
What is the cheapest airline that flies from MDW to LAX?
Currently, the cheapest airline offering one-way flights from MDW to LAX is Southwest Airlines. You can book a seat on this route from $82. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on October 8 2025. Prices were last updated on July 13 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
Each day on average, 3 nonstop flights take off from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX). Choose the departure date that best fits your itinerary.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
More people fly between MDW and LAX at 9 AM than at any other time of day. Looking for a quieter experience? Pick a flight outside the busiest times and there's a chance you'll save on your fare as well.
What day of the week has the most flights from MDW to LAX?
Friday has the most flights from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX). Consider taking off on this day and you'll have a greater chance of finding a departure that fits your schedule.
What is the earliest flight from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
Catch the earliest flight at around 7:00AM UTC-6, heading out of Midway Intl. Airport (MDW). You'll be flying for approximately 4h 45m, coming in to land at Los Angeles Intl. Airport (LAX) at approximately 9:45AM UTC-8.
How long does it take to fly from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
It takes roughly 4 hours and 42 minutes to travel the 1,750 mi from MDW to LAX.
What is the best time to fly from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
To arrive at Los Angeles Intl. Airport (LAX) without delays, choose a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Los Angeles from Midway Intl. Airport (MDW)?
You can arrive at any of these Los Angeles airports after your direct flight from Midway Intl. Airport (MDW):

  • Los Angeles Intl. Airport (LAX)
  • Long Beach Municipal Airport (LGB)
  • Los Angeles - Ontario Intl. Airport (ONT)

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX) last-minute?
Last-minute fares from MDW to LAX are usually more expensive. To secure the cheapest rates, start looking for flights as soon as possible. That said, if your travel plans are flexible, it's possible to find a cheap fare right before you leave.
Is it cheaper to book a MDW to LAX flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to LAX flight and hotel package with Expedia could lead to significant savings. Better yet, managing everything in one place will take the stress out of planning your trip. Simply secure your flights and choose from our wide range of hotels, then tailor your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Los Angeles Intl. Airport (LAX)?
In most instances, you can cancel or reschedule your MDW to LAX flight. However, additional fees may apply, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you need more information, go to our Customer Service portal.

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*Available to One Key members.