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Midway

$81+ Cheap flights from Los Angeles (LAX) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — MDW
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Los Angeles to Chicago Midway are usually found in January or September, booked 37 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

Cheap flight deals from Los Angeles to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Los Angeles (LAX) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated septiembre 11, 2025.

Round-trip from

$153
(Kiwi.com)

One-way from

$81
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$274

Good round-trip deal

$294 or less

Good one-way deal

$198 or less
From Los Angeles to Chicago Midway
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One-way flight from Los Angeles to Chicago Midway
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Highest demand for flights based on searches. 3% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Los Angeles to Chicago Midway.
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Price to beat on a one-way flight from Los Angeles to Chicago Midway.
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Find flight deals from Los Angeles to Midway

Cheapest flights from Los Angeles to Midway
Explore the most affordable flight options available from Los Angeles to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/257:50 pmLAX - MDW
1 stop23h 02mMultiple Airlines
lun. 9/297:03 pmMDW - LAX
1 stop17h 53mMultiple Airlines
Deal found 9/10$153
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/312:25 pmLAX - MDW
1 stop20h 12mFrontier
dom. 11/25:30 amMDW - LAX
1 stop8h 45mFrontier
Deal found 9/10$156
This Booking.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/266:44 amLAX - MDW
1 stop15h 52mFrontier
lun. 10/2712:11 pmMDW - LAX
1 stop14h 14mFrontier
Deal found 9/11$158
This Flightnetwork deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/266:44 amLAX - MDW
1 stop15h 52mFrontier
dom. 11/29:00 amMDW - LAX
1 stop10h 44mFrontier
Deal found 9/11$161
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/22:03 pmLAX - MDW
1 stop23h 50mFrontier
dom. 10/510:13 amMDW - LAX
1 stop23h 59mFrontier
Deal found 9/11$162
This Booking.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/262:21 pmLAX - MDW
1 stop17h 30mFrontier
lun. 9/294:48 pmMDW - LAX
1 stop9h 39mFrontier
Deal found 9/10$163
This Kiwi.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/242:15 pmLAX - MDW
1 stop23h 54mFrontier
lun. 10/275:20 pmMDW - LAX
1 stop26h 45mFrontier
Deal found 9/9$164
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/111:15 pmLAX - MDW
Nonstop3h 55mSouthwest
sáb. 10/49:00 pmMDW - LAX
Nonstop4h 30mSouthwest
Deal found 9/11$165
This Priceline deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/251:45 pmLAX - MDW
1 stop6h 13mFrontier
sáb. 9/276:15 amMDW - LAX
1 stop7h 58mFrontier
Deal found 9/10$166
This Mytrip deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/271:08 pmLAX - MDW
1 stop8h 09mFrontier
sáb. 10/411:21 amMDW - LAX
1 stop22h 51mFrontier
Deal found 9/10$167
This Booking.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/262:21 pmLAX - MDW
1 stop17h 30mFrontier
dom. 9/2810:13 amMDW - LAX
1 stop23h 59mFrontier
Deal found 9/10$168
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/262:21 pmLAX - MDW
1 stop17h 30mMultiple Airlines
lun. 9/297:03 pmMDW - LAX
1 stop17h 53mMultiple Airlines
Deal found 9/10$169

Cheapflights Fare Finder

 
Customize your flight search to find flights from Los Angeles to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
Use the filters below to find and compare flights from Los Angeles to Chicago Midway Airport that are best for you.

Fly from

Los Angeles

Fly to

Midway

Route

Depart

Return

Price

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mar. 10/21

11:00 pm-5:00 am

Nonstop4h 00m

Chicago Midway

vie. 10/24

5:05 am-7:30 am

Nonstop4h 25m

$181

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mié. 12/3

11:00 pm-5:00 am

Nonstop4h 00m

Chicago Midway

vie. 12/5

1:25 pm-6:25 pm

1 stop7h 00m

$191

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

sáb. 10/25

5:00 am-1:00 pm

1 stop6h 00m

Chicago Midway

lun. 10/27

6:25 pm-10:40 pm

1 stop6h 15m

$196

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mié. 10/1

11:30 pm-8:53 am

1 stop7h 23m

Chicago Midway

mar. 10/7

9:20 am-3:00 pm

1 stop7h 40m

$197

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mar. 10/7

10:25 pm-8:40 am

1 stop8h 15m

Chicago Midway

sáb. 10/11

4:23 pm-12:29 am

1 stop10h 06m

$197

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

lun. 10/6

11:00 pm-5:00 am

Nonstop4h 00m

Chicago Midway

sáb. 10/11

4:30 pm-6:55 pm

Nonstop4h 25m

$197

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mar. 10/7

3:10 pm-10:40 pm

1 stop5h 30m

Chicago Midway

vie. 10/31

8:15 am-1:05 pm

1 stop6h 50m

$201

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mié. 12/10

9:00 pm-5:05 am

1 stop6h 05m

Chicago Midway

vie. 12/12

7:00 pm-11:00 pm

1 stop6h 00m

$201

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

lun. 10/20

10:25 pm-8:40 am

1 stop8h 15m

Chicago Midway

sáb. 10/25

9:20 am-3:00 pm

1 stop7h 40m

$207

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

mié. 10/1

11:30 pm-8:53 am

1 stop7h 23m

Chicago Midway

vie. 10/3

1:08 pm-5:48 pm

1 stop6h 40m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 22 results
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The best insider tips for Los Angeles to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Los Angeles to Chicago Midway Airport trip
Airports
LAX

For shorter lines, head to the Tom Bradley International Terminal, especially in the morning and midday hours.

Read more about LAXby Ramsey Qubein
MDW

Use the Orange Line train for a quick, 30-minute ride to Chicago's city center from MDW.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW and LAX

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Los Angeles to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Los Angeles with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Los Angeles to Chicago Midway Airport

How far ahead should I book a flight from Los Angeles to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Los Angeles to Midway. Price data was last updated on August 29, 2025.

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Los Angeles to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Los Angeles to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Los Angeles to Chicago Midway Airport (average of $160). Flying from Los Angeles to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LAX to MDW?

Find hourly flight availability from Los Angeles to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 11, 2025.

It’s typically best to fly out from Los Angeles to Chicago Midway Airport in the afternoon. Doing so could potentially save you 34% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Los Angeles to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Los Angeles to Midway. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Los Angeles to Chicago Midway Airport flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated septiembre 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Los Angeles to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Los Angeles to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Los Angeles to Chicago Midway?

    Los Angeles (LAX), located 9.4 mi from the city center, is the airport you fly out of when you book flights from Los Angeles to Chicago Midway. 5 airlines have flights from Los Angeles to Chicago Midway on a regular basis. Booking flights from Los Angeles to Chicago Midway should not be difficult; the airport handles an average of 3 outbound flights to Chicago Midway per day.

  • How long is the flight from Los Angeles to Chicago Midway Airport?

    Departing from Los Angeles to Chicago Midway Airport will take you 4h. Los Angeles and Chicago Midway Airport are separated by a distance of 1746 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Los Angeles to Chicago Midway Airport round-trip?

    Spirit Airlines, at $97, was found to be the cheapest airline from Los Angeles to Chicago Midway Airport.Alternate airlines to your destination round-trip include Frontier and United Airlines. Users have found that Spirit Airlines is 70% cheaper than the other options available to this destination.

  • What are the cheapest flights from Los Angeles to Chicago Midway Airport?

    On average you can expect to pay $303 for a flight from Los Angeles to Chicago Midway Airport. The cheapest flight overall is $106 while the most popular route, (Los Angeles - Chicago Midway) is currently priced at $153.

  • Can I find deals for flights from Los Angeles to Midway that include hotel bookings?

    Yes. In addition to deals on Los Angeles to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Los Angeles to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Los Angeles to Midway.

  • Can I find deals for business class flights from Los Angeles to Midway?

    Yes. Cheapflights offers flight deals from Los Angeles to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Los Angeles to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Los Angeles to Chicago Midway Airport (average of $160). Flying from Los Angeles to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Los Angeles to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Los Angeles to Midway

Discover the top 5 airlines that operate flights from Los Angeles to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$97Average$215FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$268FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$325FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$203Average$353FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$338FlexibilityNo cancel feeOn-timeN/A

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