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$99+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Los Angeles to Chicago Midway are usually found in January or February, 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 July 29, 2025.

Round-trip from

$197
(Southwest)

One-way from

$99
(Southwest)

Popular in

December

Cheapest in

January

Average price

$337

Good round-trip deal

$231 or less

Good one-way deal

$185 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. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 8/3011:15 pmLAX - MDW
Nonstop3h 55mSouthwest
Sat 9/68:50 pmMDW - LAX
Nonstop4h 20mSouthwest
Deal found 7/29$197
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/39:45 amLAX - MDW
1 stop9h 41mDelta
Wed 9/109:15 amMDW - LAX
1 stop7h 44mDelta
Deal found 7/29$217
This Cheapflightsfares deal was found by Cheapflights users on 7/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/71:18 pmLAX - MDW
1 stop7h 40mFrontier
Mon 10/136:15 amMDW - LAX
1 stop8h 08mFrontier
Deal found 7/27$236

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 July 29, 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

Sat 8/30

11:15 pm-5:10 am

Nonstop3h 55m

Chicago Midway

Sat 9/6

8:50 pm-11:10 pm

Nonstop4h 20m

$197

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Wed 9/3

9:45 am-9:26 pm

1 stop9h 41m

Chicago Midway

Wed 9/10

9:15 am-2:59 pm

1 stop7h 44m

$217

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Tue 10/7

1:18 pm-10:58 pm

1 stop7h 40m

Chicago Midway

Mon 10/13

6:15 am-12:23 pm

1 stop8h 08m

$236

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Sat 8/30

11:15 pm-5:10 am

Nonstop3h 55m

$99

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Mon 8/25

6:30 am-12:24 am

1 stop15h 54m

$100

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Tue 9/16

9:40 pm-9:40 am

1 stop10h 00m

$109

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Thu 10/2

5:30 am-11:16 am

3 stops27h 46m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 25, 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 July 29, 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 July 27, 2025.

Travelers seeking maximum savings on their Los Angeles to Chicago Midway Airport flight should consider departing on Saturday 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.

Weekly flight availability from Los Angeles to Chicago Midway Airport

Explore weekly flight availability from Los Angeles to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 29, 2025.

The most flights from LAX to MDW are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

What’s the top layover airport for flights from Los Angeles to Chicago Midway Airport?

Share of 1-stop round-trip flights from Los Angeles to Chicago Midway Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

Phoenix (PHX) – chosen by Cheapflights users on 38% of 1-stop itineraries from Los Angeles to Chicago Midway Airport on Cheapflights.

What’s the cheapest layover airport for flights from Los Angeles to Chicago Midway Airport?

Average round-trip fare for 1-stop flights from Los Angeles to Chicago Midway Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Phoenix (PHX) is the most affordable 1-stop option, with an average round-trip price of $192.

What’s the fastest layover option from Los Angeles to Chicago Midway Airport?

Shortest average travel time for 1-stop one-way flights from Los Angeles to Chicago Midway Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Phoenix (PHX) have the shortest average one-way travel time for 1-stop routes: 4h 23m.

Which airport typically offers the quickest layover for flights from Los Angeles to Chicago Midway Airport?

Average layover duration for 1-stop one-way flights from Los Angeles to Chicago Midway Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Dallas (DFW) offer the fastest connection on this route, with an average layover time of 2h 50m.

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 July 29, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Frontier 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
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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 4 outbound flights to Chicago Midway per day.

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

    Southwest, at $197, was found to be the cheapest airline from Los Angeles to Chicago Midway Airport.Alternate airlines to your destination round-trip include Delta and Frontier. Users have found that Southwest is 40% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Los Angeles to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Los Angeles to Chicago Midway Airport are Southwest ($99), Frontier ($100), and Delta ($109).

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

    On average you can expect to pay $272 for a flight from Los Angeles to Chicago Midway Airport. The cheapest flight overall is $108 while the most popular route, (Los Angeles - Chicago Midway) is currently priced at $197.

  • 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
Valparaiso
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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$67Average$210FlexibilityNo cancel feeOn-time65%
FrontierCheapest$110Average$253FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$268FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$191Average$348FlexibilityNo cancel feeOn-time63%
DeltaCheapest$236Average$338FlexibilityNo cancel feeOn-timeN/A

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