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Midway

$110+ Cheap flights from California 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — MDW
Jun 25 — Jul 21
Thu 6/25
Thu 7/2
1 adult, Economy
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Cheap flight deals from California to Midway

Cheapest flights from California to Midway
Explore the most affordable flight options available from California to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 26, 2026.

This Southwest deal was found by Cheapflights users on 5/25. 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.
Wed 7/155:00 am
LAX
-
MDW
1 stop5h 25m
Southwest
Tue 7/285:30 am
MDW
-
LAX
Nonstop4h 15m
Southwest
Deal found 5/25$211
This Southwest deal was found by Cheapflights users on 5/25. 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.
Tue 8/47:30 am
LAX
-
MDW
1 stop6h 40m
Southwest
Wed 8/199:25 am
MDW
-
LAX
1 stop5h 40m
Southwest
Deal found 5/25$216
This Southwest deal was found by Cheapflights users on 5/23. 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.
Wed 9/91:55 pm
LAX
-
MDW
Nonstop3h 55m
Southwest
Wed 9/168:50 pm
MDW
-
LAX
Nonstop4h 20m
Southwest
Deal found 5/23$219
This Southwest deal was found by Cheapflights users on 5/21. 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.
Wed 7/89:10 pm
LAX
-
MDW
1 stop6h 15m
Southwest
Wed 7/155:25 am
MDW
-
LAX
1 stop6h 10m
Southwest
Deal found 5/21$221
This Southwest deal was found by Cheapflights users on 5/23. 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.
Tue 8/186:00 am
LAX
-
MDW
Nonstop4h 00m
Southwest
Wed 8/199:25 am
MDW
-
LAX
1 stop5h 40m
Southwest
Deal found 5/23$225
This Southwest deal was found by Cheapflights users on 5/25. 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.
Wed 8/511:55 pm
LAX
-
MDW
Nonstop4h 00m
Southwest
Tue 8/188:45 pm
MDW
-
LAX
Nonstop4h 20m
Southwest
Deal found 5/25$226
This Southwest deal was found by Cheapflights users on 5/21. 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.
Wed 7/82:20 pm
LAX
-
MDW
1 stop6h 45m
Southwest
Tue 7/145:35 am
MDW
-
LAX
Nonstop4h 15m
Southwest
Deal found 5/21$229
This Southwest deal was found by Cheapflights users on 5/21. 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.
Wed 10/76:30 am
LAX
-
MDW
Nonstop3h 55m
Southwest
Wed 10/147:50 am
MDW
-
LAX
2 stops8h 10m
Southwest
Deal found 5/21$230
This Southwest deal was found by Cheapflights users on 5/25. 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.
Thu 10/223:15 pm
LAX
-
MDW
Nonstop3h 55m
Southwest
Tue 10/274:45 pm
MDW
-
LAX
1 stop5h 35m
Southwest
Deal found 5/25$232
This Southwest deal was found by Cheapflights users on 5/23. 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.
Tue 9/156:00 am
LAX
-
MDW
Nonstop4h 00m
Southwest
Tue 9/226:40 am
MDW
-
LAX
2 stops7h 55m
Southwest
Deal found 5/23$234
This Southwest deal was found by Cheapflights users on 5/21. 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.
Thu 9/245:20 am
LAX
-
MDW
Nonstop4h 00m
Southwest
Tue 9/2912:20 pm
MDW
-
LAX
Nonstop4h 15m
Southwest
Deal found 5/21$235
This Southwest deal was found by Cheapflights users on 5/22. 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.
Mon 9/145:15 pm
LAX
-
MDW
Nonstop3h 50m
Southwest
Wed 9/1610:10 am
MDW
-
LAX
1 stop6h 50m
Southwest
Deal found 5/22$236

Find flight deals from California to Midway

Keep the following information in mind while searching for California to Midway flight deals. Data was last updated May 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(Southwest)

One-way from

$110
(Southwest)

Popular in

February

Cheapest in

September

Average price

$347

Good round-trip deal

$391 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Los Angeles-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Los Angeles-Chicago (CHI) flights.
Search Deals
From California to Chicago Midway
Search Deals
One-way flight from California to Chicago Midway
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from California to Chicago Midway.
Search Deals
Price to beat on a one-way flight from California to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from California 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 May 26, 2026.
Use the filters below to find and compare flights from California to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Tue 7/7

8:35 pm-5:00 am

1 stop6h 25m

Chicago Midway

Tue 7/14

5:25 am-9:35 am

1 stop6h 10m

$239

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Mon 8/17

3:15 pm-11:15 pm

1 stop6h 00m

Chicago Midway

Sat 8/22

2:50 pm-5:05 pm

Nonstop4h 15m

$271

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 8/18

12:20 am-5:40 am

Nonstop3h 20m

Chicago Midway

Wed 8/26

10:10 am-1:25 pm

1 stop5h 15m

$283

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Tue 9/8

6:55 am-3:25 pm

1 stop6h 30m

Chicago Midway

Mon 9/14

8:50 pm-10:40 pm

Nonstop3h 50m

$293

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 7/15

10:41 am-10:15 pm

1 stop9h 34m

Chicago Midway

Wed 7/22

9:49 am-4:10 pm

1 stop8h 21m

$297

BurbankChicago

BUR - MDW

BURMDW

Burbank Bob Hope

Tue 7/14

2:25 pm-12:10 am

1 stop7h 45m

Chicago Midway

Tue 7/28

5:30 am-9:40 am

1 stop6h 10m

$297

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Tue 7/14

10:00 pm-12:38 pm

2 stops12h 38m

Chicago Midway

Tue 7/21

1:18 pm-11:48 pm

2 stops12h 30m

$309

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 8/21

11:40 pm-5:50 am

Nonstop4h 10m

Chicago Midway

Tue 8/25

9:05 am-4:25 pm

1 stop9h 20m

$313

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 7/1

11:55 pm-5:25 am

Nonstop3h 30m

Chicago Midway

Sat 7/11

10:15 am-1:20 pm

1 stop5h 05m

$313

BurbankChicago

BUR - MDW

BURMDW

Burbank Bob Hope

Thu 9/17

12:50 pm-8:15 pm

1 stop5h 25m

Chicago Midway

Tue 9/22

10:30 am-5:20 pm

2 stops8h 50m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/21

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from California to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from California 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 California to Chicago Midway Airport

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

Currently, September is the cheapest month in which you can book a flight from California to Chicago Midway Airport (average of $51). Flying from California to Chicago Midway Airport in February is currently the most expensive (average of $167). 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 CA to MDW?

Find hourly flight availability from California 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 May 26, 2026.

One of the essential ways to save on airfare from California to Chicago Midway Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 24% on airfare.

Weekly flight availability from California to Chicago Midway Airport

Explore weekly flight availability from California 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 May 26, 2026.

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

How much does it cost to fly round-trip from California to Chicago Midway Airport?

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

The best time to book flights from California to Chicago Midway Airport is 22 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Use this chart to determine the cheapest time to fly round-trip from California to Midway. Price data was last updated on May 23, 2026.

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

Related info for your journey

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

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

    For as low as $239, Southwest can have you in Chicago Midway Airport from California in 6h 25m. The distance from California to Chicago Midway Airport is about 1746 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $82. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from California to Chicago Midway Airport for a low price.

  • What are the most popular routes from California to Chicago Midway Airport?

    The most popular flight routes from California to Chicago Midway Airport are Los Angeles - Chicago Midway, San Francisco - Chicago Midway and San Diego - Chicago Midway.

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

    Looking for the cheapest flight from California to Chicago Midway Airport? While on average our users pay $378, our data indicates the cheapest price to be $165. The most popular route (Los Angeles - Chicago Midway), is priced around $219.

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

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

  • How can I find direct flights from California to Midway?

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

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

    Yes. Cheapflights offers flight deals from California 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 California to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from California to Chicago Midway Airport (average of $51). Flying from California to Chicago Midway Airport in February is currently the most expensive (average of $167). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Alternative routes for California to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Orlando to Midway flights

Top 5 airlines flying from California to Midway

Discover the top 5 airlines that operate flights from California 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 May 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$51Average$263FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$110Average$215FlexibilityNo cancel feeOn-time65%
DeltaCheapest$196Average$409FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$205Average$459FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$207Average$474FlexibilityNo cancel feeOn-time69%

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