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$71+ Cheap flights from Midway (MDW) to California

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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LAX
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Midway to California

Keep the following information in mind while searching for Midway to California flight deals. Data was last updated septiembre 11, 2025.

Round-trip from

$131
(Southwest)

One-way from

$71
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$229

Good round-trip deal

$168 or less

Good one-way deal

$98 or less
From Chicago Midway to California
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One-way flight from Chicago Midway to California
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Highest demand for flights based on searches. 10% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 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 Chicago Midway to California.
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Price to beat on a one-way flight from Chicago Midway to California.
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Find flight deals from Midway to California

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

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/225:20 pmMDW - SAN
1 stop6h 05mSouthwest
sáb. 10/257:00 amSAN - MDW
1 stop7h 25mSouthwest
Deal found 9/9$131
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/11:50 pmMDW - SAN
Nonstop4h 15mSouthwest
lun. 11/107:35 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 9/10$133
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/317:15 pmMDW - SAN
Nonstop4h 25mSouthwest
mié. 11/55:00 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 9/9$134
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.
lun. 11/107:45 amMDW - SAN
Nonstop4h 25mSouthwest
mié. 11/122:05 pmSAN - MDW
1 stop6h 30mSouthwest
Deal found 9/11$135
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.
lun. 9/297:03 pmMDW - LAS
Nonstop3h 45mMultiple Airlines
mar. 10/711:54 amLAS - MDW
1 stop9h 26mMultiple Airlines
Deal found 9/9$135
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/37:40 pmMDW - SAN
1 stop5h 35mSouthwest
mar. 10/76:25 pmSAN - MDW
Nonstop4h 00mSouthwest
Deal found 9/10$139
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.
sáb. 10/411:23 amMDW - LAS
1 stop14h 27mFrontier
sáb. 10/1111:20 amLAS - MDW
1 stop10h 00mFrontier
Deal found 9/9$139
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. 10/32:26 pmMDW - LAS
1 stop7h 27mMultiple Airlines
mar. 10/79:30 amLAS - MDW
1 stop11h 50mMultiple Airlines
Deal found 9/10$140
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/128:35 pmMDW - SAN
Nonstop4h 25mSouthwest
dom. 11/167:35 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 9/10$142
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/287:00 pmMDW - SAN
1 stop6h 20mSouthwest
jue. 10/309:10 pmSAN - MDW
1 stop6h 05mSouthwest
Deal found 9/9$145
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. 12/43:27 pmMDW - LAX
1 stop25h 31mFrontier
sáb. 12/63:52 pmLAX - MDW
1 stop27h 36mFrontier
Deal found 9/10$147
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/105:15 amMDW - LAS
Nonstop3h 55mSouthwest
vie. 12/1211:40 pmLAS - MDW
Nonstop3h 25mSouthwest
Deal found 9/10$147

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to California 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 Chicago Midway Airport to California that are best for you.

Fly from

Midway

Fly to

California

Route

Depart

Return

Price

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

sáb. 11/1

8:25 am-10:50 am

Nonstop4h 25m

San Diego

lun. 11/10

7:35 pm-1:30 am

Nonstop3h 55m

$133

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

mar. 10/28

7:10 am-9:30 am

Nonstop4h 20m

San Diego

dom. 11/2

7:35 pm-1:30 am

Nonstop3h 55m

$142

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

mié. 12/10

5:15 am-7:10 am

Nonstop3h 55m

Las Vegas Harry Reid Intl

vie. 12/12

11:40 pm-5:05 am

Nonstop3h 25m

$147

ChicagoOntario

MDW - ONT

MDWONT

Chicago Midway

vie. 10/31

12:30 pm-11:10 am

1 stop24h 40m

Ontario

dom. 11/2

5:53 am-10:30 am

1 stop26h 37m

$151

ChicagoOntario

MDW - ONT

MDWONT

Chicago Midway

vie. 10/31

12:30 pm-11:10 am

1 stop24h 40m

Ontario

dom. 11/9

6:53 am-11:30 am

1 stop26h 37m

$151

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

lun. 11/24

3:40 pm-5:35 pm

Nonstop3h 55m

Las Vegas Harry Reid Intl

jue. 11/27

11:40 pm-5:05 am

Nonstop3h 25m

$153

ChicagoOntario

MDW - ONT

MDWONT

Chicago Midway

jue. 10/16

10:30 am-5:54 pm

1 stop9h 24m

Ontario

lun. 10/20

6:53 am-12:24 am

1 stop15h 31m

$154

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

jue. 12/4

1:25 pm-6:55 pm

1 stop7h 30m

San Diego

lun. 12/8

5:00 pm-10:55 pm

Nonstop3h 55m

$157

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

mié. 11/12

8:35 pm-11:00 pm

Nonstop4h 25m

San Diego

vie. 11/21

9:20 pm-5:05 am

1 stop5h 45m

$160

ChicagoLos Angeles

MDW - LAX

MDWLAX

Chicago Midway

mar. 1/20

2:10 pm-4:50 pm

Nonstop4h 40m

Los Angeles

mar. 1/27

6:40 am-12:35 pm

Nonstop3h 55m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 60 results
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Best time to book a flight from Midway to California

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $246). Flying from Chicago Midway Airport to California in March is currently the most expensive (average of $325). 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 MDW to CA?

Find hourly flight availability from Midway to California. 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.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to California as you normally would.

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

Reviews of airlines servicing California

Get insights into the airlines that provide service to California. 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 California. Reviews last updated septiembre 11, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chicago Midway Airport to California have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

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 Midway to California. 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 Chicago Midway Airport to California?

    There are many flights that can get you from Chicago Midway Airport to California in 4h 25m. Fly via Southwest, Frontier, or Delta to get the fastest option. Chicago Midway Airport and California are separated by a distance of 1725 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Chicago Midway Airport to California are Southwest ($74), Frontier ($77), and Delta ($129).

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

    The most popular route from Chicago Midway Airport to California is Chicago Midway - Las Vegas Harry Reid Intl. You may also consider Chicago Midway - Los Angeles or Chicago Midway - San Francisco.

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

    Looking for the cheapest flight from Chicago Midway Airport to California? While on average our users pay $215, our data indicates the cheapest price to be $98. The most popular route (Chicago Midway - Las Vegas Harry Reid Intl), is priced around $115.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $246). Flying from Chicago Midway Airport to California in March is currently the most expensive (average of $325). 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

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Alternative routes for Midway to California

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Dallas/Fort Worth flights
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Midway to LaGuardia flights
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Midway to Atlanta flights
Midway to John F Kennedy Intl flights
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Midway to Sky Harbor Intl flights
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O'Hare Intl to Austin flights
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Midway to Orlando flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Love Field flights
Midway to Hobby flights
Midway to Denver flights
O'Hare Intl to Portland flights
Midway to Miami flights
Midway to Dulles Intl flights
O'Hare Intl to Minneapolis flights
O'Hare Intl to Detroit flights
O'Hare Intl to Burbank flights

Top 6 airlines flying from Midway to California

Discover the top 6 airlines that operate flights from Midway to California. 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
FrontierCheapest$108Average$240FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$111Average$224FlexibilityNo cancel feeOn-time65%
DeltaCheapest$183Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$204Average$429FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$217Average$309FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$217Average$418FlexibilityNo cancel feeOn-time69%

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