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$67+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LAX
gen 14 — gen 211
mer 1/14
mer 1/21
1 adult, Economy
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Cheap 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 dicembre 15, 2025.

This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 12/2311:29 amMDW - LAS
1 stop13h 10mFrontier
lun 12/298:30 pmLAS - MDW
1 stop21h 25mFrontier
Deal found 12/14$253
This CheapOair deal was found by Cheapflights users on 12/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 12/186:12 amMDW - LAX
1 stop9h 51mFrontier
mer 12/2411:59 pmLAX - MDW
1 stop19h 59mFrontier
Deal found 12/12$254
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 12/2311:29 amMDW - LAS
1 stop13h 10mFrontier
sab 12/2712:59 amLAS - MDW
1 stop18h 51mFrontier
Deal found 12/14$254
This Kiwi.com deal was found by Cheapflights users on 12/12. 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.
dom 12/2110:50 pmMDW - SAN
2 stops16h 25mFrontier
mer 1/71:03 pmSAN - MDW
1 stop20h 42mFrontier
Deal found 12/12$258
This CheapOair deal was found by Cheapflights users on 12/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 12/2110:50 pmMDW - LAS
1 stop11h 15mFrontier
lun 12/2910:20 pmLAS - MDW
1 stop21h 38mFrontier
Deal found 12/12$259
This Kiwi.com deal was found by Cheapflights users on 12/12. 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.
dom 12/2110:50 pmMDW - SAN
2 stops16h 25mFrontier
sab 1/102:46 pmSAN - MDW
1 stop18h 59mFrontier
Deal found 12/12$262
This Southwest deal was found by Cheapflights users on 12/14. 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.
mer 12/318:20 pmMDW - LAS
Nonstop3h 55mSouthwest
mer 1/75:15 pmLAS - MDW
Nonstop3h 25mSouthwest
Deal found 12/14$264
This Southwest deal was found by Cheapflights users on 12/14. 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 12/226:20 pmMDW - LAS
1 stop5h 35mSouthwest
gio 12/252:05 pmLAS - MDW
Nonstop3h 30mSouthwest
Deal found 12/14$267
This Frontier deal was found by Cheapflights users on 12/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun 12/156:15 amMDW - SAN
1 stop9h 55mFrontier
ven 1/96:25 amSAN - MDW
1 stop7h 08mFrontier
Deal found 12/12$268
This CheapOair deal was found by Cheapflights users on 12/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 12/2110:50 pmMDW - LAS
1 stop26h 52mFrontier
sab 12/2712:59 amLAS - MDW
1 stop18h 51mFrontier
Deal found 12/14$269
This CheapOair deal was found by Cheapflights users on 12/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 12/2110:50 pmMDW - LAS
1 stop26h 52mFrontier
mar 12/2310:01 pmLAS - MDW
1 stop14h 36mFrontier
Deal found 12/14$283
This Frontier deal was found by Cheapflights users on 12/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun 12/1512:35 pmMDW - LAS
1 stop13h 19mFrontier
mar 12/1610:32 pmLAS - MDW
1 stop8h 14mFrontier
Deal found 12/12$284

Find flight deals from Midway to California

Keep the following information in mind while searching for Midway to California flight deals. Data was last updated dicembre 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$145
(Kiwi.com)

One-way from

$67
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$374

Good round-trip deal

$205 or less

Good one-way deal

$121 or less
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
Search Deals
From Chicago Midway to California
Search Deals
One-way flight from Chicago Midway to California
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to California.
Search Deals
Price to beat on a one-way flight from Chicago Midway to California.
Search Deals

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 dicembre 15, 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

sab 1/17

7:40 pm-10:10 pm

Nonstop4h 30m

San Diego

mer 1/21

2:20 pm-9:50 pm

1 stop5h 30m

$167

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

mer 2/25

7:50 pm-10:20 pm

Nonstop4h 30m

San Diego

dom 3/1

6:50 am-12:45 pm

Nonstop3h 55m

$167

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

sab 1/17

7:40 pm-10:10 pm

Nonstop4h 30m

San Diego

mar 1/20

6:25 am-12:25 pm

Nonstop4h 00m

$167

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

mar 1/13

11:39 am-7:54 pm

1 stop10h 15m

Las Vegas Harry Reid Intl

mar 1/20

11:59 pm-12:05 pm

1 stop10h 06m

$182

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

mar 1/13

8:25 am-1:30 pm

1 stop7h 05m

San Diego

mar 1/20

7:20 am-4:30 pm

1 stop7h 10m

$186

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

sab 1/10

8:25 am-11:05 am

Nonstop4h 40m

San Diego

sab 1/17

7:40 am-4:25 pm

1 stop6h 45m

$187

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

ven 1/16

8:00 am-10:35 am

Nonstop4h 35m

San Diego

mer 1/21

6:25 am-12:25 pm

Nonstop4h 00m

$187

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

sab 1/10

8:25 am-11:05 am

Nonstop4h 40m

San Diego

sab 1/24

7:25 am-4:45 pm

2 stops7h 20m

$192

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

mer 1/21

1:15 pm-6:20 pm

1 stop7h 05m

Las Vegas Harry Reid Intl

mer 2/18

7:05 am-12:35 pm

Nonstop3h 30m

$194

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

sab 1/17

7:50 pm-9:55 pm

Nonstop4h 05m

Las Vegas Harry Reid Intl

mar 1/20

10:40 am-7:00 pm

1 stop6h 20m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $107). Flying from Chicago Midway Airport to California in December is currently the most expensive (average of $256). 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 dicembre 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Chicago Midway Airport to California by exploring options for tickets in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to California. Price data was last updated on December 13, 2025.

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

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 dicembre 15, 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
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
7.9
Good
4,249 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
9,092 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
8,188 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
3,080 reviews
Southwest
7.9
Good
4,249 reviews

Overall

7.9

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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 30m. 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 Frontier ($69), Southwest ($85), and Delta ($128).

  • 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 $420, our data indicates the cheapest price to be $144. The most popular route (Chicago Midway - Las Vegas Harry Reid Intl), is priced around $159.

  • 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, February is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $107). Flying from Chicago Midway Airport to California in December is currently the most expensive (average of $256). 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 LaGuardia flights
O'Hare Intl to Boston flights
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Top 5 airlines flying from Midway to California

Discover the top 5 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 dicembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$230FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$111Average$200FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$177Average$434FlexibilityNo cancel feeOn-time63%
DeltaCheapest$192Average$323FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$418FlexibilityNo cancel feeOn-time69%

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