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$78+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LAX
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 2/163:24 pm
MDW
-
LAS
1 stop9h 27m
Frontier
Thu 2/198:23 pm
LAS
-
MDW
1 stop21h 37m
Frontier
Deal found 1/26$161
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/223:21 pm
MDW
-
LAS
1 stop9h 24m
Frontier
Fri 2/2712:59 am
LAS
-
MDW
1 stop12h 20m
Frontier
Deal found 1/27$162
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Mon 2/238:15 am
MDW
-
LAS
1 stop12h 27m
Multiple Airlines
Fri 2/271:08 pm
LAS
-
MDW
1 stop24h 11m
Multiple Airlines
Deal found 1/26$164
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:00 am
MDW
-
SAN
2 stops15h 53m
Frontier
Thu 2/266:25 am
SAN
-
MDW
1 stop15h 16m
Frontier
Deal found 1/27$165
This Southwest deal was found by Cheapflights users on 1/26. 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 2/214:40 pm
MDW
-
SAN
Nonstop4h 30m
Southwest
Tue 2/246:25 am
SAN
-
MDW
Nonstop4h 00m
Southwest
Deal found 1/26$167
This WAYA deal was found by Cheapflights users on 1/27. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/223:21 pm
MDW
-
LAS
1 stop9h 24m
Multiple Airlines
Thu 2/2611:46 am
LAS
-
MDW
1 stop7h 26m
Multiple Airlines
Deal found 1/27$167
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:45 am
MDW
-
LAS
1 stop9h 50m
Frontier
Thu 2/2612:17 pm
LAS
-
MDW
1 stop6h 55m
Frontier
Deal found 1/27$168
This Southwest deal was found by Cheapflights users on 1/28. 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 2/238:40 pm
MDW
-
LAS
Nonstop4h 05m
Southwest
Sat 2/285:05 am
LAS
-
MDW
Nonstop3h 25m
Southwest
Deal found 1/28$169
This Trip.com deal was found by Cheapflights users on 1/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:25 am
MDW
-
LAS
1 stop12h 36m
Frontier
Tue 3/37:30 am
LAS
-
MDW
1 stop9h 37m
Frontier
Deal found 1/28$171
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:15 am
MDW
-
LAS
1 stop16h 29m
Frontier
Sat 3/76:30 am
LAS
-
MDW
1 stop11h 51m
Frontier
Deal found 1/27$173
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:15 am
MDW
-
SAN
2 stops25h 09m
Frontier
Sat 3/76:55 am
SAN
-
MDW
1 stop11h 26m
Frontier
Deal found 1/27$174
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Mon 2/238:15 am
MDW
-
LAS
1 stop15h 11m
Frontier
Fri 2/271:08 pm
LAS
-
MDW
1 stop24h 11m
Frontier
Deal found 1/28$174

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$161
(Kiwi.com)

One-way from

$78
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$349

Good round-trip deal

$212 or less

Good one-way deal

$134 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. 16% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

Sat 2/21

4:40 pm-7:10 pm

Nonstop4h 30m

San Diego

Tue 2/24

2:20 pm-9:50 pm

1 stop5h 30m

$167

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 3/13

8:55 pm-11:25 pm

Nonstop4h 30m

San Diego

Fri 3/20

10:40 pm-4:35 am

Nonstop3h 55m

$177

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 4/17

8:45 pm-11:10 pm

Nonstop4h 25m

San Diego

Mon 4/20

10:40 pm-4:35 am

Nonstop3h 55m

$177

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Tue 3/3

7:50 pm-9:55 pm

Nonstop4h 05m

Las Vegas Harry Reid Intl

Tue 3/10

9:20 am-2:50 pm

Nonstop3h 30m

$179

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Wed 3/4

8:25 am-1:30 pm

1 stop7h 05m

San Diego

Mon 3/9

10:40 pm-4:35 am

Nonstop3h 55m

$187

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Tue 4/28

6:45 am-9:00 am

Nonstop4h 15m

San Diego

Tue 5/5

1:30 pm-10:00 pm

1 stop6h 30m

$187

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Thu 2/19

8:35 pm-11:05 pm

Nonstop4h 30m

San Diego

Mon 2/23

6:30 pm-12:25 am

Nonstop3h 55m

$197

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Thu 4/2

8:55 pm-11:25 pm

Nonstop4h 30m

San Diego

Tue 4/7

8:30 pm-5:00 am

1 stop6h 30m

$197

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Thu 2/26

5:00 am-7:15 am

Nonstop4h 15m

Las Vegas Harry Reid Intl

Sat 2/28

5:05 am-10:30 am

Nonstop3h 25m

$198

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Fri 3/13

8:55 pm-11:25 pm

Nonstop4h 30m

San Diego

Mon 3/16

9:15 am-5:45 pm

1 stop6h 30m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, June is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $122). Flying from Chicago Midway Airport to California in December is currently the most expensive (average of $252). 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 January 29, 2026.

Unlike in the morning, 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 January 24, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to California 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.

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 January 29, 2026.
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
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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
7.9
Good
8,128 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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
8,393 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

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 30m. Fly via Southwest 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 - Santa Ana J. Wayne/Orange Cnty.

  • 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 $393, our data indicates the cheapest price to be $161. 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, June is the cheapest month in which you can book a flight from Chicago Midway Airport to California (average of $122). Flying from Chicago Midway Airport to California in December is currently the most expensive (average of $252). 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.

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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 Las Vegas flights
Midway to Miami flights
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Midway to Orlando flights
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Midway to Los Angeles flights
O'Hare Intl to Salt Lake City flights
O'Hare Intl to Nashville flights
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O'Hare Intl to Dulles Intl flights
O'Hare Intl to Boston flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Honolulu flights
Midway to John F Kennedy Intl flights
Midway to Tampa flights
Midway to Hobby flights
O'Hare Intl to Philadelphia flights
O'Hare Intl to Love Field flights
O'Hare Intl to Key West flights
O'Hare Intl to Palm Springs flights
Midway to Newark flights
Midway to Fort Myers flights
O'Hare Intl to Charleston flights
Midway to Denver flights

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$57Average$200FlexibilityNo cancel feeOn-time65%
FrontierCheapest$90Average$246FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$177Average$429FlexibilityNo cancel feeOn-time63%
DeltaCheapest$183Average$307FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$217Average$418FlexibilityNo cancel feeOn-time69%

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