What is the cheapest airline that flies from California to Chicago Midway?

Frontier and Southwest are the most popular carriers operating from California to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from California according to our data. Southwest is the first choice among our users, with 78% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 7 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from California to Chicago Midway Airport on average per week?

As of September 2025, 191 flights take off from California and land in Chicago Midway Airport each week. The most common flight departure day for this route is Mon, with 23% of weekly flights taking off on this day.

How many flights depart from California to Chicago Midway Airport on average per day?

As of September 2025, there are 27 flights per day flying from California to Chicago Midway Airport. The most common time of day flights depart is 6:00AM, with 67% of flights taking off at noon.

How long does it take to fly to Chicago Midway Airport?

On average, it takes 3h 54m to fly from California to Chicago Midway Airport if you fly out of San Diego (the most popular airport in California) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Los Angeles and into Chicago O'Hare Intl Airport, then the flight time is around 3h 56m.

When did momondo last update prices for flights from California to Chicago Midway Airport?

Prices for flights from California to Chicago Midway Airport are refreshed on a daily basis.

How many operators does momondo search for flights from California to Chicago Midway Airport?

As of September 2025, there are 7 operators available to choose from for flights from California to Chicago Midway Airport.

How old do you have to be to fly from California to Chicago Midway Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from California to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$75 Cheap Flights from California to Chicago Midway Airport in 2025/26

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Find the cheapest flights from California to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

3:22 pm - 8:52 pmLAS-MDW

3h 30mnonstop

4:48 pm - 8:21 pmMDW-LAS

5h 33m1 stop

$131Multiple Airlines

Find Deal

Fri, Sep 26 - Mon, Sep 29

12:55 am - 10:28 amLAS-MDW

7h 33m1 stop

7:03 pm - 8:48 pmMDW-LAS

3h 45mnonstop

$135Multiple Airlines

Find Deal

Fri, Sep 26 - Mon, Sep 29

3:22 pm - 8:52 pmLAS-MDW

3h 30mnonstop

4:48 pm - 3:05 pmMDW-LAS

24h 17m1 stop

$140Multiple Airlines

Find Deal

Fri, Sep 26 - Fri, Oct 3

3:22 pm - 8:52 pmLAS-MDW

3h 30mnonstop

1:53 pm - 9:55 pmMDW-LAS

10h 02m1 stop

$145Multiple Airlines

Find Deal

Fri, Sep 26 - Sun, Sep 28

12:59 am - 11:16 amLAS-MDW

8h 17m1 stop

12:11 pm - 6:55 pmMDW-LAS

8h 44m1 stop

$150Frontier

Find Deal

Thu, Oct 23 - Mon, Oct 27

12:59 am - 3:53 pmLAS-MDW

12h 54m1 stop

6:20 am - 4:41 pmMDW-LAS

12h 21m1 stop

$151Frontier

Find Deal

Thu, Oct 2 - Mon, Oct 6

11:00 am - 5:10 pmSAN-MDW

4h 10mnonstop

8:25 pm - 10:45 pmMDW-SAN

4h 20mnonstop

$153Southwest

Find Deal

Tue, Oct 14 - Tue, Oct 21

11:45 pm - 5:15 amLAS-MDW

3h 30mnonstop

6:50 pm - 8:40 pmMDW-LAS

3h 50mnonstop

$159Southwest

Find Deal

Fri, Oct 24 - Mon, Oct 27

9:45 am - 6:25 pmLAX-MDW

6h 40m1 stop

4:23 pm - 12:31 amMDW-LAX

10h 08m1 stop

$217Delta

Find Deal

Wed, Oct 29 - Sat, Nov 1

12:40 pm - 10:14 pmBUR-MDW

7h 34m1 stop

6:00 am - 11:45 amMDW-BUR

7h 45m1 stop

$257Delta

Find Deal

Sat, Oct 25 - Sat, Nov 1

Southwest flights from California to Chicago Midway Airport

Our best Southwest deals on California to Chicago Midway Airport flight tickets

Southwest

Oct 14

SAN11:00 amSan Diego

4h 10m

MDW5:10 pmChicago Midway

Oct 21

MDW8:25 pmChicago Midway

4h 20m

SAN10:45 pmSan Diego

$153

Find similar

Southwest

Oct 24

LAS11:45 pmLas Vegas Harry Reid Intl

3h 30m

MDW5:15 amChicago Midway

Oct 27

MDW6:50 pmChicago Midway

3h 50m

LAS8:40 pmLas Vegas Harry Reid Intl

$159

Find similar

Southwest

Oct 14

SAN6:30 amSan Diego

4h 05m

MDW12:35 pmChicago Midway

Nov 7

MDW11:15 amChicago Midway

4h 20m

SAN1:35 pmSan Diego

$175

Find similar

Frontier flights from California to Chicago Midway Airport

Our best Frontier deals on California to Chicago Midway Airport flight tickets

Frontier

Oct 23

LAS12:59 amLas Vegas Harry Reid Intl

8h 17m

1 stop

MDW11:16 amChicago Midway

Oct 27

MDW12:11 pmChicago Midway

8h 44m

1 stop

LAS6:55 pmLas Vegas Harry Reid Intl

$150

Find similar

Frontier

Oct 2

LAS12:59 amLas Vegas Harry Reid Intl

12h 54m

1 stop

MDW3:53 pmChicago Midway

Oct 6

MDW6:20 amChicago Midway

12h 21m

1 stop

LAS4:41 pmLas Vegas Harry Reid Intl

$151

Find similar

Frontier

Sep 25

LAS12:37 pmLas Vegas Harry Reid Intl

7h 21m

1 stop

MDW9:58 pmChicago Midway

Sep 28

MDW10:13 amChicago Midway

24h 57m

1 stop

LAS9:10 amLas Vegas Harry Reid Intl

$152

Find similar

momondo Fare Finder

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

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

Chicago Midway

Mon 9/29

4:48 pm-8:21 pm

1 stop5h 33m

$131

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

12:55 am-10:28 am

1 stop7h 33m

Chicago Midway

Mon 9/29

7:03 pm-8:48 pm

Nonstop3h 45m

$135

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

Chicago Midway

Fri 10/3

4:48 pm-3:05 pm

1 stop24h 17m

$140

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 9/26

3:22 pm-8:52 pm

Nonstop3h 30m

Chicago Midway

Sun 9/28

1:53 pm-9:55 pm

1 stop10h 02m

$145

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Thu 10/23

12:59 am-11:16 am

1 stop8h 17m

Chicago Midway

Mon 10/27

12:11 pm-6:55 pm

1 stop8h 44m

$150

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Thu 10/2

12:59 am-3:53 pm

1 stop12h 54m

Chicago Midway

Mon 10/6

6:20 am-4:41 pm

1 stop12h 21m

$151

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Tue 10/14

11:00 am-5:10 pm

Nonstop4h 10m

Chicago Midway

Tue 10/21

8:25 pm-10:45 pm

Nonstop4h 20m

$153

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 10/24

11:45 pm-5:15 am

Nonstop3h 30m

Chicago Midway

Mon 10/27

6:50 pm-8:40 pm

Nonstop3h 50m

$159

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Wed 10/29

9:45 am-6:25 pm

1 stop6h 40m

Chicago Midway

Sat 11/1

4:23 pm-12:31 am

1 stop10h 08m

$217

BurbankChicago

BUR - MDW

BURMDW

Burbank Bob Hope

Sat 10/25

12:40 pm-10:14 pm

1 stop7h 34m

Chicago Midway

Sat 11/1

6:00 am-11:45 am

1 stop7h 45m

$257

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Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from California to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from California, with most prices found around $268. If you are unable to visit Chicago Midway Airport during the month of January, then departing from California during the month February is also very affordable. Most momondo users find prices during this month for around $281.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from California. The lowest ticket price found for a Saturday departure recently was $361. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $498.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from California in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $327 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $497. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest California to Chicago Midway flight route?

Fly from San Diego to Chicago Midway for the best California - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from California when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $334 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from California for as low as $228 on momondo.

What cabin class options are available on California to Chicago Midway flights?

There is only 1 cabin class available to choose from on California to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on California to Chicago Midway Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a California to Chicago Midway Airport flight.

Cheap California to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from California to Chicago Midway Airport

Best Price Found	$167
Fastest flight time	3h 25m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from California in the past 72 hours is $167. The best round-trip flight deal from California to Chicago Midway Airport found on momondo in the last 72 hours is $215.

The fastest flight from California to Chicago Midway Airport takes 3h 25m

Direct flights go from California to Chicago Midway Airport every day.

Search flight deals

When did momondo last update prices for flights from California to Chicago Midway Airport?
Prices for flights from California to Chicago Midway Airport are refreshed on a daily basis.
How many operators does momondo search for flights from California to Chicago Midway Airport?
As of September 2025, there are 7 operators available to choose from for flights from California to Chicago Midway Airport.
How old do you have to be to fly from California to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from California to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from California to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from California to Chicago Midway Airport is Boeing 737 MAX 8 (14.36% of total bookings). The next most popular plane models are Boeing 737-800 (12.74%), Boeing 737-800 Passenger/BBJ2 (winglets) (11.63%), and Airbus A321neo (11.36%).

Best airlines flying from California to Chicago Midway Airport

Compare and see reviews for airlines that fly from California to Chicago Midway Airport with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $97	Free Cancellation	Rating 6.3 8,019 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $122	Free Cancellation	Rating 5.8 3,174 reviews	Search Frontier flights
United Airlines	PriceFrom $133	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $197	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $202	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights

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Lansing

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Valparaiso

Crown Point

Munster

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Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from California to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from California to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from California to Chicago with flexible booking policies on momondo?

All flight searches from California to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from California to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from California to Chicago.

I’m not ready to book a flight from California to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from California are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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Cheap flights from California to Chicago from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from California to Chicago departing on 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Southwest flights from California to Chicago Midway Airport

Our best Southwest deals on California to Chicago Midway Airport flight tickets

Frontier flights from California to Chicago Midway Airport

Our best Frontier deals on California to Chicago Midway Airport flight tickets

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Use the filters below to find and compare flights from California to Chicago Midway Airport that are best for you.

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How to get the cheapest flight ticket from California to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

What is the cheapest day to depart on your flight to Chicago Midway Airport?

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

What is the cheapest California to Chicago Midway flight route?

Fly from San Diego to Chicago Midway for the best California - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

What cabin class options are available on California to Chicago Midway flights?

There is only 1 cabin class available to choose from on California to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on California to Chicago Midway Airport flights?

You could potentially save up to 3% on your flight if you consider stops on a California to Chicago Midway Airport flight.

What is the cheapest airline that flies from California to Chicago Midway?

Frontier and Southwest are the most popular carriers operating from California to Chicago Midway

What airlines fly to Chicago Midway Airport?

How many flights depart from California to Chicago Midway Airport on average per day?

As of September 2025, there are 27 flights per day flying from California to Chicago Midway Airport. The most common time of day flights depart is 6:00AM, with 67% of flights taking off at noon.

How many flights depart from California to Chicago Midway Airport on average per week?

As of September 2025, 191 flights take off from California and land in Chicago Midway Airport each week. The most common flight departure day for this route is Mon, with 23% of weekly flights taking off on this day.

How long does it take to fly to Chicago Midway Airport?

Cheap California to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from California to Chicago Midway Airport

Best Price Found

Fastest flight time

Direct flights

When did momondo last update prices for flights from California to Chicago Midway Airport?

How many operators does momondo search for flights from California to Chicago Midway Airport?

How old do you have to be to fly from California to Chicago Midway Airport?

What documentation or ID do you need to fly to Chicago Midway Airport?

What is the most popular plane model from California to Chicago Midway Airport?

Best airlines flying from California to Chicago Midway Airport

Compare and see reviews for airlines that fly from California to Chicago Midway Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from California to Chicago?

Can I find flights from California to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from California to Chicago?

I’m not ready to book a flight from California to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo