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Cheap flights from California to Chicago from $79

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 3/4. 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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Find the cheapest flights from California to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:40 pm - 4:35 am
SAN
-
MDW
3h 55mnonstop
Southwest Logo
5:45 am - 8:10 am
MDW
-
SAN
4h 25mnonstop
$167Southwest
Mon, Mar 16 - Wed, Mar 18
Frontier Logo
7:15 am - 10:19 pm
SAN
-
MDW
13h 04m
2 stops
Frontier Logo
6:15 am - 2:25 pm
MDW
-
SAN
10h 10m
1 stop
$169Frontier
Wed, Apr 22 - Sun, Apr 26
Frontier Logo
7:30 am - 7:07 pm
LAS
-
MDW
9h 37m
1 stop
Frontier Logo
11:19 am - 10:49 pm
MDW
-
LAS
13h 30m
1 stop
$169Frontier
Wed, Mar 4 - Tue, Mar 10
Frontier Logo
6:45 am - 11:13 pm
SAN
-
MDW
14h 28m
1 stop
Frontier Logo
6:15 am - 2:25 pm
MDW
-
SAN
10h 10m
1 stop
$173Frontier
Mon, Apr 13 - Thu, Apr 16
Southwest Logo
10:40 pm - 4:35 am
SAN
-
MDW
3h 55mnonstop
Southwest Logo
8:55 pm - 11:25 pm
MDW
-
SAN
4h 30mnonstop
$174Southwest
Sat, Mar 14 - Mon, Mar 16
Frontier Logo
6:55 am - 10:21 pm
SAN
-
MDW
13h 26m
1 stop
Frontier Logo
6:15 am - 2:25 pm
MDW
-
SAN
10h 10m
1 stop
$176Frontier
Thu, May 7 - Mon, May 11
Southwest Logo
3:45 pm - 9:35 pm
SAN
-
MDW
3h 50mnonstop
Southwest Logo
8:45 pm - 11:10 pm
MDW
-
SAN
4h 25mnonstop
$177Southwest
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
11:59 pm - 1:08 pm
LAS
-
MDW
11h 09m
1 stop
Frontier Logo
5:13 pm - 11:54 pm
MDW
-
LAS
8h 41m
1 stop
$177Frontier
Fri, Mar 6 - Mon, Mar 9
Delta Logo
5:45 am - 5:37 pm
SFO
-
MDW
9h 52m
1 stop
Delta Logo
6:07 pm - 12:35 am
MDW
-
SFO
8h 28m
1 stop
$247Delta
Fri, Mar 6 - Sun, Mar 8
Delta Logo
5:30 am - 5:54 pm
SMF
-
MDW
10h 24m
2 stops
Delta Logo
1:10 pm - 11:08 pm
MDW
-
SMF
11h 58m
2 stops
$265Delta
Wed, Mar 18 - Mon, Mar 23

Frontier flights from California to Chicago Midway Airport

Our best Frontier deals on California to Chicago Midway Airport flight tickets
Frontier
Mar 4
LAS7:30 amLas Vegas Harry Reid Intl
9h 37m
1 stop
MDW7:07 pmChicago Midway
Mar 10
MDW11:19 amChicago Midway
13h 30m
1 stop
LAS10:49 pmLas Vegas Harry Reid Intl
$169
Frontier
Apr 13
SAN6:45 amSan Diego
14h 28m
1 stop
MDW11:13 pmChicago Midway
Apr 16
MDW6:15 amChicago Midway
10h 10m
1 stop
SAN2:25 pmSan Diego
$173
Frontier
May 7
SAN6:55 amSan Diego
13h 26m
1 stop
MDW10:21 pmChicago Midway
May 11
MDW6:15 amChicago Midway
10h 10m
1 stop
SAN2:25 pmSan Diego
$176

Southwest flights from California to Chicago Midway Airport

Our best Southwest deals on California to Chicago Midway Airport flight tickets
Southwest
Mar 16
SAN10:40 pmSan Diego
3h 55m
MDW4:35 amChicago Midway
Mar 18
MDW5:45 amChicago Midway
4h 25m
SAN8:10 amSan Diego
$167
Southwest
Mar 14
SAN10:40 pmSan Diego
3h 55m
MDW4:35 amChicago Midway
Mar 16
MDW8:55 pmChicago Midway
4h 30m
SAN11:25 pmSan Diego
$174
Southwest
Apr 9
SAN3:45 pmSan Diego
3h 50m
MDW9:35 pmChicago Midway
Apr 13
MDW8:45 pmChicago Midway
4h 25m
SAN11:10 pmSan Diego
$177

momondo Fare Finder

 
Customize your flight search to find flights from California to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated February 14, 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

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Mon 3/16

10:40 pm-4:35 am

Nonstop3h 55m

Chicago Midway

Wed 3/18

5:45 am-8:10 am

Nonstop4h 25m

$167

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Wed 4/22

7:15 am-10:19 pm

2 stops13h 04m

Chicago Midway

Sun 4/26

6:15 am-2:25 pm

1 stop10h 10m

$169

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Wed 3/4

7:30 am-7:07 pm

1 stop9h 37m

Chicago Midway

Tue 3/10

11:19 am-10:49 pm

1 stop13h 30m

$169

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Mon 4/13

6:45 am-11:13 pm

1 stop14h 28m

Chicago Midway

Thu 4/16

6:15 am-2:25 pm

1 stop10h 10m

$173

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Sat 3/14

10:40 pm-4:35 am

Nonstop3h 55m

Chicago Midway

Mon 3/16

8:55 pm-11:25 pm

Nonstop4h 30m

$174

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Thu 5/7

6:55 am-10:21 pm

1 stop13h 26m

Chicago Midway

Mon 5/11

6:15 am-2:25 pm

1 stop10h 10m

$176

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Thu 4/9

3:45 pm-9:35 pm

Nonstop3h 50m

Chicago Midway

Mon 4/13

8:45 pm-11:10 pm

Nonstop4h 25m

$177

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 3/6

11:59 pm-1:08 pm

1 stop11h 09m

Chicago Midway

Mon 3/9

5:13 pm-11:54 pm

1 stop8h 41m

$177

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Fri 3/6

5:45 am-5:37 pm

1 stop9h 52m

Chicago Midway

Sun 3/8

6:07 pm-12:35 am

1 stop8h 28m

$247

SacramentoChicago

SMF - MDW

SMFMDW

Sacramento Intl

Wed 3/18

5:30 am-5:54 pm

2 stops10h 24m

Chicago Midway

Mon 3/23

1:10 pm-11:08 pm

2 stops11h 58m

$265

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from California, with most prices found around $283. If you are unable to visit Chicago Midway Airport during the month of September, then departing from California during the month August is also very affordable. Most momondo users find prices during this month for around $299.

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 $369. 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 $463.

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 $351 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $456. 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 Ontario 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 $341 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 $284 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 29% 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

$153

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 $153. The best round-trip flight deal from California to Chicago Midway Airport found on momondo in the last 72 hours is $257.
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?

  • 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?

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
FrontierPriceFrom $105Free CancellationRating
5.7
3,052 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $110Free CancellationRating
6.3
8,451 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
9,289 reviews
Search United Airlines flights
SouthwestPriceFrom $205Free CancellationRating
8.0
4,284 reviews
Search Southwest flights
DeltaPriceFrom $226Free CancellationRating
7.9
8,200 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
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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