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Cheap flights from California to Chicago from $66

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 2/1. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:59 am - 7:24 pm
LAS
-
MDW
6h 25m1 stop
Frontier Logo
12:57 pm - 10:29 pm
MDW
-
LAS
11h 32m1 stop
$134Frontier
Sun, Jan 18 - Mon, Jan 19
Frontier Logo
11:28 am - 8:00 pm
LAS
-
MDW
6h 32m1 stop
Frontier Logo
3:21 pm - 10:45 pm
MDW
-
LAS
9h 24m1 stop
$136Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
6:00 am - 3:58 pm
LAS
-
MDW
7h 58m1 stop
Frontier Logo
7:30 am - 7:31 pm
MDW
-
LAS
14h 01m1 stop
$139Frontier
Fri, Feb 6 - Sun, Feb 8
Frontier Logo
9:21 pm - 11:41 pm
LAX
-
MDW
24h 20m1 stop
Frontier Logo
9:15 am - 5:40 pm
MDW
-
LAX
10h 25m1 stop
$141Frontier
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
6:20 am - 11:50 am
LAS
-
MDW
3h 30mnonstop
Southwest Logo
8:40 pm - 10:45 pm
MDW
-
LAS
4h 05mnonstop
$145Southwest
Sat, Jan 17 - Sun, Jan 25
Southwest Logo
6:25 am - 12:25 pm
SAN
-
MDW
4h 00mnonstop
Southwest Logo
7:40 pm - 10:10 pm
MDW
-
SAN
4h 30mnonstop
$154Southwest
Mon, Jan 12 - Sat, Jan 17
Multiple Airlines Logo
5:45 pm - 7:24 pm
LAX
-
MDW
23h 39m1 stop
Multiple Airlines Logo
9:15 am - 7:15 am
MDW
-
LAX
24h 00m1 stop
$156Multiple Airlines
Sat, Jan 17 - Mon, Jan 19
Multiple Airlines Logo
5:45 pm - 7:24 pm
LAX
-
MDW
23h 39m1 stop
Multiple Airlines Logo
9:15 am - 7:15 am
MDW
-
LAX
24h 00m1 stop
$157Multiple Airlines
Sat, Jan 17 - Mon, Jan 19
Delta Logo
10:40 pm - 8:53 am
SFO
-
MDW
8h 13m1 stop
Delta Logo
12:47 pm - 8:33 pm
MDW
-
SFO
9h 46m1 stop
$257Delta
Wed, Mar 11 - Wed, Mar 18
Delta Logo
10:54 pm - 8:52 am
SFO
-
MDW
7h 58m1 stop
Delta Logo
1:26 pm - 6:38 pm
MDW
-
SFO
7h 12m1 stop
$259Delta
Mon, Jan 19 - Mon, Jan 26

Frontier flights from California to Chicago Midway Airport

Our best Frontier deals on California to Chicago Midway Airport flight tickets
Frontier
Jan 18
LAS10:59 amLas Vegas Harry Reid Intl
6h 25m
1 stop
MDW7:24 pmChicago Midway
Jan 19
MDW12:57 pmChicago Midway
11h 32m
1 stop
LAS10:29 pmLas Vegas Harry Reid Intl
$134
Find similar
Frontier
Feb 20
LAS11:28 amLas Vegas Harry Reid Intl
6h 32m
1 stop
MDW8:00 pmChicago Midway
Feb 22
MDW3:21 pmChicago Midway
9h 24m
1 stop
LAS10:45 pmLas Vegas Harry Reid Intl
$136
Find similar
Frontier
Feb 6
LAS6:00 amLas Vegas Harry Reid Intl
7h 58m
1 stop
MDW3:58 pmChicago Midway
Feb 8
MDW7:30 amChicago Midway
14h 01m
1 stop
LAS7:31 pmLas Vegas Harry Reid Intl
$139
Find similar

Delta flights from California to Chicago Midway Airport

Our best Delta deals on California to Chicago Midway Airport flight tickets
Delta
Jan 20
SAN8:05 amSan Diego
7h 24m
1 stop
MDW5:29 pmChicago Midway
Jan 28
MDW12:48 pmChicago Midway
8h 03m
1 stop
SAN6:51 pmSan Diego
$237
Find similar
Delta
Jan 6
LAS11:25 pmLas Vegas Harry Reid Intl
7h 27m
1 stop
MDW8:52 amChicago Midway
Jan 17
MDW11:45 amChicago Midway
7h 39m
1 stop
LAS5:24 pmLas Vegas Harry Reid Intl
$253
Find similar
Delta
Feb 5
LAS9:35 amLas Vegas Harry Reid Intl
7h 01m
1 stop
MDW6:36 pmChicago Midway
Feb 6
MDW1:51 pmChicago Midway
8h 53m
1 stop
LAS8:44 pmLas Vegas Harry Reid Intl
$257
Find similar

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 December 23, 2025.
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

Sun 1/18

10:59 am-7:24 pm

1 stop6h 25m

Chicago Midway

Mon 1/19

12:57 pm-10:29 pm

1 stop11h 32m

$134

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 2/20

11:28 am-8:00 pm

1 stop6h 32m

Chicago Midway

Sun 2/22

3:21 pm-10:45 pm

1 stop9h 24m

$136

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Fri 2/6

6:00 am-3:58 pm

1 stop7h 58m

Chicago Midway

Sun 2/8

7:30 am-7:31 pm

1 stop14h 01m

$139

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Sat 2/14

9:21 pm-11:41 pm

1 stop24h 20m

Chicago Midway

Sat 2/21

9:15 am-5:40 pm

1 stop10h 25m

$141

Las VegasChicago

LAS - MDW

LASMDW

Las Vegas Harry Reid Intl

Sat 1/17

6:20 am-11:50 am

Nonstop3h 30m

Chicago Midway

Sun 1/25

8:40 pm-10:45 pm

Nonstop4h 05m

$145

San DiegoChicago

SAN - MDW

SANMDW

San Diego

Mon 1/12

6:25 am-12:25 pm

Nonstop4h 00m

Chicago Midway

Sat 1/17

7:40 pm-10:10 pm

Nonstop4h 30m

$154

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Sat 1/17

5:45 pm-7:24 pm

1 stop23h 39m

Chicago Midway

Mon 1/19

9:15 am-7:15 am

1 stop24h 00m

$156

Los AngelesChicago

LAX - MDW

LAXMDW

Los Angeles

Sat 1/17

5:45 pm-7:24 pm

1 stop23h 39m

Chicago Midway

Mon 1/19

9:15 am-7:15 am

1 stop24h 00m

$157

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Wed 3/11

10:40 pm-8:53 am

1 stop8h 13m

Chicago Midway

Wed 3/18

12:47 pm-8:33 pm

1 stop9h 46m

$257

San FranciscoChicago

SFO - MDW

SFOMDW

San Francisco

Mon 1/19

10:54 pm-8:52 am

1 stop7h 58m

Chicago Midway

Mon 1/26

1:26 pm-6:38 pm

1 stop7h 12m

$259

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 $281. If you are unable to visit Chicago Midway Airport during the month of September, then departing from California during the month February is also very affordable. Most momondo users find prices during this month for around $282.

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 $362. 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 $465.

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 $350 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $451. 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 Francisco 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 $333 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 $252 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?

No. A direct flight is the cheapest option for a flight between California 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

$185

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 $185. The best round-trip flight deal from California to Chicago Midway Airport found on momondo in the last 72 hours is $351.
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
Spirit AirlinesPriceFrom $104Free CancellationRating
6.3
8,194 reviews
Search Spirit Airlines flights
FrontierPriceFrom $110Free CancellationRating
5.8
3,074 reviews
Search Frontier flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
9,106 reviews
Search United Airlines flights
American AirlinesPriceFrom $197Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
SouthwestPriceFrom $205Free CancellationRating
8.0
4,253 reviews
Search Southwest flights
DeltaPriceFrom $226Free CancellationRating
7.9
8,014 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
Valparaiso
Schererville
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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