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Cheap flights from Chicago Midway Airport to California from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to California departing on 9/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago Midway Airport to California

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:15 pm - 3:45 pm
MDW
-
SJC
4h 30mnonstop
Southwest Logo
11:00 pm - 5:00 am
SJC
-
MDW
4h 00mnonstop
$237Southwest
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
8:35 pm - 11:05 pm
MDW
-
OAK
4h 30mnonstop
Southwest Logo
11:55 pm - 5:55 am
OAK
-
MDW
4h 00mnonstop
$237Southwest
Wed, Aug 19 - Sat, Aug 29
Frontier Logo
11:06 am - 8:30 pm
MDW
-
LAS
11h 24m
1 stop
Frontier Logo
6:40 am - 10:03 pm
LAS
-
MDW
13h 23m
1 stop
$240Frontier
Sat, Aug 8 - Tue, Aug 11
Frontier Logo
6:41 pm - 11:47 pm
MDW
-
LAS
7h 06m
1 stop
Frontier Logo
6:40 am - 10:03 pm
LAS
-
MDW
13h 23m
1 stop
$241Frontier
Sat, Aug 8 - Sat, Aug 15
Frontier Logo
6:05 am - 12:29 pm
MDW
-
LAS
8h 24m
1 stop
Frontier Logo
11:50 pm - 10:55 am
LAS
-
MDW
9h 05m
1 stop
$242Frontier
Tue, Aug 18 - Tue, Aug 25
Southwest Logo
2:05 pm - 6:15 pm
MDW
-
SJC
6h 10m
1 stop
Southwest Logo
11:00 pm - 5:00 am
SJC
-
MDW
4h 00mnonstop
$243Southwest
Sat, Aug 22 - Sat, Aug 29
Frontier Logo
6:05 am - 12:29 pm
MDW
-
LAS
8h 24m
1 stop
Frontier Logo
6:40 am - 10:03 pm
LAS
-
MDW
13h 23m
1 stop
$243Frontier
Sat, Aug 8 - Tue, Aug 11
Delta Logo
9:59 am - 5:46 pm
MDW
-
SJC
9h 47m
1 stop
Delta Logo
6:05 am - 4:39 pm
SJC
-
MDW
8h 34m
1 stop
$257Delta
Wed, Sep 9 - Wed, Oct 14
Delta Logo
1:28 pm - 9:59 pm
MDW
-
PSP
10h 31m
2 stops
Delta Logo
12:40 pm - 10:10 pm
PSP
-
MDW
7h 30m
1 stop
$276Delta
Sat, Nov 7 - Wed, Nov 11
Multiple Airlines Logo
8:20 pm - 8:48 am
MDW
-
SNA
14h 28m
1 stop
Multiple Airlines Logo
1:16 pm - 9:51 am
SNA
-
MDW
18h 35m
2 stops
$327Multiple Airlines
Thu, Aug 13 - Sat, Aug 15

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Frontier flights from Chicago Midway Airport to California

Our best Frontier deals on Chicago Midway Airport to California flight tickets
Frontier
Aug 8
MDW6:41 pmChicago Midway
7h 06m
1 stop
LAS11:47 pmLas Vegas Harry Reid Intl
Aug 15
LAS6:40 amLas Vegas Harry Reid Intl
13h 23m
1 stop
MDW10:03 pmChicago Midway
$240
Frontier
Aug 8
MDW6:05 amChicago Midway
8h 24m
1 stop
LAS12:29 pmLas Vegas Harry Reid Intl
Aug 15
LAS6:40 amLas Vegas Harry Reid Intl
13h 23m
1 stop
MDW10:03 pmChicago Midway
$241
Frontier
Aug 18
MDW6:05 amChicago Midway
8h 24m
1 stop
LAS12:29 pmLas Vegas Harry Reid Intl
Aug 25
LAS11:50 pmLas Vegas Harry Reid Intl
9h 05m
1 stop
MDW10:55 amChicago Midway
$242

Southwest flights from Chicago Midway Airport to California

Our best Southwest deals on Chicago Midway Airport to California flight tickets
Southwest
Aug 22
MDW1:15 pmChicago Midway
4h 30m
SJC3:45 pmSan Jose
Aug 29
SJC11:00 pmSan Jose
4h 00m
MDW5:00 amChicago Midway
$237
Southwest
Aug 22
MDW2:05 pmChicago Midway
6h 10m
1 stop
SJC6:15 pmSan Jose
Aug 29
SJC11:00 pmSan Jose
4h 00m
MDW5:00 amChicago Midway
$243
Southwest
Sep 9
MDW5:15 pmChicago Midway
6h 25m
1 stop
SJC9:40 pmSan Jose
Sep 12
SJC11:00 pmSan Jose
4h 00m
MDW5:00 amChicago Midway
$247

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 5, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to California that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 8/22

1:15 pm-3:45 pm

Nonstop4h 30m

San Jose

Sat 8/29

11:00 pm-5:00 am

Nonstop4h 00m

$237

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 8/19

8:35 pm-11:05 pm

Nonstop4h 30m

Oakland

Sat 8/29

11:55 pm-5:55 am

Nonstop4h 00m

$237

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sat 8/8

11:06 am-8:30 pm

1 stop11h 24m

Las Vegas Harry Reid Intl

Tue 8/11

6:40 am-10:03 pm

1 stop13h 23m

$240

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sat 8/8

6:41 pm-11:47 pm

1 stop7h 06m

Las Vegas Harry Reid Intl

Sat 8/15

6:40 am-10:03 pm

1 stop13h 23m

$241

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Tue 8/18

6:05 am-12:29 pm

1 stop8h 24m

Las Vegas Harry Reid Intl

Tue 8/25

11:50 pm-10:55 am

1 stop9h 05m

$242

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 8/22

2:05 pm-6:15 pm

1 stop6h 10m

San Jose

Sat 8/29

11:00 pm-5:00 am

Nonstop4h 00m

$243

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sat 8/8

6:05 am-12:29 pm

1 stop8h 24m

Las Vegas Harry Reid Intl

Tue 8/11

6:40 am-10:03 pm

1 stop13h 23m

$243

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 9/9

9:59 am-5:46 pm

1 stop9h 47m

San Jose

Wed 10/14

6:05 am-4:39 pm

1 stop8h 34m

$257

ChicagoPalm Springs

MDW - PSP

MDWPSP

Chicago Midway

Sat 11/7

1:28 pm-9:59 pm

2 stops10h 31m

Palm Springs

Wed 11/11

12:40 pm-10:10 pm

1 stop7h 30m

$276

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 8/13

8:20 pm-8:48 am

1 stop14h 28m

Santa Ana J. Wayne/Orange Cnty

Sat 8/15

1:16 pm-9:51 am

2 stops18h 35m

$327

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 California from

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

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 California?

The month of August is another great option to travel to California, with average flight prices from Chicago Midway Airport averaging around $122.

What is the cheapest day to depart on your flight to California?

The cheapest day to depart from Chicago Midway Airport to California is on a Wednesday. Travelers who choose to depart for California on a Wednesday will often find tickets for as low as $383. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to California on Sunday is $503.

What is the cheapest time of day to depart on your flight to California?

The cheapest time of day to fly to California is in the afternoon when flights can be purchased for as low as $375. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $577 on average. Flights to California from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to California flight route?

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

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

You are more likely to see cheaper flights to California from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to California for around $383 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to California from Chicago Midway Airport for as low as $309 on momondo.

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

There is only 1 cabin class available to choose from on Chicago Midway Airport to California 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 Chicago Midway Airport to California flights?

You could potentially save up to 21% on your flight if you consider stops on a Chicago Midway Airport to California flight.

Cheap Chicago Midway Airport to California flight deals and tips

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

Best Price Found

$119

Fastest flight time

3h 45m

Direct flights

Every day

Airports in California

418 airports
The best one-way flight to California from Chicago Midway Airport in the past 72 hours is $119. The best round-trip flight deal from Chicago Midway Airport to California found on momondo in the last 72 hours is $268.
The fastest flight from Chicago Midway Airport to California takes 3h 45m
Direct flights go from Chicago Midway Airport to California every day.
There are 418 airports in California. From Chicago Midway Airport there are direct flights to San Diego (SAN), Reno (RNO), Las Vegas Harry Reid Intl (LAS).
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to California

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

    Prices for flights from Chicago Midway Airport to California refresh daily.

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

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

    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 Chicago Midway Airport to California.

  • What documentation or ID do you need to fly to California?

    The required travel and health documents for your California trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at California. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Chicago Midway Airport to California

Compare and see reviews for airlines that fly from Chicago Midway Airport to California with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $138Free CancellationRating
5.6
2,846 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.8
8,451 reviews
Search Delta flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to California. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Chicago to California flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Chicago and California by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to California from Chicago 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.

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