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Cheap flights from Chicago Midway Airport to California from $78

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 2/23. 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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0 bags

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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
11:20 am - 5:35 pm
MDW
-
SAN
8h 15m
1 stop
Southwest Logo
6:00 pm - 1:55 am
SAN
-
MDW
5h 55m
1 stop
$160Southwest
Sat, Feb 28 - Sat, Mar 7
Frontier Logo
6:25 am - 5:51 pm
MDW
-
SAN
13h 26m
2 stops
Frontier Logo
8:20 pm - 11:54 pm
SAN
-
MDW
25h 34m
1 stop
$165Frontier
Thu, Feb 26 - Sun, Mar 1
Southwest Logo
2:45 pm - 6:35 pm
MDW
-
SAN
5h 50m
1 stop
Southwest Logo
10:40 pm - 4:35 am
SAN
-
MDW
3h 55mnonstop
$167Southwest
Tue, Mar 3 - Tue, Mar 10
Frontier Logo
6:00 am - 4:25 pm
MDW
-
LAS
12h 25m
1 stop
Frontier Logo
12:17 pm - 9:12 pm
LAS
-
MDW
6h 55m
1 stop
$168Frontier
Mon, Feb 23 - Thu, Feb 26
Southwest Logo
8:40 pm - 11:10 pm
MDW
-
SAN
4h 30mnonstop
Southwest Logo
6:20 am - 3:25 pm
SAN
-
MDW
7h 05m
1 stop
$168Southwest
Sat, Feb 21 - Tue, Feb 24
Southwest Logo
5:00 am - 7:15 am
MDW
-
LAS
4h 15mnonstop
Southwest Logo
11:40 pm - 5:05 am
LAS
-
MDW
3h 25mnonstop
$169Southwest
Sun, Mar 1 - Wed, Mar 4
Frontier Logo
3:21 pm - 4:04 pm
MDW
-
SAN
26h 43m
1 stop
Frontier Logo
9:58 pm - 10:25 am
SAN
-
MDW
34h 27m
2 stops
$170Frontier
Sun, Feb 22 - Mon, Mar 9
Multiple Airlines Logo
9:51 pm - 11:44 pm
MDW
-
LAS
27h 53m
1 stop
Multiple Airlines Logo
12:59 am - 10:25 am
LAS
-
MDW
7h 26m
1 stop
$170Multiple Airlines
Fri, Mar 6 - Tue, Mar 10
Delta Logo
12:45 pm - 9:05 pm
MDW
-
ONT
10h 20m
1 stop
Delta Logo
1:15 pm - 10:31 pm
ONT
-
MDW
7h 16m
1 stop
$237Delta
Wed, Feb 18 - Thu, Feb 19
Delta Logo
1:26 pm - 11:49 pm
MDW
-
ONT
12h 23m
2 stops
Delta Logo
1:15 pm - 10:31 pm
ONT
-
MDW
7h 16m
1 stop
$242Delta
Thu, Feb 19 - Sun, Feb 22

Frontier flights from Chicago Midway Airport to California

Our best Frontier deals on Chicago Midway Airport to California flight tickets
Frontier
Feb 26
MDW6:25 amChicago Midway
13h 26m
2 stops
SAN5:51 pmSan Diego
Mar 1
SAN8:20 pmSan Diego
25h 34m
1 stop
MDW11:54 pmChicago Midway
$165
Frontier
Feb 23
MDW6:00 amChicago Midway
12h 25m
1 stop
LAS4:25 pmLas Vegas Harry Reid Intl
Feb 26
LAS12:17 pmLas Vegas Harry Reid Intl
6h 55m
1 stop
MDW9:12 pmChicago Midway
$168
Frontier
Feb 22
MDW3:21 pmChicago Midway
26h 43m
1 stop
SAN4:04 pmSan Diego
Mar 9
SAN9:58 pmSan Diego
34h 27m
2 stops
MDW10:25 amChicago Midway
$170

Southwest flights from Chicago Midway Airport to California

Our best Southwest deals on Chicago Midway Airport to California flight tickets
Southwest
Feb 28
MDW11:20 amChicago Midway
8h 15m
1 stop
SAN5:35 pmSan Diego
Mar 7
SAN6:00 pmSan Diego
5h 55m
1 stop
MDW1:55 amChicago Midway
$160
Southwest
Mar 3
MDW2:45 pmChicago Midway
5h 50m
1 stop
SAN6:35 pmSan Diego
Mar 10
SAN10:40 pmSan Diego
3h 55m
MDW4:35 amChicago Midway
$167
Southwest
Feb 21
MDW8:40 pmChicago Midway
4h 30m
SAN11:10 pmSan Diego
Feb 24
SAN6:20 amSan Diego
7h 05m
1 stop
MDW3:25 pmChicago Midway
$168

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 February 4, 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

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sat 2/28

11:20 am-5:35 pm

1 stop8h 15m

San Diego

Sat 3/7

6:00 pm-1:55 am

1 stop5h 55m

$160

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Thu 2/26

6:25 am-5:51 pm

2 stops13h 26m

San Diego

Sun 3/1

8:20 pm-11:54 pm

1 stop25h 34m

$165

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Tue 3/3

2:45 pm-6:35 pm

1 stop5h 50m

San Diego

Tue 3/10

10:40 pm-4:35 am

Nonstop3h 55m

$167

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Mon 2/23

6:00 am-4:25 pm

1 stop12h 25m

Las Vegas Harry Reid Intl

Thu 2/26

12:17 pm-9:12 pm

1 stop6h 55m

$168

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sat 2/21

8:40 pm-11:10 pm

Nonstop4h 30m

San Diego

Tue 2/24

6:20 am-3:25 pm

1 stop7h 05m

$168

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Sun 3/1

5:00 am-7:15 am

Nonstop4h 15m

Las Vegas Harry Reid Intl

Wed 3/4

11:40 pm-5:05 am

Nonstop3h 25m

$169

ChicagoSan Diego

MDW - SAN

MDWSAN

Chicago Midway

Sun 2/22

3:21 pm-4:04 pm

1 stop26h 43m

San Diego

Mon 3/9

9:58 pm-10:25 am

2 stops34h 27m

$170

ChicagoLas Vegas

MDW - LAS

MDWLAS

Chicago Midway

Fri 3/6

9:51 pm-11:44 pm

1 stop27h 53m

Las Vegas Harry Reid Intl

Tue 3/10

12:59 am-10:25 am

1 stop7h 26m

$170

ChicagoOntario

MDW - ONT

MDWONT

Chicago Midway

Wed 2/18

12:45 pm-9:05 pm

1 stop10h 20m

Ontario

Thu 2/19

1:15 pm-10:31 pm

1 stop7h 16m

$237

ChicagoOntario

MDW - ONT

MDWONT

Chicago Midway

Thu 2/19

1:26 pm-11:49 pm

2 stops12h 23m

Ontario

Sun 2/22

1:15 pm-10:31 pm

1 stop7h 16m

$242

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 April is another great option to travel to California, with average flight prices from Chicago Midway Airport averaging around $272.

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 Tuesday. Travelers who choose to depart for California on a Tuesday will often find tickets for as low as $330. 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 $461.

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 $313. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $400 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 San Diego for the best Chicago Midway - California flight prices

How far in advance should I book a flight 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 $333 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 $263 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to California.

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

$141

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 $141. The best round-trip flight deal from Chicago Midway Airport to California found on momondo in the last 72 hours is $207.
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), Ontario (ONT), Las Vegas Harry Reid Intl (LAS).
Search flight deals

  • 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
Spirit AirlinesPriceFrom $57Free CancellationRating
6.3
8,407 reviews
Search Spirit Airlines flights
FrontierPriceFrom $90Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,272 reviews
Search Southwest flights
DeltaPriceFrom $183Free CancellationRating
7.9
8,138 reviews
Search Delta flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,236 reviews
Search United Airlines 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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