Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Santa Ana, California to Chicago from $174

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santa Ana, California to Chicago departing on 8/10. 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

Find the cheapest flights from Santa Ana, California to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:00 pm - 1:30 am
SNA
-
MDW
5h 30m
1 stop
Southwest Logo
5:25 am - 9:25 am
MDW
-
SNA
6h 00m
1 stop
$349Southwest
Thu, Jul 9 - Sat, Jul 11
Southwest Logo
11:50 am - 9:20 pm
SNA
-
MDW
7h 30m
2 stops
Southwest Logo
8:00 am - 2:45 pm
MDW
-
SNA
8h 45m
1 stop
$350Southwest
Thu, Jul 9 - Sat, Jul 11
Southwest Logo
8:00 am - 5:00 pm
SNA
-
MDW
7h 00m
2 stops
Southwest Logo
5:40 pm - 10:20 pm
MDW
-
SNA
6h 40m
1 stop
$353Southwest
Thu, Aug 20 - Sun, Aug 23
Delta Logo
8:00 am - 5:52 pm
SNA
-
MDW
7h 52m
1 stop
Delta Logo
1:51 pm - 9:55 pm
MDW
-
SNA
10h 04m
2 stops
$354Delta
Sat, Jul 11 - Sat, Aug 15
Multiple Airlines Logo
2:27 pm - 11:07 am
SNA
-
MDW
18h 40m
2 stops
Multiple Airlines Logo
8:20 pm - 8:48 am
MDW
-
SNA
14h 28m
1 stop
$356Multiple Airlines
Mon, Aug 3 - Thu, Aug 6
Southwest Logo
8:00 am - 5:00 pm
SNA
-
MDW
7h 00m
2 stops
Southwest Logo
8:00 am - 3:45 pm
MDW
-
SNA
9h 45m
2 stops
$357Southwest
Thu, Aug 27 - Sat, Aug 29
Delta Logo
6:02 pm - 8:50 am
SNA
-
MDW
12h 48m
2 stops
Delta Logo
1:47 pm - 10:04 pm
MDW
-
SNA
10h 17m
2 stops
$359Delta
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
7:05 pm - 5:45 am
SNA
-
MDW
8h 40m
1 stop
Southwest Logo
5:10 am - 9:15 am
MDW
-
SNA
6h 05m
1 stop
$360Southwest
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
3:45 pm - 11:45 pm
SNA
-
MDW
6h 00m
1 stop
Southwest Logo
5:20 am - 9:30 am
MDW
-
SNA
6h 10m
1 stop
$363Southwest
Wed, Jul 8 - Fri, Jul 10
Southwest Logo
7:00 am - 5:35 pm
SNA
-
MDW
8h 35m
2 stops
Southwest Logo
6:00 pm - 9:55 pm
MDW
-
SNA
5h 55m
1 stop
$368Southwest
Wed, Jul 15 - Tue, Jul 21

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Southwest flights from Santa Ana, California to Chicago Midway Airport

Our best Southwest deals on Santa Ana, California to Chicago Midway Airport flight tickets
Southwest
Jul 9
SNA6:00 pmSanta Ana J. Wayne/Orange Cnty
5h 30m
1 stop
MDW1:30 amChicago Midway
Jul 11
MDW5:25 amChicago Midway
6h 00m
1 stop
SNA9:25 amSanta Ana J. Wayne/Orange Cnty
$349
Southwest
Jul 9
SNA11:50 amSanta Ana J. Wayne/Orange Cnty
7h 30m
2 stops
MDW9:20 pmChicago Midway
Jul 11
MDW8:00 amChicago Midway
8h 45m
1 stop
SNA2:45 pmSanta Ana J. Wayne/Orange Cnty
$350
Southwest
Oct 10
SNA6:15 pmSanta Ana J. Wayne/Orange Cnty
9h 35m
1 stop
MDW5:50 amChicago Midway
Oct 14
MDW12:25 pmChicago Midway
9h 05m
1 stop
SNA7:30 pmSanta Ana J. Wayne/Orange Cnty
$351

Delta flights from Santa Ana, California to Chicago Midway Airport

Our best Delta deals on Santa Ana, California to Chicago Midway Airport flight tickets
Delta
Jul 11
SNA8:00 amSanta Ana J. Wayne/Orange Cnty
7h 52m
1 stop
MDW5:52 pmChicago Midway
Aug 15
MDW1:51 pmChicago Midway
10h 04m
2 stops
SNA9:55 pmSanta Ana J. Wayne/Orange Cnty
$354
Delta
Sep 24
SNA6:02 pmSanta Ana J. Wayne/Orange Cnty
12h 48m
2 stops
MDW8:50 amChicago Midway
Sep 28
MDW1:47 pmChicago Midway
10h 17m
2 stops
SNA10:04 pmSanta Ana J. Wayne/Orange Cnty
$359
Delta
Sep 5
SNA12:15 pmSanta Ana J. Wayne/Orange Cnty
8h 21m
1 stop
MDW10:36 pmChicago Midway
Sep 9
MDW9:59 amChicago Midway
8h 09m
2 stops
SNA4:08 pmSanta Ana J. Wayne/Orange Cnty
$369

momondo Fare Finder

 
Customize your flight search to find flights from Santa Ana, 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 June 21, 2026.
Use the filters below to find and compare flights from Santa Ana, California to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 7/9

6:00 pm-1:30 am

1 stop5h 30m

Chicago Midway

Sat 7/11

5:25 am-9:25 am

1 stop6h 00m

$349

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 7/9

11:50 am-9:20 pm

2 stops7h 30m

Chicago Midway

Sat 7/11

8:00 am-2:45 pm

1 stop8h 45m

$350

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 8/20

8:00 am-5:00 pm

2 stops7h 00m

Chicago Midway

Sun 8/23

5:40 pm-10:20 pm

1 stop6h 40m

$353

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 7/11

8:00 am-5:52 pm

1 stop7h 52m

Chicago Midway

Sat 8/15

1:51 pm-9:55 pm

2 stops10h 04m

$354

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 8/3

2:27 pm-11:07 am

2 stops18h 40m

Chicago Midway

Thu 8/6

8:20 pm-8:48 am

1 stop14h 28m

$356

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 8/27

8:00 am-5:00 pm

2 stops7h 00m

Chicago Midway

Sat 8/29

8:00 am-3:45 pm

2 stops9h 45m

$357

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 9/24

6:02 pm-8:50 am

2 stops12h 48m

Chicago Midway

Mon 9/28

1:47 pm-10:04 pm

2 stops10h 17m

$359

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 7/25

7:05 pm-5:45 am

1 stop8h 40m

Chicago Midway

Sat 8/1

5:10 am-9:15 am

1 stop6h 05m

$360

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 7/8

3:45 pm-11:45 pm

1 stop6h 00m

Chicago Midway

Fri 7/10

5:20 am-9:30 am

1 stop6h 10m

$363

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 7/15

7:00 am-5:35 pm

2 stops8h 35m

Chicago Midway

Tue 7/21

6:00 pm-9:55 pm

1 stop5h 55m

$368

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Santa Ana, 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 typical price of a round-trip flight between Santa Ana, California and Chicago Midway Airport?

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

The month of March is, on average, the cheapest month to fly to Chicago Midway Airport from Santa Ana, California, with most prices found around $268. If you are unable to visit Chicago Midway Airport during the month of March, then departing from Santa Ana, California during the month August is also very affordable. Most momondo users find prices during this month for around $368.

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 Santa Ana, California. The lowest ticket price found for a Saturday departure recently was $393. 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 Santa Ana, California because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $469.

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

Flying to Chicago Midway Airport from Santa Ana, California in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $370 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $433. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Santa Ana J. Wayne/Orange Cnty to Chicago Midway flight route?

Fly from Santa Ana J. Wayne/Orange Cnty to Chicago Midway for the best Santa Ana J. Wayne/Orange Cnty - Chicago Midway flight prices

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

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

How have Santa Ana, California to Chicago Midway Airport flight prices changed over time?

As of June 2026, prices for Santa Ana, California to Chicago Midway Airport flights are approximately 96% more expensive when compared to flights at the same time last year.

When to book flights from Santa Ana, California to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Santa Ana, California to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santa Ana, California to Chicago Midway Airport (SNA to MDW) flight deals and tips

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

Fastest flight time

5h 25m

Direct flights

None
The fastest flight from Santa Ana, California to Chicago Midway Airport takes 5h 25m
There are no direct flights from Santa Ana, California to Chicago Midway Airport. There are no popular flight routes from Santa Ana, California to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Santa Ana, California to Chicago Midway Airport

  • How far is Santa Ana J. Wayne/Orange Cnty to Chicago Midway by plane?

    A flight from Santa Ana J. Wayne/Orange Cnty to Chicago Midway will travel around 1724.9 mi. By plane, this route typically takes 5h 25m.

  • When did momondo last update prices for flights from Santa Ana J. Wayne/Orange Cnty Airport to Chicago Midway Airport?

    Prices for flights from Santa Ana J. Wayne/Orange Cnty Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Santa Ana J. Wayne/Orange Cnty Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Santa Ana J. Wayne/Orange Cnty Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Santa Ana J. Wayne/Orange Cnty Airport to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport 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 Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Santa Ana, California to Chicago Midway Airport?

Best airlines flying from Santa Ana, California to Chicago Midway Airport

Compare and see reviews for airlines that fly from Santa Ana, California to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $288Free CancellationRating
7.9
4,242 reviews
Search Southwest flights

  • Southwest Flights From Santa Ana, California to Chicago Midway Airport

    Across 9 Southwest flights from Santa Ana, California to Chicago Midway Airport this week, the average price was $446, with the best Southwest deals starting from $288 round-trip. 4,242 users have rated Southwest on momondo, with an average score of 7.9/10.

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
Portage
Saint Joseph
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 Santa Ana to Chicago?

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

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

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

How can momondo help me find flights from Santa Ana to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Santa Ana.

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

Price alerts on flights to Chicago from Santa Ana 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

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 7/21
Tue 7/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago