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Cheap flights from Santa Ana, California to Chicago from $152

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 8/27. 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
8:20 pm - 5:55 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 35m1 stop Oakland
Southwest Logo
4:25 pm - 9:55 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 30m1 stop Denver Intl
$333Southwest
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
8:45 am - 5:35 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
6h 50m1 stop Las Vegas Harry Reid Intl
Southwest Logo
10:05 am - 3:45 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 40m1 stop Austin Bergstrom
$333Southwest
Wed, Sep 2 - Sat, Sep 5
Southwest Logo
7:35 pm - 5:40 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
8h 05m1 stop Las Vegas Harry Reid Intl
Southwest Logo
4:50 pm - 9:55 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 05m1 stop Denver Intl
$333Southwest
Wed, Oct 28 - Fri, Oct 30
Delta Logo
1:55 pm - 10:56 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 01m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:00 pm - 6:42 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 42m1 stop Atlanta Hartsfield-Jackson
$334Delta
Thu, Nov 26 - Wed, Dec 2
Southwest Logo
8:30 am - 5:10 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
6h 40m2 stops Phoenix Sky Harbor Intl Oklahoma City Will Rogers World
Southwest Logo
12:40 pm - 5:00 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
6h 20m1 stop Phoenix Sky Harbor Intl
$338Southwest
Wed, Sep 2 - Sat, Sep 5
Southwest Logo
6:45 am - 5:00 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
8h 15m2 stops Las Vegas Harry Reid Intl Wichita Eisenhower National
Southwest Logo
5:40 am - 9:20 amMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
5h 40m1 stop Phoenix Sky Harbor Intl
$338Southwest
Fri, Sep 11 - Mon, Sep 14
Southwest Logo
6:45 am - 4:20 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 35m2 stops Denver Intl Des Moines
Southwest Logo
4:05 pm - 10:15 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
8h 10m1 stop Phoenix Sky Harbor Intl
$338Southwest
Wed, Oct 28 - Fri, Oct 30
Southwest Logo
6:45 am - 5:10 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
8h 25m2 stops Dallas Love Field Omaha Eppley Airfield
Southwest Logo
3:45 pm - 9:35 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 50m2 stops Tucson Las Vegas Harry Reid Intl
$343Southwest
Wed, Oct 28 - Fri, Oct 30
Southwest Logo
8:30 am - 5:10 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
6h 40m2 stops Phoenix Sky Harbor Intl Oklahoma City Will Rogers World
Southwest Logo
8:00 am - 3:45 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
9h 45m2 stops Cincinnati Cinci./N. Kentucky Austin Bergstrom
$343Southwest
Wed, Sep 2 - Sat, Sep 5
Delta Logo
6:02 pm - 8:48 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
12h 46m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
9:24 am - 6:25 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
11h 01m2 stops Detroit Metropolitan Wayne County Salt Lake City
$344Delta
Fri, Sep 11 - Mon, Sep 14

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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
Nov 26
SNA1:55 pmSanta Ana J. Wayne/Orange Cnty
7h 01m
1 stop
MDW10:56 pmChicago Midway
Dec 2
MDW1:00 pmChicago Midway
7h 42m
1 stop
SNA6:42 pmSanta Ana J. Wayne/Orange Cnty
$334
Delta
Sep 11
SNA6:02 pmSanta Ana J. Wayne/Orange Cnty
12h 46m
2 stops
MDW8:48 amChicago Midway
Sep 14
MDW9:24 amChicago Midway
11h 01m
2 stops
SNA6:25 pmSanta Ana J. Wayne/Orange Cnty
$344
Delta
Aug 25
SNA11:45 amSanta Ana J. Wayne/Orange Cnty
8h 51m
1 stop
MDW10:36 pmChicago Midway
Sep 2
MDW6:05 amChicago Midway
8h 41m
1 stop
SNA12:46 pmSanta Ana J. Wayne/Orange Cnty
$359

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
Sep 2
SNA8:45 amSanta Ana J. Wayne/Orange Cnty
6h 50m
1 stop
MDW5:35 pmChicago Midway
Sep 5
MDW10:05 amChicago Midway
7h 40m
1 stop
SNA3:45 pmSanta Ana J. Wayne/Orange Cnty
$333
Southwest
Sep 2
SNA8:30 amSanta Ana J. Wayne/Orange Cnty
6h 40m
2 stops
MDW5:10 pmChicago Midway
Sep 5
MDW12:40 pmChicago Midway
6h 20m
1 stop
SNA5:00 pmSanta Ana J. Wayne/Orange Cnty
$338
Southwest
Sep 2
SNA8:30 amSanta Ana J. Wayne/Orange Cnty
6h 40m
2 stops
MDW5:10 pmChicago Midway
Sep 5
MDW8:00 amChicago Midway
9h 45m
2 stops
SNA3:45 pmSanta Ana J. Wayne/Orange Cnty
$343

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 August 6, 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

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 9/11

8:20 pm-5:55 am

1 stop7h 35m

Chicago Midway

Mon 9/14

4:25 pm-9:55 pm

1 stop7h 30m

$333

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 9/2

8:45 am-5:35 pm

1 stop6h 50m

Chicago Midway

Sat 9/5

10:05 am-3:45 pm

1 stop7h 40m

$333

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/28

7:35 pm-5:40 am

1 stop8h 05m

Chicago Midway

Fri 10/30

4:50 pm-9:55 pm

1 stop7h 05m

$333

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 11/26

1:55 pm-10:56 pm

1 stop7h 01m

Chicago Midway

Wed 12/2

1:00 pm-6:42 pm

1 stop7h 42m

$334
Quickest round-trip

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 9/2

8:30 am-5:10 pm

2 stops6h 40m

Chicago Midway

Sat 9/5

12:40 pm-5:00 pm

1 stop6h 20m

$338

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 9/11

6:45 am-5:00 pm

2 stops8h 15m

Chicago Midway

Mon 9/14

5:40 am-9:20 am

1 stop5h 40m

$338

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/28

6:45 am-4:20 pm

2 stops7h 35m

Chicago Midway

Fri 10/30

4:05 pm-10:15 pm

1 stop8h 10m

$338

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/28

6:45 am-5:10 pm

2 stops8h 25m

Chicago Midway

Fri 10/30

3:45 pm-9:35 pm

2 stops7h 50m

$343

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 9/2

8:30 am-5:10 pm

2 stops6h 40m

Chicago Midway

Sat 9/5

8:00 am-3:45 pm

2 stops9h 45m

$343

Santa AnaChicago

SNA Santa Ana J. Wayne/Orange Cnty - MDW Chicago Midway

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 9/11

6:02 pm-8:48 am

2 stops12h 46m

Chicago Midway

Mon 9/14

9:24 am-6:25 pm

2 stops11h 01m

$344

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 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?

Prices are currently low for flights on this route.

Typical prices usually range from $499 to $531.
The lowest price recently found on this route was $333.

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 September is also very affordable. Most momondo users find prices during this month for around $328.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Santa Ana, California. The lowest ticket price found for a Wednesday departure recently was $418. 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 $488.

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 $383 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $452. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

As of August 2026, prices for Santa Ana, California to Chicago Midway Airport flights are approximately 18% cheaper 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 $289Free CancellationRating
8.0
4,218 reviews
Search Southwest flights

Traveling to a place near Chicago?

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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.

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