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Cheap flights from Santa Ana, California to Chicago from $147

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
6:10 pm - 5:50 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
9h 40m1 stop Sacramento Intl
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
$333Southwest
Sat, Oct 17 - Fri, Oct 23
Multiple Airlines Logo
5:04 pm - 7:23 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
12h 19m1 stop Dallas/Fort Worth
Multiple Airlines Logo
12:28 pm - 5:40 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
31h 12m2 stops Atlanta Hartsfield-Jackson Las Vegas Harry Reid Intl
$333Multiple Airlines
Sun, Nov 22 - Tue, Dec 1
Southwest Logo
6:45 am - 4:05 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 20m2 stops Denver Intl Wichita Eisenhower National
Southwest Logo
5:10 am - 9:10 amMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
6h 00m1 stop Phoenix Sky Harbor Intl
$335Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
8:00 pm - 5:00 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 00m1 stop San Jose
Southwest Logo
5:10 am - 9:10 amMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
6h 00m1 stop Las Vegas Harry Reid Intl
$336Southwest
Fri, Oct 16 - Mon, Oct 19
Southwest Logo
6:45 am - 4:05 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 20m2 stops Denver Intl Wichita Eisenhower National
Southwest Logo
6:15 am - 12:15 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
8h 00m2 stops Denver Intl Las Vegas Harry Reid Intl
$339Southwest
Wed, Oct 21 - Sat, Oct 24
Southwest Logo
9:00 pm - 5:40 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
6h 40m1 stop Las Vegas Harry Reid Intl
Southwest Logo
7:20 am - 1:05 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 45m1 stop Phoenix Sky Harbor Intl
$347Southwest
Thu, Nov 5 - Sun, Nov 8
Southwest Logo
8:40 pm - 5:40 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
7h 00m1 stop Las Vegas Harry Reid Intl
Southwest Logo
5:15 am - 10:15 amMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 00m1 stop Phoenix Sky Harbor Intl
$347Southwest
Thu, Oct 22 - Sun, Oct 25
Southwest Logo
4:25 pm - 11:55 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
5h 30m1 stop Phoenix Sky Harbor Intl
Southwest Logo
10:25 am - 4:20 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
7h 55m1 stop Austin Bergstrom
$350Southwest
Wed, Oct 7 - Sat, Oct 10
Southwest Logo
7:40 pm - 5:55 amSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
8h 15m1 stop Oakland
Southwest Logo
10:15 am - 5:00 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
8h 45m1 stop San Jose
$353Southwest
Wed, Oct 14 - Wed, Oct 21
Delta Logo
2:00 pm - 10:54 pmSNA  Santa Ana J. Wayne/Orange Cnty-MDW Chicago Midway
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:50 pmMDW  Chicago Midway-SNA Santa Ana J. Wayne/Orange Cnty
8h 50m1 stop Atlanta Hartsfield-Jackson
$354Delta
Fri, Nov 13 - Tue, Nov 17

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Frontier flights from Santa Ana, California to Chicago Midway Airport

Our best Frontier deals on Santa Ana, California to Chicago Midway Airport flight tickets
Frontier
Nov 22
SNA5:04 pmSanta Ana J. Wayne/Orange Cnty
12h 19m
1 stop
MDW7:23 amChicago Midway
Nov 25
MDW8:28 amChicago Midway
9h 51m
1 stop
SNA4:19 pmSanta Ana J. Wayne/Orange Cnty
$359
Frontier
Nov 22
SNA5:04 pmSanta Ana J. Wayne/Orange Cnty
12h 19m
1 stop
MDW7:23 amChicago Midway
Dec 2
MDW10:21 amChicago Midway
25h 01m
2 stops
SNA9:22 amSanta Ana J. Wayne/Orange Cnty
$362
Frontier
Oct 9
SNA6:54 pmSanta Ana J. Wayne/Orange Cnty
17h 41m
1 stop
MDW2:35 pmChicago Midway
Oct 15
MDW1:12 pmChicago Midway
30h 57m
1 stop
SNA6:09 pmSanta Ana J. Wayne/Orange Cnty
$388

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 9
SNA2:00 pmSanta Ana J. Wayne/Orange Cnty
6h 54m
1 stop
MDW10:54 pmChicago Midway
Nov 14
MDW6:00 amChicago Midway
8h 50m
1 stop
SNA12:50 pmSanta Ana J. Wayne/Orange Cnty
$394
Delta
Oct 28
SNA11:32 amSanta Ana J. Wayne/Orange Cnty
9h 01m
1 stop
MDW10:33 pmChicago Midway
Oct 31
MDW12:27 pmChicago Midway
12h 03m
2 stops
SNA10:30 pmSanta Ana J. Wayne/Orange Cnty
$404
Delta
Jan 14
SNA7:00 amSanta Ana J. Wayne/Orange Cnty
13h 10m
2 stops
MDW10:10 pmChicago Midway
Jan 17
MDW1:00 pmChicago Midway
11h 00m
2 stops
SNA10:00 pmSanta Ana J. Wayne/Orange Cnty
$409

momondo Fare Finder

 
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

Sat 10/17

6:10 pm-5:50 am

1 stop9h 40m

Chicago Midway

Fri 10/23

3:45 pm-9:35 pm

2 stops7h 50m

$333

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sun 11/22

5:04 pm-7:23 am

1 stop12h 19m

Chicago Midway

Tue 12/1

12:28 pm-5:40 pm

2 stops31h 12m

$333

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/21

6:45 am-4:05 pm

2 stops7h 20m

Chicago Midway

Sat 10/24

5:10 am-9:10 am

1 stop6h 00m

$335
Quickest round-trip

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 10/16

8:00 pm-5:00 am

1 stop7h 00m

Chicago Midway

Mon 10/19

5:10 am-9:10 am

1 stop6h 00m

$336

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/21

6:45 am-4:05 pm

2 stops7h 20m

Chicago Midway

Sat 10/24

6:15 am-12:15 pm

2 stops8h 00m

$339

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 11/5

9:00 pm-5:40 am

1 stop6h 40m

Chicago Midway

Sun 11/8

7:20 am-1:05 pm

1 stop7h 45m

$347

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 10/22

8:40 pm-5:40 am

1 stop7h 00m

Chicago Midway

Sun 10/25

5:15 am-10:15 am

1 stop7h 00m

$347

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/7

4:25 pm-11:55 pm

1 stop5h 30m

Chicago Midway

Sat 10/10

10:25 am-4:20 pm

1 stop7h 55m

$350

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 10/14

7:40 pm-5:55 am

1 stop8h 15m

Chicago Midway

Wed 10/21

10:15 am-5:00 pm

1 stop8h 45m

$353

Santa AnaChicago

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

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 11/13

2:00 pm-10:54 pm

1 stop6h 54m

Chicago Midway

Tue 11/17

6:00 am-12:50 pm

1 stop8h 50m

$354

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 $345 to $582.
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 August is also very affordable. Most momondo users find prices during this month for around $356.

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 $422. 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 $490.

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 $398 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $468. 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 September 2026, prices for Santa Ana, California to Chicago Midway Airport flights are approximately 47% 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

Best Price Found

$147

Fastest flight time

5h 15m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Santa Ana, California in the past 72 hours is $147. The best round-trip flight deal from Santa Ana, California to Chicago Midway Airport found on momondo in the last 72 hours is $333.
The fastest flight from Santa Ana, California to Chicago Midway Airport takes 5h 15m
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 15m.

  • 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 $308Free CancellationRating
8.0
4,194 reviews
Search Southwest flights

Traveling to a place near Chicago?

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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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