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Cheap flights from Santa Ana, California to Chicago from $132

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 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 Santa Ana, California to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:50 am - 10:45 pm
SNA
-
MDW
10h 55m
1 stop
Multiple Airlines Logo
11:25 am - 8:56 pm
MDW
-
SNA
11h 31m
2 stops
$280Multiple Airlines
Sat, Mar 14 - Wed, Mar 18
Frontier Logo
12:36 pm - 11:54 pm
SNA
-
MDW
9h 18m
1 stop
Frontier Logo
6:15 am - 10:47 am
MDW
-
SNA
54h 32m
2 stops
$282Frontier
Mon, Mar 2 - Thu, Mar 5
Southwest Logo
6:40 pm - 5:05 am
SNA
-
MDW
8h 25m
1 stop
Southwest Logo
5:40 pm - 9:55 pm
MDW
-
SNA
6h 15m
1 stop
$289Southwest
Wed, Mar 4 - Mon, Mar 9
Southwest Logo
11:05 am - 8:40 pm
SNA
-
MDW
7h 35m
2 stops
Southwest Logo
5:40 pm - 9:55 pm
MDW
-
SNA
6h 15m
1 stop
$294Southwest
Wed, Mar 4 - Mon, Mar 9
Multiple Airlines Logo
9:50 am - 10:45 pm
SNA
-
MDW
10h 55m
1 stop
Multiple Airlines Logo
9:51 pm - 3:38 pm
MDW
-
SNA
19h 47m
2 stops
$303Multiple Airlines
Sat, Mar 14 - Mon, Mar 16
Southwest Logo
1:45 pm - 10:20 pm
SNA
-
MDW
6h 35m
1 stop
Southwest Logo
9:55 am - 6:20 pm
MDW
-
SNA
10h 25m
2 stops
$304Southwest
Thu, Feb 19 - Wed, Feb 25
Delta Logo
8:00 am - 6:40 pm
SNA
-
MDW
8h 40m
1 stop
Delta Logo
2:05 pm - 8:56 pm
MDW
-
SNA
8h 51m
1 stop
$309Delta
Mon, Mar 30 - Sat, Apr 4
Frontier Logo
12:46 pm - 11:41 pm
SNA
-
MDW
8h 55m
1 stop
Frontier Logo
9:15 am - 6:40 pm
MDW
-
SNA
11h 25m
2 stops
$316Frontier
Thu, Feb 12 - Sat, Feb 14
Southwest Logo
7:30 am - 5:15 pm
SNA
-
MDW
7h 45m
1 stop
Southwest Logo
3:00 pm - 7:35 pm
MDW
-
SNA
6h 35m
1 stop
$323Southwest
Tue, Mar 3 - Fri, Mar 6
Multiple Airlines Logo
7:25 pm - 8:00 pm
SNA
-
MDW
22h 35m
1 stop
Multiple Airlines Logo
8:58 pm - 8:57 pm
MDW
-
SNA
25h 59m
2 stops
$326Multiple Airlines
Thu, Feb 12 - Mon, Feb 16

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
Mar 4
SNA9:50 amSanta Ana J. Wayne/Orange Cnty
9h 05m
1 stop
MDW8:55 pmChicago Midway
Mar 9
MDW11:55 amChicago Midway
5h 55m
1 stop
SNA3:50 pmSanta Ana J. Wayne/Orange Cnty
$289
Southwest
Mar 4
SNA11:05 amSanta Ana J. Wayne/Orange Cnty
7h 35m
2 stops
MDW8:40 pmChicago Midway
Mar 9
MDW5:40 pmChicago Midway
6h 15m
1 stop
SNA9:55 pmSanta Ana J. Wayne/Orange Cnty
$294
Southwest
Feb 19
SNA1:45 pmSanta Ana J. Wayne/Orange Cnty
6h 35m
1 stop
MDW10:20 pmChicago Midway
Feb 25
MDW9:55 amChicago Midway
10h 25m
2 stops
SNA6:20 pmSanta Ana J. Wayne/Orange Cnty
$304

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
Mar 30
SNA8:00 amSanta Ana J. Wayne/Orange Cnty
8h 40m
1 stop
MDW6:40 pmChicago Midway
Apr 4
MDW2:05 pmChicago Midway
8h 51m
1 stop
SNA8:56 pmSanta Ana J. Wayne/Orange Cnty
$309
Delta
Mar 30
SNA8:00 amSanta Ana J. Wayne/Orange Cnty
8h 40m
1 stop
MDW6:40 pmChicago Midway
Apr 1
MDW6:00 amChicago Midway
7h 44m
1 stop
SNA11:44 amSanta Ana J. Wayne/Orange Cnty
$334
Delta
Mar 9
SNA8:00 amSanta Ana J. Wayne/Orange Cnty
8h 40m
1 stop
MDW6:40 pmChicago Midway
Mar 18
MDW2:05 pmChicago Midway
8h 51m
1 stop
SNA8:56 pmSanta Ana J. Wayne/Orange Cnty
$354

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 January 31, 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

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 3/14

9:50 am-10:45 pm

1 stop10h 55m

Chicago Midway

Wed 3/18

11:25 am-8:56 pm

2 stops11h 31m

$280

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 3/2

12:36 pm-11:54 pm

1 stop9h 18m

Chicago Midway

Thu 3/5

6:15 am-10:47 am

2 stops54h 32m

$282

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 3/4

6:40 pm-5:05 am

1 stop8h 25m

Chicago Midway

Mon 3/9

5:40 pm-9:55 pm

1 stop6h 15m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 3/4

11:05 am-8:40 pm

2 stops7h 35m

Chicago Midway

Mon 3/9

5:40 pm-9:55 pm

1 stop6h 15m

$294

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 3/14

9:50 am-10:45 pm

1 stop10h 55m

Chicago Midway

Mon 3/16

9:51 pm-3:38 pm

2 stops19h 47m

$303

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 2/19

1:45 pm-10:20 pm

1 stop6h 35m

Chicago Midway

Wed 2/25

9:55 am-6:20 pm

2 stops10h 25m

$304

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 3/30

8:00 am-6:40 pm

1 stop8h 40m

Chicago Midway

Sat 4/4

2:05 pm-8:56 pm

1 stop8h 51m

$309

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 2/12

12:46 pm-11:41 pm

1 stop8h 55m

Chicago Midway

Sat 2/14

9:15 am-6:40 pm

2 stops11h 25m

$316

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Tue 3/3

7:30 am-5:15 pm

1 stop7h 45m

Chicago Midway

Fri 3/6

3:00 pm-7:35 pm

1 stop6h 35m

$323

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 2/12

7:25 pm-8:00 pm

1 stop22h 35m

Chicago Midway

Mon 2/16

8:58 pm-8:57 pm

2 stops25h 59m

$326

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 cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Santa Ana, California, with most prices found around $333. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Santa Ana, California during the month April is also very affordable. Most momondo users find prices during this month for around $353.

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 $368. 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 $461.

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 $351 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $453. 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 J. Wayne/Orange Cnty to Chicago Midway flights?

There is only 1 cabin class available to choose from on Santa Ana J. Wayne/Orange Cnty to Chicago Midway 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 January 2026, prices for Santa Ana, California to Chicago Midway Airport flights are approximately 48% 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 30m

Direct flights

None
The fastest flight from Santa Ana, California to Chicago Midway Airport takes 5h 30m
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

  • 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 30m.

  • 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
8.0
4,267 reviews
Search Southwest flights

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

    Across 1 Southwest flight from Santa Ana, California to Chicago Midway Airport this week, the average price was $440, with the best Southwest deals starting from $288 round-trip. 4,267 users have rated Southwest on momondo, with an average score of 8.0/10.

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
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
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.

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