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Cheap flights from Santa Ana, California to Chicago from $141

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 2/1. 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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Find the cheapest flights from Santa Ana, California to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:37 am - 2:05 pm
SNA
-
MDW
24h 28m1 stop
Frontier Logo
12:57 pm - 6:14 pm
MDW
-
SNA
7h 17m1 stop
$275Frontier
Thu, Jan 8 - Thu, Jan 15
Delta Logo
11:45 am - 10:07 pm
SNA
-
MDW
8h 22m1 stop
Delta Logo
11:21 am - 8:14 pm
MDW
-
SNA
10h 53m1 stop
$289Delta
Thu, Jan 8 - Sat, Jan 10
Southwest Logo
2:55 pm - 10:20 pm
SNA
-
MDW
5h 25m1 stop
Southwest Logo
8:35 am - 4:15 pm
MDW
-
SNA
9h 40m2 stops
$294Southwest
Thu, Jan 15 - Sat, Jan 17
Multiple Airlines Logo
10:30 am - 12:53 pm
SNA
-
MDW
24h 23m1 stop
Multiple Airlines Logo
6:10 am - 3:42 pm
MDW
-
SNA
11h 32m2 stops
$301Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Delta Logo
8:00 am - 6:32 pm
SNA
-
MDW
8h 32m1 stop
Delta Logo
9:53 am - 10:18 pm
MDW
-
SNA
14h 25m2 stops
$302Delta
Fri, Jan 16 - Thu, Feb 5
Delta Logo
11:45 am - 10:07 pm
SNA
-
MDW
8h 22m1 stop
Delta Logo
9:32 am - 6:17 pm
MDW
-
SNA
10h 45m2 stops
$312Delta
Thu, Jan 8 - Sat, Jan 10
Delta Logo
5:30 pm - 8:53 am
SNA
-
MDW
13h 23m2 stops
Delta Logo
1:28 pm - 10:18 pm
MDW
-
SNA
10h 50m2 stops
$316Delta
Tue, Feb 24 - Wed, Mar 4
Delta Logo
11:45 am - 10:07 pm
SNA
-
MDW
8h 22m1 stop
Delta Logo
9:32 am - 6:17 pm
MDW
-
SNA
10h 45m2 stops
$322Delta
Thu, Jan 8 - Sat, Jan 10
Southwest Logo
8:10 pm - 5:05 am
SNA
-
MDW
6h 55m1 stop
Southwest Logo
8:10 am - 2:50 pm
MDW
-
SNA
8h 40m1 stop
$323Southwest
Tue, Dec 30 - Wed, Jan 7
Delta Logo
6:45 am - 4:29 pm
SNA
-
MDW
7h 44m1 stop
Delta Logo
1:51 pm - 8:32 pm
MDW
-
SNA
8h 41m1 stop
$327Delta
Sat, Jan 17 - Fri, Feb 6

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
Jan 15
SNA2:55 pmSanta Ana J. Wayne/Orange Cnty
5h 25m
1 stop
MDW10:20 pmChicago Midway
Jan 17
MDW8:35 amChicago Midway
9h 40m
2 stops
SNA4:15 pmSanta Ana J. Wayne/Orange Cnty
$294
Find similar
Southwest
Dec 30
SNA8:10 pmSanta Ana J. Wayne/Orange Cnty
6h 55m
1 stop
MDW5:05 amChicago Midway
Jan 7
MDW8:10 amChicago Midway
8h 40m
1 stop
SNA2:50 pmSanta Ana J. Wayne/Orange Cnty
$323
Find similar
Southwest
Dec 30
SNA8:10 pmSanta Ana J. Wayne/Orange Cnty
6h 55m
1 stop
MDW5:05 amChicago Midway
Jan 5
MDW9:25 amChicago Midway
7h 30m
1 stop
SNA2:55 pmSanta Ana J. Wayne/Orange Cnty
$324
Find similar

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
Jan 8
SNA11:45 amSanta Ana J. Wayne/Orange Cnty
8h 22m
1 stop
MDW10:07 pmChicago Midway
Jan 10
MDW11:21 amChicago Midway
10h 53m
1 stop
SNA8:14 pmSanta Ana J. Wayne/Orange Cnty
$289
Find similar
Delta
Dec 24
SNA12:05 pmSanta Ana J. Wayne/Orange Cnty
8h 17m
1 stop
MDW10:22 pmChicago Midway
Jan 8
MDW1:49 pmChicago Midway
8h 43m
1 stop
SNA8:32 pmSanta Ana J. Wayne/Orange Cnty
$290
Find similar
Delta
Jan 16
SNA8:00 amSanta Ana J. Wayne/Orange Cnty
8h 32m
1 stop
MDW6:32 pmChicago Midway
Feb 5
MDW9:53 amChicago Midway
14h 25m
2 stops
SNA10:18 pmSanta Ana J. Wayne/Orange Cnty
$302
Find similar

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 December 10, 2025.
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

Thu 1/8

11:37 am-2:05 pm

1 stop24h 28m

Chicago Midway

Thu 1/15

12:57 pm-6:14 pm

1 stop7h 17m

$275

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

11:45 am-10:07 pm

1 stop8h 22m

Chicago Midway

Sat 1/10

11:21 am-8:14 pm

1 stop10h 53m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/15

2:55 pm-10:20 pm

1 stop5h 25m

Chicago Midway

Sat 1/17

8:35 am-4:15 pm

2 stops9h 40m

$294

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 1/5

10:30 am-12:53 pm

1 stop24h 23m

Chicago Midway

Fri 1/9

6:10 am-3:42 pm

2 stops11h 32m

$301

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 1/16

8:00 am-6:32 pm

1 stop8h 32m

Chicago Midway

Thu 2/5

9:53 am-10:18 pm

2 stops14h 25m

$302

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

11:45 am-10:07 pm

1 stop8h 22m

Chicago Midway

Sat 1/10

9:32 am-6:17 pm

2 stops10h 45m

$312

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Tue 2/24

5:30 pm-8:53 am

2 stops13h 23m

Chicago Midway

Wed 3/4

1:28 pm-10:18 pm

2 stops10h 50m

$316

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

11:45 am-10:07 pm

1 stop8h 22m

Chicago Midway

Sat 1/10

9:32 am-6:17 pm

2 stops10h 45m

$322

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Tue 12/30

8:10 pm-5:05 am

1 stop6h 55m

Chicago Midway

Wed 1/7

8:10 am-2:50 pm

1 stop8h 40m

$323

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 1/17

6:45 am-4:29 pm

1 stop7h 44m

Chicago Midway

Fri 2/6

1:51 pm-8:32 pm

1 stop8h 41m

$327

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 $356.

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 $360. 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 $472.

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 $355 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $463. 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.

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

6h 00m

Direct flights

None
The fastest flight from Santa Ana, California to Chicago Midway Airport takes 6h 00m
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 6h 00m.

  • 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
4,253 reviews
Search Southwest flights

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

    Across 4 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. 4,253 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
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Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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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