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Cheap flights from Orange County to Chicago from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orange County to Chicago departing on 3/19. 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 Orange County to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:23 pm - 10:45 pm
SNA
-
MDW
6h 22m
1 stop
Frontier Logo
10:36 pm - 8:55 am
MDW
-
SNA
12h 19m
1 stop
$270Frontier
Mon, Mar 23 - Fri, Mar 27
Southwest Logo
7:40 pm - 5:00 am
SNA
-
MDW
7h 20m
1 stop
Southwest Logo
1:55 pm - 5:45 pm
MDW
-
SNA
5h 50m
1 stop
$277Southwest
Thu, Apr 9 - Sat, Apr 18
Frontier Logo
5:27 pm - 2:49 pm
SNA
-
MDW
19h 22m
1 stop
Frontier Logo
6:15 am - 1:44 pm
MDW
-
SNA
9h 29m
1 stop
$278Frontier
Thu, May 14 - Mon, May 18
Frontier Logo
5:27 pm - 2:49 pm
SNA
-
MDW
19h 22m
1 stop
Frontier Logo
6:15 am - 1:44 pm
MDW
-
SNA
9h 29m
1 stop
$285Frontier
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
7:30 am - 10:19 pm
SNA
-
MDW
12h 49m
2 stops
Multiple Airlines Logo
6:20 am - 3:11 pm
MDW
-
SNA
10h 51m
1 stop
$287Multiple Airlines
Thu, Apr 30 - Sun, May 3
Southwest Logo
8:55 pm - 5:25 am
SNA
-
MDW
6h 30m
1 stop
Southwest Logo
6:55 am - 11:35 am
MDW
-
SNA
6h 40m
1 stop
$289Southwest
Thu, May 7 - Sun, May 10
Frontier Logo
2:23 pm - 10:45 pm
SNA
-
MDW
6h 22m
1 stop
Frontier Logo
10:36 pm - 8:55 am
MDW
-
SNA
12h 19m
1 stop
$290Frontier
Mon, Mar 23 - Fri, Mar 27
Southwest Logo
8:55 pm - 5:25 am
SNA
-
MDW
6h 30m
1 stop
Southwest Logo
4:05 pm - 9:55 pm
MDW
-
SNA
7h 50m
2 stops
$294Southwest
Fri, Apr 17 - Mon, Apr 20
Southwest Logo
6:10 pm - 5:40 am
SNA
-
MDW
9h 30m
1 stop
Southwest Logo
5:25 am - 9:35 am
MDW
-
SNA
6h 10m
1 stop
$299Southwest
Sat, Apr 11 - Mon, Apr 13
Southwest Logo
6:45 am - 4:35 pm
SNA
-
MDW
7h 50m
1 stop
Southwest Logo
5:35 pm - 9:45 pm
MDW
-
SNA
6h 10m
1 stop
$300Southwest
Wed, May 6 - Wed, May 6

Delta flights from Orange County to Chicago Midway Airport

Our best Delta deals on Orange County to Chicago Midway Airport flight tickets
Delta
May 1
SNA11:54 amSanta Ana J. Wayne/Orange Cnty
8h 34m
1 stop
MDW10:28 pmChicago Midway
May 6
MDW6:00 amChicago Midway
8h 01m
1 stop
SNA12:01 pmSanta Ana J. Wayne/Orange Cnty
$309
Delta
Apr 15
SNA11:54 amSanta Ana J. Wayne/Orange Cnty
8h 34m
1 stop
MDW10:28 pmChicago Midway
Apr 24
MDW2:12 pmChicago Midway
8h 45m
1 stop
SNA8:57 pmSanta Ana J. Wayne/Orange Cnty
$344
Delta
May 12
LGB4:54 pmLong Beach Municipal
23h 02m
2 stops
MDW5:56 pmChicago Midway
May 20
MDW1:22 pmChicago Midway
10h 21m
2 stops
LGB9:43 pmLong Beach Municipal
$401

Southwest flights from Orange County to Chicago Midway Airport

Our best Southwest deals on Orange County to Chicago Midway Airport flight tickets
Southwest
Apr 9
SNA7:40 pmSanta Ana J. Wayne/Orange Cnty
7h 20m
1 stop
MDW5:00 amChicago Midway
Apr 18
MDW1:55 pmChicago Midway
5h 50m
1 stop
SNA5:45 pmSanta Ana J. Wayne/Orange Cnty
$277
Southwest
May 7
SNA8:55 pmSanta Ana J. Wayne/Orange Cnty
6h 30m
1 stop
MDW5:25 amChicago Midway
May 10
MDW6:55 amChicago Midway
6h 40m
1 stop
SNA11:35 amSanta Ana J. Wayne/Orange Cnty
$289
Southwest
Apr 17
SNA8:55 pmSanta Ana J. Wayne/Orange Cnty
6h 30m
1 stop
MDW5:25 amChicago Midway
Apr 20
MDW4:05 pmChicago Midway
7h 50m
2 stops
SNA9:55 pmSanta Ana J. Wayne/Orange Cnty
$294

momondo Fare Finder

 
Customize your flight search to find flights from Orange County 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 March 3, 2026.
Use the filters below to find and compare flights from Orange County 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

Mon 3/23

2:23 pm-10:45 pm

1 stop6h 22m

Chicago Midway

Fri 3/27

10:36 pm-8:55 am

1 stop12h 19m

$270

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 4/9

7:40 pm-5:00 am

1 stop7h 20m

Chicago Midway

Sat 4/18

1:55 pm-5:45 pm

1 stop5h 50m

$277

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 5/14

5:27 pm-2:49 pm

1 stop19h 22m

Chicago Midway

Mon 5/18

6:15 am-1:44 pm

1 stop9h 29m

$278

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 5/14

5:27 pm-2:49 pm

1 stop19h 22m

Chicago Midway

Mon 5/18

6:15 am-1:44 pm

1 stop9h 29m

$285

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 4/30

7:30 am-10:19 pm

2 stops12h 49m

Chicago Midway

Sun 5/3

6:20 am-3:11 pm

1 stop10h 51m

$287

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 5/7

8:55 pm-5:25 am

1 stop6h 30m

Chicago Midway

Sun 5/10

6:55 am-11:35 am

1 stop6h 40m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Mon 3/23

2:23 pm-10:45 pm

1 stop6h 22m

Chicago Midway

Fri 3/27

10:36 pm-8:55 am

1 stop12h 19m

$290

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 4/17

8:55 pm-5:25 am

1 stop6h 30m

Chicago Midway

Mon 4/20

4:05 pm-9:55 pm

2 stops7h 50m

$294

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 4/11

6:10 pm-5:40 am

1 stop9h 30m

Chicago Midway

Mon 4/13

5:25 am-9:35 am

1 stop6h 10m

$299

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 5/6

6:45 am-4:35 pm

1 stop7h 50m

Chicago Midway

Wed 5/6

5:35 pm-9:45 pm

1 stop6h 10m

$300

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 Orange County 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 September is, on average, the cheapest month to fly to Chicago Midway Airport from Orange County, with most prices found around $283. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Orange County during the month August is also very affordable. Most momondo users find prices during this month for around $300.

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 Orange County. The lowest ticket price found for a Saturday departure recently was $371. 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 Orange County because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $460.

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

Flying to Chicago Midway Airport from Orange County in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $347 when looking at flights departing in the afternoon. Try not to purchase tickets at noon 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.

What is the cheapest Orange County to Chicago Midway flight route?

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

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Orange County when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $341 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Orange County for as low as $284 on momondo.

What cabin class options are available on Orange County to Chicago Midway flights?

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

Can stopping save me money on Orange County to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Orange County to Chicago Midway Airport.

Cheap Orange County to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orange County to Chicago Midway Airport

Fastest flight time

3h 45m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat
The fastest flight from Orange County to Chicago Midway Airport takes 3h 45m
Direct flights go from Orange County to Chicago Midway Airport on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
Search flight deals

  • When did momondo last update prices for flights from Orange County to Chicago Midway Airport?

    Prices for flights from Orange County to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Orange County to Chicago Midway Airport?

  • How old do you have to be to fly from Orange County to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orange County to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orange County to Chicago Midway Airport?

Best airlines flying from Orange County to Chicago Midway Airport

Compare and see reviews for airlines that fly from Orange County to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $288Free CancellationRating
8.0
4,302 reviews
Search Southwest flights

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
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 Orange County to Chicago?

It is quick and easy to find Orange County to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Orange County to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Orange County on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Orange County to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Orange County. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Orange County to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

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