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Cheap flights from Orange County to Chicago from $137

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 11/23. 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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Cheap round-trip flights

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Frontier Logo
11:15 am - 11:08 amSNA-MDW
21h 53m1 stop
Frontier Logo
7:24 pm - 3:55 pmMDW-SNA
22h 31m1 stop
$269Frontier
Find Deal
Thu, Dec 11 - Sun, Dec 14
Frontier Logo
10:35 am - 11:21 pmSNA-MDW
10h 46m1 stop
Frontier Logo
9:07 pm - 12:22 pmMDW-SNA
17h 15m1 stop
$270Frontier
Find Deal
Sun, Dec 21 - Fri, Jan 9
Frontier Logo
12:04 pm - 6:12 pmSNA-MDW
28h 08m1 stop
Frontier Logo
3:31 pm - 11:19 amMDW-SNA
21h 48m1 stop
$272Frontier
Find Deal
Thu, Nov 20 - Mon, Nov 24
Multiple Airlines Logo
6:45 am - 10:12 pmSNA-MDW
13h 27m2 stops
Multiple Airlines Logo
3:31 pm - 11:19 amMDW-SNA
21h 48m1 stop
$273Multiple Airlines
Find Deal
Sat, Nov 22 - Mon, Nov 24
Frontier Logo
10:35 am - 11:21 pmSNA-MDW
10h 46m1 stop
Frontier Logo
10:50 pm - 7:21 pmMDW-SNA
22h 31m2 stops
$276Frontier
Find Deal
Sun, Dec 28 - Sun, Jan 4
Multiple Airlines Logo
10:10 am - 6:23 pmSNA-MDW
6h 13m1 stop
Multiple Airlines Logo
7:23 pm - 10:44 amMDW-SNA
17h 21m2 stops
$278Multiple Airlines
Find Deal
Sun, Dec 7 - Thu, Dec 11
Delta Logo
12:45 pm - 11:47 pmSNA-MDW
9h 02m1 stop
Delta Logo
1:50 pm - 8:18 pmMDW-SNA
8h 28m1 stop
$289Delta
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Thu, Dec 4 - Sat, Dec 6
Southwest Logo
9:30 am - 7:10 pmSNA-MDW
7h 40m2 stops
Southwest Logo
5:35 am - 11:20 amMDW-SNA
7h 45m1 stop
$294Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8
Southwest Logo
7:10 am - 4:40 pmSNA-MDW
7h 30m2 stops
Southwest Logo
2:35 pm - 8:15 pmMDW-SNA
7h 40m2 stops
$299Southwest
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Sat, Dec 6 - Mon, Dec 15
Delta Logo
5:11 pm - 8:54 amSNA-MDW
13h 43m2 stops
Delta Logo
11:21 am - 8:03 pmMDW-SNA
10h 42m1 stop
$322Delta
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Thu, Jan 8 - Sat, Jan 10

Frontier flights from Orange County to Chicago Midway Airport

Our best Frontier deals on Orange County to Chicago Midway Airport flight tickets
Frontier
Dec 11
SNA11:15 amSanta Ana J. Wayne/Orange Cnty
21h 53m
1 stop
MDW11:08 amChicago Midway
Dec 14
MDW7:24 pmChicago Midway
22h 31m
1 stop
SNA3:55 pmSanta Ana J. Wayne/Orange Cnty
$269
Find similar
Frontier
Dec 21
SNA10:35 amSanta Ana J. Wayne/Orange Cnty
10h 46m
1 stop
MDW11:21 pmChicago Midway
Jan 9
MDW9:07 pmChicago Midway
17h 15m
1 stop
SNA12:22 pmSanta Ana J. Wayne/Orange Cnty
$270
Find similar
Frontier
Nov 20
SNA12:04 pmSanta Ana J. Wayne/Orange Cnty
28h 08m
1 stop
MDW6:12 pmChicago Midway
Nov 24
MDW3:31 pmChicago Midway
21h 48m
1 stop
SNA11:19 amSanta Ana J. Wayne/Orange Cnty
$272
Find similar

Southwest flights from Orange County to Chicago Midway Airport

Our best Southwest deals on Orange County to Chicago Midway Airport flight tickets
Southwest
Dec 4
SNA9:30 amSanta Ana J. Wayne/Orange Cnty
7h 40m
2 stops
MDW7:10 pmChicago Midway
Dec 8
MDW5:35 amChicago Midway
7h 45m
1 stop
SNA11:20 amSanta Ana J. Wayne/Orange Cnty
$294
Find similar
Southwest
Dec 6
SNA7:10 amSanta Ana J. Wayne/Orange Cnty
7h 30m
2 stops
MDW4:40 pmChicago Midway
Dec 15
MDW2:35 pmChicago Midway
7h 40m
2 stops
SNA8:15 pmSanta Ana J. Wayne/Orange Cnty
$299
Find similar
Southwest
Jan 29
SNA6:45 amSanta Ana J. Wayne/Orange Cnty
6h 00m
1 stop
MDW2:45 pmChicago Midway
Jan 31
MDW2:55 pmChicago Midway
6h 15m
1 stop
SNA7:10 pmSanta Ana J. Wayne/Orange Cnty
$303
Find similar

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 November 5, 2025.
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

Thu 12/11

11:15 am-11:08 am

1 stop21h 53m

Chicago Midway

Sun 12/14

7:24 pm-3:55 pm

1 stop22h 31m

$269

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sun 12/21

10:35 am-11:21 pm

1 stop10h 46m

Chicago Midway

Fri 1/9

9:07 pm-12:22 pm

1 stop17h 15m

$270

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 11/20

12:04 pm-6:12 pm

1 stop28h 08m

Chicago Midway

Mon 11/24

3:31 pm-11:19 am

1 stop21h 48m

$272

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 11/22

6:45 am-10:12 pm

2 stops13h 27m

Chicago Midway

Mon 11/24

3:31 pm-11:19 am

1 stop21h 48m

$273

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sun 12/28

10:35 am-11:21 pm

1 stop10h 46m

Chicago Midway

Sun 1/4

10:50 pm-7:21 pm

2 stops22h 31m

$276

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sun 12/7

10:10 am-6:23 pm

1 stop6h 13m

Chicago Midway

Thu 12/11

7:23 pm-10:44 am

2 stops17h 21m

$278

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 12/4

12:45 pm-11:47 pm

1 stop9h 02m

Chicago Midway

Sat 12/6

1:50 pm-8:18 pm

1 stop8h 28m

$289

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 12/4

9:30 am-7:10 pm

2 stops7h 40m

Chicago Midway

Mon 12/8

5:35 am-11:20 am

1 stop7h 45m

$294

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 12/6

7:10 am-4:40 pm

2 stops7h 30m

Chicago Midway

Mon 12/15

2:35 pm-8:15 pm

2 stops7h 40m

$299

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 1/8

5:11 pm-8:54 am

2 stops13h 43m

Chicago Midway

Sat 1/10

11:21 am-8:03 pm

1 stop10h 42m

$322

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 January is, on average, the cheapest month to fly to Chicago Midway Airport from Orange County, with most prices found around $268. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Orange County during the month February is also very affordable. Most momondo users find prices during this month for around $281.

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 $357. 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 $492.

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 $345 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $510. 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 $331 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 $246 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

Every day
The fastest flight from Orange County to Chicago Midway Airport takes 3h 45m
Direct flights go from Orange County to Chicago Midway Airport every day.
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
4,240 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
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 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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