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Cheap flights from Orange County to Chicago from $170

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 7/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Orange County to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:20 pm - 5:45 am
LGB
-
MDW
8h 25m
1 stop
Southwest Logo
3:00 pm - 5:25 pm
MDW
-
LGB
4h 25mnonstop
$325Southwest
Mon, Oct 19 - Sat, Oct 24
Southwest Logo
6:55 am - 12:45 pm
LGB
-
MDW
3h 50mnonstop
Southwest Logo
3:05 pm - 5:30 pm
MDW
-
LGB
4h 25mnonstop
$331Southwest
Wed, Oct 14 - Sun, Oct 18
Southwest Logo
7:20 pm - 5:45 am
LGB
-
MDW
8h 25m
1 stop
Southwest Logo
2:05 pm - 6:35 pm
MDW
-
LGB
6h 30m
1 stop
$335Southwest
Mon, Oct 19 - Sat, Oct 24
Southwest Logo
2:55 pm - 10:15 pm
LGB
-
MDW
5h 20m
1 stop
Southwest Logo
3:05 pm - 5:30 pm
MDW
-
LGB
4h 25mnonstop
$341Southwest
Wed, Oct 14 - Sun, Oct 18
Southwest Logo
1:45 pm - 9:20 pm
SNA
-
MDW
5h 35m
1 stop
Southwest Logo
12:00 pm - 7:25 pm
MDW
-
SNA
9h 25m
2 stops
$344Southwest
Wed, Jul 8 - Sat, Jul 11
Southwest Logo
7:00 am - 5:35 pm
SNA
-
MDW
8h 35m
2 stops
Southwest Logo
2:55 pm - 8:25 pm
MDW
-
SNA
7h 30m
1 stop
$345Southwest
Wed, Jul 15 - Wed, Jul 29
Allegiant Air Logo
1:39 pm - 7:21 pm
SNA
-
MDW
27h 42m
1 stop
Allegiant Air Logo
8:11 pm - 8:53 am
MDW
-
SNA
14h 42m
1 stop
$347Allegiant Air
Wed, Jul 8 - Sun, Jul 12
Delta Logo
12:20 pm - 9:46 pm
SNA
-
MDW
7h 26m
1 stop
Delta Logo
10:35 am - 6:20 pm
MDW
-
SNA
9h 45m
1 stop
$349Delta
Fri, Sep 11 - Sat, Sep 12
Delta Logo
8:00 am - 5:52 pm
SNA
-
MDW
7h 52m
1 stop
Delta Logo
1:51 pm - 9:55 pm
MDW
-
SNA
10h 04m
2 stops
$354Delta
Sat, Jul 11 - Sat, Aug 15
Delta Logo
6:02 pm - 8:39 am
SNA
-
MDW
12h 37m
2 stops
Delta Logo
9:59 am - 4:14 pm
MDW
-
SNA
8h 15m
2 stops
$359Delta
Fri, Aug 28 - Mon, Aug 31

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Allegiant Air flights from Orange County to Chicago Midway Airport

Our best Allegiant Air deals on Orange County to Chicago Midway Airport flight tickets
Allegiant Air
Jul 8
SNA1:39 pmSanta Ana J. Wayne/Orange Cnty
27h 42m
1 stop
MDW7:21 pmChicago Midway
Jul 12
MDW8:11 pmChicago Midway
14h 42m
1 stop
SNA8:53 amSanta Ana J. Wayne/Orange Cnty
$347
Allegiant Air
Jul 8
SNA1:39 pmSanta Ana J. Wayne/Orange Cnty
27h 42m
1 stop
MDW7:21 pmChicago Midway
Jul 19
MDW8:11 pmChicago Midway
14h 42m
1 stop
SNA8:53 amSanta Ana J. Wayne/Orange Cnty
$366

Southwest flights from Orange County to Chicago Midway Airport

Our best Southwest deals on Orange County to Chicago Midway Airport flight tickets
Southwest
Oct 19
LGB7:20 pmLong Beach Municipal
8h 25m
1 stop
MDW5:45 amChicago Midway
Oct 24
MDW3:00 pmChicago Midway
4h 25m
LGB5:25 pmLong Beach Municipal
$325
Southwest
Oct 14
LGB6:55 amLong Beach Municipal
3h 50m
MDW12:45 pmChicago Midway
Oct 18
MDW3:05 pmChicago Midway
4h 25m
LGB5:30 pmLong Beach Municipal
$331
Southwest
Oct 19
LGB7:20 pmLong Beach Municipal
8h 25m
1 stop
MDW5:45 amChicago Midway
Oct 24
MDW2:05 pmChicago Midway
6h 30m
1 stop
LGB6:35 pmLong Beach Municipal
$335

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 June 17, 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

Cheapest round-trip

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Mon 10/19

7:20 pm-5:45 am

1 stop8h 25m

Chicago Midway

Sat 10/24

3:00 pm-5:25 pm

Nonstop4h 25m

$325
Quickest round-trip

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Wed 10/14

6:55 am-12:45 pm

Nonstop3h 50m

Chicago Midway

Sun 10/18

3:05 pm-5:30 pm

Nonstop4h 25m

$331

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Mon 10/19

7:20 pm-5:45 am

1 stop8h 25m

Chicago Midway

Sat 10/24

2:05 pm-6:35 pm

1 stop6h 30m

$335

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Wed 10/14

2:55 pm-10:15 pm

1 stop5h 20m

Chicago Midway

Sun 10/18

3:05 pm-5:30 pm

Nonstop4h 25m

$341

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 7/8

1:45 pm-9:20 pm

1 stop5h 35m

Chicago Midway

Sat 7/11

12:00 pm-7:25 pm

2 stops9h 25m

$344

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 7/15

7:00 am-5:35 pm

2 stops8h 35m

Chicago Midway

Wed 7/29

2:55 pm-8:25 pm

1 stop7h 30m

$345

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 7/8

1:39 pm-7:21 pm

1 stop27h 42m

Chicago Midway

Sun 7/12

8:11 pm-8:53 am

1 stop14h 42m

$347

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 9/11

12:20 pm-9:46 pm

1 stop7h 26m

Chicago Midway

Sat 9/12

10:35 am-6:20 pm

1 stop9h 45m

$349

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sat 7/11

8:00 am-5:52 pm

1 stop7h 52m

Chicago Midway

Sat 8/15

1:51 pm-9:55 pm

2 stops10h 04m

$354

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Fri 8/28

6:02 pm-8:39 am

2 stops12h 37m

Chicago Midway

Mon 8/31

9:59 am-4:14 pm

2 stops8h 15m

$359

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 October is, on average, the cheapest month to fly to Chicago Midway Airport from Orange County, with most prices found around $193. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Orange County during the month August is also very affordable. Most momondo users find prices during this month for around $250.

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

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Orange County. The lowest ticket price found for a Thursday departure recently was $391. 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 $468.

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 $370 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $433. 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 from Orange County 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 $367 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 $296 on momondo.

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

There is only 1 cabin class available to choose from on Orange County to Chicago Midway Airport 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 50m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat
The fastest flight from Orange County to Chicago Midway Airport takes 3h 50m
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

Frequently asked questions about flying from Orange County to Chicago Midway Airport

  • 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
7.9
4,237 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
Portage
Saint Joseph
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.

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