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Orange County

$159+ Cheap flights from Midway (MDW) to Orange County

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SNA
Feb 10 — Feb 171
Tue 2/10
Tue 2/17
1 adult, Economy
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Cheap flight deals from Midway to Orange County

Keep the following information in mind while searching for Midway to Orange County flight deals. Data was last updated January 11, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$274
(Kiwi.com)

One-way from

$159
(Southwest)

Popular in

December

Cheapest in

September

Average price

$335
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
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From Chicago Midway to Orange County
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One-way flight from Chicago Midway to Orange County
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Highest demand for flights based on searches. 15% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Midway to Orange County

Cheapest flights from Midway to Orange County
Explore the most affordable flight options available from Midway to Orange County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:00 amMDW - SNA
2 stops11h 33mMultiple Airlines
Fri 3/205:54 pmSNA - MDW
1 stop26h 51mMultiple Airlines
Deal found 1/9$274
This Kiwi.com deal was found by Cheapflights users on 1/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/122:16 pmMDW - SNA
1 stop20h 34mMultiple Airlines
Sun 3/156:48 pmSNA - MDW
1 stop25h 57mMultiple Airlines
Deal found 1/10$275
This Kiwi.com deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:00 pmMDW - SNA
2 stops27h 25mFrontier
Mon 2/2312:36 pmSNA - MDW
1 stop9h 08mFrontier
Deal found 1/9$276
This Southwest deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/312:55 pmMDW - SNA
1 stop6h 15mSouthwest
Mon 2/27:30 amSNA - MDW
1 stop7h 45mSouthwest
Deal found 1/8$277
This CheapOair deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:30 amMDW - SNA
1 stop13h 16mFrontier
Sun 2/1512:36 pmSNA - MDW
1 stop9h 05mFrontier
Deal found 1/8$282
This Kiwi.com deal was found by Cheapflights users on 1/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/261:24 pmMDW - SNA
2 stops21h 26mFrontier
Sun 3/295:42 pmSNA - MDW
1 stop27h 53mFrontier
Deal found 1/10$283
This Kiwi.com deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:00 pmMDW - SNA
2 stops23h 25mMultiple Airlines
Sun 3/17:10 pmSNA - MDW
1 stop21h 15mMultiple Airlines
Deal found 1/9$284
This Southwest deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/512:50 pmMDW - SNA
1 stop6h 50mSouthwest
Mon 2/912:00 pmSNA - MDW
1 stop8h 25mSouthwest
Deal found 1/9$285
This Kiwi.com deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:00 pmMDW - SNA
2 stops23h 25mMultiple Airlines
Sun 2/227:20 pmSNA - MDW
1 stop26h 24mMultiple Airlines
Deal found 1/9$286
This Delta deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:12 pmMDW - SNA
1 stop8h 38mDelta
Wed 4/2211:55 amSNA - MDW
1 stop8h 34mDelta
Deal found 1/9$289
This Kiwi.com deal was found by Cheapflights users on 1/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:15 amMDW - SNA
2 stops11h 25mFrontier
Sun 2/1512:36 pmSNA - MDW
1 stop9h 05mFrontier
Deal found 1/9$292
This Southwest deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1512:30 pmMDW - SNA
2 stops8h 25mSouthwest
Tue 2/177:30 pmSNA - MDW
1 stop7h 35mSouthwest
Deal found 1/8$293

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Orange County 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, Cheapflights users made 2,558,603 searches. Data last updated January 11, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Orange County that are best for you.

Fly from

Midway

Fly to

Orange County

Route

Depart

Return

Price

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 4/16

6:55 am-11:55 am

1 stop7h 00m

Santa Ana J. Wayne/Orange Cnty

Mon 4/20

8:15 pm-5:45 am

1 stop7h 30m

$277

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Fri 2/20

1:49 pm-8:22 pm

1 stop8h 33m

Santa Ana J. Wayne/Orange Cnty

Wed 2/25

8:00 am-6:40 pm

1 stop8h 40m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 4/16

5:10 am-9:40 am

1 stop6h 30m

Santa Ana J. Wayne/Orange Cnty

Sun 4/19

5:30 pm-1:55 am

1 stop6h 25m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 6/9

8:00 am-12:45 pm

1 stop6h 45m

Santa Ana J. Wayne/Orange Cnty

Tue 6/16

11:15 am-8:40 pm

1 stop7h 25m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 2/14

1:30 pm-8:10 pm

1 stop8h 40m

Santa Ana J. Wayne/Orange Cnty

Tue 2/24

2:15 pm-9:50 pm

1 stop5h 35m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 3/17

4:00 pm-10:15 pm

1 stop8h 15m

Santa Ana J. Wayne/Orange Cnty

Fri 3/20

7:55 pm-5:00 am

1 stop7h 05m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sun 2/15

12:30 pm-6:55 pm

2 stops8h 25m

Santa Ana J. Wayne/Orange Cnty

Tue 2/17

7:30 pm-5:05 am

1 stop7h 35m

$293

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Fri 2/6

12:30 pm-6:55 pm

2 stops8h 25m

Santa Ana J. Wayne/Orange Cnty

Mon 2/9

7:30 pm-5:05 am

1 stop7h 35m

$294

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sun 2/15

4:15 pm-9:05 pm

1 stop6h 50m

Santa Ana J. Wayne/Orange Cnty

Wed 2/25

12:25 pm-10:55 pm

2 stops8h 30m

$294

ChicagoLong Beach

MDW - LGB

MDWLGB

Chicago Midway

Tue 4/7

4:30 pm-6:50 pm

Nonstop4h 20m

Long Beach Municipal

Fri 4/10

12:05 pm-5:55 pm

Nonstop3h 50m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 33 results
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Best time to book a flight from Midway to Orange County

Have a flexible travel schedule? Discover the best time to fly to Orange County from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Orange County

What is the cheapest month to book a flight from Chicago Midway Airport to Orange County?

Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Orange County (average of $130). Flying from Chicago Midway Airport to Orange County in June is currently the most expensive (average of $469). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Orange County

Get insights into the airlines that provide service to Orange County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orange County. Reviews last updated January 11, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Orange County. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,252 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,252 reviews
Southwest
8.0
Very good
4,252 reviews

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Midway to Orange County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Orange County?

    For as low as $277, Southwest can have you in Orange County from Chicago Midway Airport in 7h. The distance between Chicago Midway Airport and Orange County is about 1727 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Midway to Orange County that include hotel bookings?

    Yes. In addition to deals on Midway to Orange County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Orange County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Orange County.

  • Can I find deals for business class flights from Midway to Orange County?

    Yes. Cheapflights offers flight deals from Midway to Orange County by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Orange County?

    Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Orange County (average of $130). Flying from Chicago Midway Airport to Orange County in June is currently the most expensive (average of $469). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Orange County

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Orange County

Discover the top airline that operate flights from Midway to Orange County. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$288Average$433FlexibilityNo cancel feeOn-time63%

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