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Orange County

$129+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SNA
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
1 adult, Economy
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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 November 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/256:12 amMDW - SNA
2 stops17h 59mMultiple Airlines
Mon 1/510:30 amSNA - MDW
1 stop24h 23mMultiple Airlines
Deal found 11/19$273
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sun 12/2110:50 pmMDW - SNA
1 stop14h 18mFrontier
Sun 1/47:57 pmSNA - MDW
2 stops38h 56mFrontier
Deal found 11/18$278
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/47:23 pmMDW - SNA
2 stops17h 21mMultiple Airlines
Sun 12/710:10 amSNA - MDW
1 stop6h 13mMultiple Airlines
Deal found 11/17$281
This CheapOair deal was found by Cheapflights users on 11/20. 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.
Tue 12/232:01 pmMDW - SNA
1 stop23h 07mFrontier
Thu 1/811:37 amSNA - MDW
1 stop24h 28mFrontier
Deal found 11/20$282
This Southwest deal was found by Cheapflights users on 11/18. 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.
Wed 12/172:35 pmMDW - SNA
1 stop7h 30mSouthwest
Mon 12/225:40 pmSNA - MDW
1 stop5h 30mSouthwest
Deal found 11/18$289
This Delta deal was found by Cheapflights users on 11/19. 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.
Mon 11/246:00 amMDW - SNA
1 stop7h 35mDelta
Mon 12/156:45 amSNA - MDW
1 stop7h 49mDelta
Deal found 11/19$290
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/256:12 amMDW - SNA
2 stops17h 59mMultiple Airlines
Mon 12/2910:30 amSNA - MDW
1 stop21h 49mMultiple Airlines
Deal found 11/19$295
This CheapOair deal was found by Cheapflights users on 11/18. 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.
Sun 12/712:18 pmMDW - SNA
1 stop26h 24mFrontier
Thu 12/1111:15 amSNA - MDW
1 stop21h 53mFrontier
Deal found 11/18$312
This Southwest deal was found by Cheapflights users on 11/20. 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.
Fri 12/128:10 amMDW - SNA
1 stop6h 55mSouthwest
Mon 12/157:25 pmSNA - MDW
1 stop7h 40mSouthwest
Deal found 11/20$313
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/232:01 pmMDW - SNA
1 stop23h 07mFrontier
Sun 1/47:57 pmSNA - MDW
2 stops38h 56mFrontier
Deal found 11/18$315
This CheapOair deal was found by Cheapflights users on 11/19. 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.
Sat 11/229:58 pmMDW - SNA
1 stop15h 21mFrontier
Sat 12/61:35 pmSNA - MDW
1 stop19h 33mFrontier
Deal found 11/19$316
This Southwest deal was found by Cheapflights users on 11/20. 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 12/187:50 amMDW - LGB
Nonstop4h 30mSouthwest
Thu 12/2510:20 amLGB - MDW
Nonstop3h 50mSouthwest
Deal found 11/20$342

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 November 21, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$273
(Kiwi.com)

One-way from

$129
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$310
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
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From Chicago Midway to Orange County
Search Deals
One-way flight from Chicago Midway to Orange County
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 21, 2025.
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 12/11

7:23 pm-10:44 am

2 stops17h 21m

Santa Ana J. Wayne/Orange Cnty

Sun 12/14

11:15 am-11:08 am

1 stop21h 53m

$283

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 4/16

6:00 am-11:20 am

1 stop7h 20m

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

Thu 3/5

3:00 pm-7:35 pm

1 stop6h 35m

Santa Ana J. Wayne/Orange Cnty

Mon 3/9

10:45 am-9:00 pm

1 stop8h 15m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 1/27

5:05 am-11:10 am

1 stop8h 05m

Santa Ana J. Wayne/Orange Cnty

Sat 1/31

6:45 am-4:30 pm

2 stops7h 45m

$294

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 2/10

6:00 am-10:20 am

1 stop6h 20m

Santa Ana J. Wayne/Orange Cnty

Sun 2/15

7:30 pm-5:05 am

1 stop7h 35m

$313

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Wed 2/18

9:55 am-6:20 pm

2 stops10h 25m

Santa Ana J. Wayne/Orange Cnty

Sun 2/22

8:00 am-6:35 pm

1 stop8h 35m

$329

ChicagoLong Beach

MDW - LGB

MDWLGB

Chicago Midway

Sat 12/6

8:45 am-11:15 am

Nonstop4h 30m

Long Beach Municipal

Thu 12/11

10:20 am-4:10 pm

Nonstop3h 50m

$343

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 2/12

5:00 am-10:00 am

1 stop7h 00m

Santa Ana J. Wayne/Orange Cnty

Sun 2/15

7:30 pm-5:05 am

1 stop7h 35m

$348

ChicagoLong Beach

MDW - LGB

MDWLGB

Chicago Midway

Thu 12/18

7:50 am-10:20 am

Nonstop4h 30m

Long Beach Municipal

Thu 12/25

1:15 pm-10:55 pm

1 stop7h 40m

$352

ChicagoLong Beach

MDW - LGB

MDWLGB

Chicago Midway

Wed 12/17

9:35 am-12:05 pm

Nonstop4h 30m

Long Beach Municipal

Mon 12/22

4:25 pm-1:05 am

1 stop6h 40m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 37 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 $465). 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.

What is the cheapest time of day to fly from MDW to KFI?

Find hourly flight availability from Midway to Orange County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Orange County in the evening. If you’re flexible enough to do this you can expect to save up to 81% on your trip compared to booking a flight at noon.

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 November 21, 2025.
Read reviews from past customers who have flown Southwest and Frontier 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
4,251 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

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
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

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.
Frontier
5.8
Fair
3,103 reviews
Southwest
8.0
Very good
4,251 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

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 $289, Southwest can have you in Orange County from Chicago Midway Airport in 7h 20m. The distance between Chicago Midway Airport and Orange County is about 1727 mi.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Orange County one-way?

    One-way options have recently been found by users for as low as $129 on Frontier. Other airlines that offer cheap prices include Southwest from $140 and Delta from $159 one-way.

  • 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 $465). 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 2 airlines flying from Midway to Orange County

Discover the top 2 airlines 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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$130Average$190FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$288Average$435FlexibilityNo cancel feeOn-time63%

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