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Midway

$128+ Cheap flights from Orange County to Midway (MDW)

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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Orange County to Midway

Keep the following information in mind while searching for Orange County to Midway flight deals. Data was last updated May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$274
(Delta)

One-way from

$128
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$284
Provider with most accurate pricing for Los Angeles-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Los Angeles-Chicago (CHI) flights.
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From Orange County to Chicago Midway
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One-way flight from Orange County to Chicago Midway
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Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Orange County to Midway

Cheapest flights from Orange County to Midway
Explore the most affordable flight options available from Orange County to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 6/48:00 amSNA - MDW
1 stop7h 45mDelta
Sat 6/76:00 amMDW - SNA
1 stop9h 05mDelta
Deal found 4/30$274
This CheapOair deal was found by Cheapflights users on 4/30. 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 5/2712:01 pmSNA - MDW
1 stop6h 52mFrontier
Sat 5/312:44 pmMDW - SNA
1 stop22h 32mFrontier
Deal found 4/30$280
This Southwest deal was found by Cheapflights users on 4/30. 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 7/33:30 pmSNA - MDW
1 stop7h 00mSouthwest
Tue 7/85:15 amMDW - SNA
1 stop6h 05mSouthwest
Deal found 4/30$323
This Southwest deal was found by Cheapflights users on 4/30. 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 6/411:15 amLGB - MDW
Nonstop3h 55mSouthwest
Wed 6/112:15 pmMDW - LGB
Nonstop4h 15mSouthwest
Deal found 4/30$324
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 8/165:10 pmLGB - MDW
2 stops14h 41mDelta
Wed 8/201:00 pmMDW - LGB
2 stops10h 41mDelta
Deal found 4/29$347
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:05 pmSNA - MDW
1 stop22h 25mMultiple Airlines
Fri 5/309:12 amMDW - SNA
2 stops38h 05mMultiple Airlines
Deal found 4/30$354

Cheapflights Fare Finder

Customize your flight search to find flights from Orange County to Midway 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 May 1, 2025.
Use the filters below to find and compare flights from Orange County to Chicago Midway Airport that are best for you.

Fly from

Orange County

Fly to

Midway

Route

Depart

Return

Price

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 6/4

8:00 am-5:45 pm

1 stop7h 45m

Chicago Midway

Sat 6/7

6:00 am-1:05 pm

1 stop9h 05m

$274

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Tue 5/27

12:01 pm-8:53 pm

1 stop6h 52m

Chicago Midway

Sat 5/31

2:44 pm-11:16 am

1 stop22h 32m

$280

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 7/3

3:30 pm-12:30 am

1 stop7h 00m

Chicago Midway

Tue 7/8

5:15 am-9:20 am

1 stop6h 05m

$323

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Wed 6/4

11:15 am-5:10 pm

Nonstop3h 55m

Chicago Midway

Wed 6/11

2:15 pm-4:30 pm

Nonstop4h 15m

$324

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Sat 8/16

5:10 pm-9:51 am

2 stops14h 41m

Chicago Midway

Wed 8/20

1:00 pm-9:41 pm

2 stops10h 41m

$347

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Wed 5/28

7:05 pm-7:30 pm

1 stop22h 25m

Chicago Midway

Fri 5/30

9:12 am-9:17 pm

2 stops38h 05m

$354

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Thu 5/22

12:01 pm-8:53 pm

1 stop6h 52m

$128

Santa AnaChicago

SNA - MDW

SNAMDW

Santa Ana J. Wayne/Orange Cnty

Sun 5/25

9:00 am-5:45 pm

1 stop6h 45m

$129

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Sun 5/25

6:50 am-12:55 pm

Nonstop4h 05m

$144

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Wed 7/2

7:01 am-5:40 pm

2 stops8h 39m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 11 results
1
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Best time to book a flight from Orange County to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Orange County 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 Orange County to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Orange County to Chicago Midway Airport (average of $160). Flying from Orange County to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 KFI to MDW?

Find hourly flight availability from Orange County to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orange County to Chicago Midway Airport as you normally would.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated May 1, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Orange County to Chicago have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Food

7.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Related info for your journey

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

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

    One-way options have recently been found by users for as low as $128 on Frontier. Other airlines that offer cheap prices include Delta from $129 and Southwest from $144 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Orange County to Midway 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 Orange County to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Orange County to Chicago Midway Airport (average of $160). Flying from Orange County to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Orange County?

Book flights to Orange County if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Orange County to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Orange County to Midway

Discover the top 2 airlines that operate flights from Orange County to Midway. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$145Average$332FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$401Average$446FlexibilityNo cancel feeOn-time63%

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