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$76+ Cheap flights from Midway (MDW) to Oklahoma City (OKC)

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Midway to Oklahoma City

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Oklahoma City (OKC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$151
(Priceline)

One-way from

$76
(Priceline)

Popular in

January

Cheapest in

September

Average price

$277

Good round-trip deal

$217 or less

Good one-way deal

$108 or less
From Chicago Midway to Oklahoma City Will Rogers World
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One-way flight from Chicago Midway to Oklahoma City Will Rogers World
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Highest demand for flights based on searches. 12% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Oklahoma City Will Rogers World.
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Price to beat on a one-way flight from Chicago Midway to Oklahoma City Will Rogers World.
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Find flight deals from Midway to Oklahoma City

Cheapest flights from Midway to Oklahoma City
Explore the most affordable flight options available from Midway to Oklahoma City. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Priceline deal was found by Cheapflights users on 8/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:48 pmMDW - OKC
1 stop7h 06mFrontier
Mon 9/156:05 amOKC - MDW
1 stop9h 48mFrontier
Deal found 8/15$151
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:24 pmMDW - OKC
1 stop22h 14mFrontier
Sun 10/127:46 pmOKC - MDW
1 stop13h 45mFrontier
Deal found 8/17$178
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:30 pmMDW - OKC
1 stop6h 30mFrontier
Sun 11/94:45 pmOKC - MDW
1 stop5h 18mFrontier
Deal found 8/17$190
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:24 pmMDW - OKC
1 stop22h 14mFrontier
Sun 10/265:48 pmOKC - MDW
1 stop14h 43mFrontier
Deal found 8/16$197
This Southwest deal was found by Cheapflights users on 8/18. 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.
Sat 9/137:25 pmMDW - OKC
Nonstop2h 00mSouthwest
Wed 9/173:15 pmOKC - MDW
Nonstop1h 55mSouthwest
Deal found 8/18$266
This Southwest deal was found by Cheapflights users on 8/16. 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 9/117:45 amMDW - OKC
Nonstop2h 00mSouthwest
Mon 9/153:35 pmOKC - MDW
Nonstop1h 55mSouthwest
Deal found 8/16$275
This Southwest deal was found by Cheapflights users on 8/18. 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.
Tue 9/168:55 amMDW - OKC
1 stop5h 45mSouthwest
Tue 9/164:30 pmOKC - MDW
1 stop5h 25mSouthwest
Deal found 8/18$277
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/124:48 pmMDW - OKC
1 stop7h 06mFrontier
Sun 9/146:05 amOKC - MDW
2 stops15h 53mFrontier
Deal found 8/18$282
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Wed 9/39:00 pmMDW - OKC
2 stops26h 54mFrontier
Mon 9/86:05 amOKC - MDW
1 stop9h 48mFrontier
Deal found 8/16$284
This Southwest deal was found by Cheapflights users on 8/18. 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.
Sat 9/137:25 pmMDW - OKC
Nonstop2h 00mSouthwest
Mon 9/155:10 pmOKC - MDW
1 stop3h 15mSouthwest
Deal found 8/18$285

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Oklahoma City 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 August 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma City that are best for you.

Fly from

Midway

Fly to

Oklahoma City

Route

Depart

Return

Price

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 9/12

4:48 pm-11:54 pm

1 stop7h 06m

Oklahoma City Will Rogers World

Mon 9/15

6:05 am-3:53 pm

1 stop9h 48m

$151

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 10/10

6:24 pm-4:38 pm

1 stop22h 14m

Oklahoma City Will Rogers World

Sun 10/12

7:46 pm-9:31 am

1 stop13h 45m

$178

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 11/7

12:30 pm-7:00 pm

1 stop6h 30m

Oklahoma City Will Rogers World

Sun 11/9

4:45 pm-10:03 pm

1 stop5h 18m

$190

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 10/10

6:24 pm-4:38 pm

1 stop22h 14m

Oklahoma City Will Rogers World

Sun 10/26

5:48 pm-8:31 am

1 stop14h 43m

$197

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 10/24

6:24 pm-4:38 pm

1 stop22h 14m

Oklahoma City Will Rogers World

Sun 10/26

5:48 pm-11:25 pm

1 stop5h 37m

$230

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 9/13

7:25 pm-9:25 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Wed 9/17

3:15 pm-5:10 pm

Nonstop1h 55m

$266

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 9/29

4:48 pm-11:54 pm

1 stop7h 06m

$76

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 10/31

12:30 pm-7:00 pm

1 stop6h 30m

$76

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 11/17

12:30 pm-7:00 pm

1 stop6h 30m

$76

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 10/30

12:30 pm-7:00 pm

1 stop6h 30m

$76

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 13 results
1
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Best time to book a flight from Midway to Oklahoma City

Have a flexible travel schedule? Discover the best time to fly to Oklahoma City 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 Oklahoma City

What is the cheapest month to book a flight from Chicago Midway Airport to Oklahoma City?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oklahoma City (average of $348). Flying from Chicago Midway Airport to Oklahoma City in June is currently the most expensive (average of $401). 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 OKC?

Find hourly flight availability from Midway to Oklahoma City. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

One of the essential ways to save on airfare from Chicago Midway Airport to Oklahoma City is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 14% on airfare.

Reviews of airlines servicing Oklahoma City

Get insights into the airlines that provide service to Oklahoma City. 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 Oklahoma City. Reviews last updated August 18, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Oklahoma City, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

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 Oklahoma City. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oklahoma City from Chicago Midway?

    For a flight from Chicago Midway to Oklahoma City, you will be flying into Will Rogers World. Oklahoma City Will Rogers World (OKC) is just 7.0 mi from the center of the city. Will Rogers World is the only Oklahoma City airport and it handles 1 inbound flight from Chicago Midway per day. 1 airline has flights to Oklahoma City Will Rogers World from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Oklahoma City?

    Airlines like Frontier fly from Chicago Midway Airport to Oklahoma City in about 7h 06m. The time it takes to get you to your destination can typically vary by up to . Chicago Midway Airport and Oklahoma City are separated by a distance of 690 mi.

  • What is the cheapest airline to fly from Chicago Midway Airport to Oklahoma City round-trip?

    Our cheapest airline available from Chicago Midway Airport to Oklahoma City is Southwest. Our recent data shows that you can find tickets from as low as $254 on this airline. Users have found that Southwest is 25% cheaper than the other options available to this destination.

  • What are the cheapest flights from Chicago Midway Airport to Oklahoma City?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Chicago Midway - Oklahoma City Will Rogers World) can be booked for $203 on average our data indicates $198 when flying from Chicago Midway Airport to Oklahoma City.

  • Can I find deals for flights from Midway to Oklahoma City that include hotel bookings?

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

  • How can I find direct flights from Midway to Oklahoma City?

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

  • Can I find deals for business class flights from Midway to Oklahoma City?

    Yes. Cheapflights offers flight deals from Midway to Oklahoma City 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 Oklahoma City?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oklahoma City (average of $348). Flying from Chicago Midway Airport to Oklahoma City in June is currently the most expensive (average of $401). 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 Oklahoma City?

Book flights to Oklahoma City if you plan to visit one of these locations
Norman
Yukon
Shawnee
Ada
Moore
Edmond
Midwest City

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Top airline flying from Midway to Oklahoma City

Discover the top airline that operate flights from Midway to Oklahoma City. 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$254Average$346FlexibilityNo cancel feeOn-time63%

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