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$83+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap 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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/276:00 am
MDW
-
OKC
1 stop9h 57m
Frontier
Sun 3/17:10 pm
OKC
-
MDW
2 stops28h 44m
Frontier
Deal found 1/21$251
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/166:00 am
MDW
-
OKC
1 stop9h 56m
Frontier
Thu 2/198:30 pm
OKC
-
MDW
2 stops17h 23m
Frontier
Deal found 1/20$269
This Southwest deal was found by Cheapflights users on 1/21. 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 2/188:15 am
MDW
-
OKC
Nonstop2h 20m
Southwest
Wed 2/2510:10 am
OKC
-
MDW
Nonstop1h 55m
Southwest
Deal found 1/21$287
This Southwest deal was found by Cheapflights users on 1/21. 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 2/218:15 am
MDW
-
OKC
Nonstop2h 20m
Southwest
Tue 2/2410:10 am
OKC
-
MDW
Nonstop1h 55m
Southwest
Deal found 1/21$294
This Southwest deal was found by Cheapflights users on 1/21. 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 2/267:15 pm
MDW
-
OKC
Nonstop2h 15m
Southwest
Sat 2/283:05 pm
OKC
-
MDW
Nonstop2h 00m
Southwest
Deal found 1/21$308
This Southwest deal was found by Cheapflights users on 1/21. 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 3/1410:05 am
MDW
-
OKC
Nonstop2h 15m
Southwest
Mon 3/169:00 pm
OKC
-
MDW
1 stop8h 20m
Southwest
Deal found 1/21$311
This Southwest deal was found by Cheapflights users on 1/21. 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 3/318:40 pm
MDW
-
OKC
Nonstop2h 15m
Southwest
Mon 4/63:55 pm
OKC
-
MDW
Nonstop1h 50m
Southwest
Deal found 1/21$314

Find 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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$215
(Priceline)

One-way from

$83
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$397

Good round-trip deal

$291 or less
Provider with most accurate pricing for Chicago Midway-Oklahoma City Will Rogers World flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Oklahoma City Will Rogers World flights.
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From Chicago Midway to Oklahoma City Will Rogers World
Search Deals
One-way flight from Chicago Midway to Oklahoma City Will Rogers World
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Oklahoma City Will Rogers World.
Search Deals

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 January 21, 2026.
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

Mon 2/16

6:00 am-3:56 pm

1 stop9h 56m

Oklahoma City Will Rogers World

Thu 2/19

8:30 pm-1:53 pm

2 stops17h 23m

$269

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 3/14

10:05 am-12:20 pm

Nonstop2h 15m

Oklahoma City Will Rogers World

Mon 3/16

9:00 pm-5:20 am

1 stop8h 20m

$311

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 2/18

10:00 am-6:10 pm

2 stops8h 10m

Oklahoma City Will Rogers World

Wed 2/25

6:40 am-1:10 pm

2 stops6h 30m

$317

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Tue 2/17

6:00 am-1:19 pm

1 stop7h 19m

Oklahoma City Will Rogers World

Tue 2/24

11:42 am-5:45 pm

1 stop6h 03m

$321

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 2/26

7:15 pm-9:30 pm

Nonstop2h 15m

Oklahoma City Will Rogers World

Sat 2/28

6:00 am-3:45 pm

2 stops9h 45m

$323

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sun 4/12

9:45 pm-11:55 pm

Nonstop2h 10m

Oklahoma City Will Rogers World

Wed 4/15

3:05 pm-4:55 pm

Nonstop1h 50m

$329

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 4/29

9:05 pm-11:15 pm

Nonstop2h 10m

Oklahoma City Will Rogers World

Sun 5/3

5:00 am-6:50 am

Nonstop1h 50m

$329

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 2/16

10:15 pm-11:55 am

1 stop13h 40m

Oklahoma City Will Rogers World

Thu 2/19

3:10 pm-5:15 pm

Nonstop2h 05m

$331

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Tue 3/31

8:10 am-4:05 pm

2 stops7h 55m

Oklahoma City Will Rogers World

Mon 4/6

12:20 pm-8:25 pm

2 stops8h 05m

$335

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 2/23

6:00 am-3:56 pm

1 stop9h 56m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 20 results
1
2

Compare providers for flights from Midway to Oklahoma City

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Oklahoma City in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Oklahoma City flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Oklahoma City flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Oklahoma City flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Oklahoma City flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Oklahoma City flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 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 January 21, 2026.

When flying from Chicago Midway Airport to Oklahoma City, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 21, 2026.
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
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 and Southwest fly from Chicago Midway Airport to Oklahoma City in about 2h 20m. The time it takes to get you to your destination can typically vary by up to 7h 37m. Chicago Midway Airport and Oklahoma City are separated by a distance of 690 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $258 on this airline. Users have found that Southwest is 26% 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 $213. While the most popular route (Chicago Midway - Oklahoma City Will Rogers World) can be booked for $281 on average, our data indicates $395 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.

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
Moore
Edmond
Shawnee
Ada
Midwest City

Browse thousands of different options on Cheapflights for your next trip

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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$258Average$353FlexibilityNo cancel feeOn-time63%

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