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Oklahoma City

$109+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Jun 17 — Jun 241
Wed 6/17
Wed 6/24
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 May 18, 2026.

This Priceline deal was found by Cheapflights users on 5/14. 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.
Thu 6/116:00 am
MDW
-
OKC
1 stop6h 56m
Frontier
Tue 6/301:51 pm
OKC
-
MDW
1 stop8h 20m
Frontier
Deal found 5/14$223
This Priceline deal was found by Cheapflights users on 5/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
MDW
-
OKC
1 stop6h 51m
Frontier
Thu 7/161:48 pm
OKC
-
MDW
1 stop8h 20m
Frontier
Deal found 5/17$249
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/19:30 pm
MDW
-
OKC
1 stop14h 44m
Multiple Airlines
Mon 6/81:55 pm
OKC
-
MDW
2 stops32h 16m
Multiple Airlines
Deal found 5/14$256
This Priceline deal was found by Cheapflights users on 5/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:00 am
MDW
-
OKC
1 stop6h 56m
Frontier
Sun 6/281:51 pm
OKC
-
MDW
1 stop8h 20m
Frontier
Deal found 5/17$278
This Priceline deal was found by Cheapflights users on 5/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MDW
-
OKC
1 stop6h 56m
Frontier
Sun 6/211:51 pm
OKC
-
MDW
1 stop8h 20m
Frontier
Deal found 5/16$294
This Southwest deal was found by Cheapflights users on 5/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:55 pm
MDW
-
OKC
Nonstop2h 00m
Southwest
Tue 6/162:55 pm
OKC
-
MDW
Nonstop1h 55m
Southwest
Deal found 5/17$331
This Southwest deal was found by Cheapflights users on 5/18. 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 9/28:20 pm
MDW
-
OKC
Nonstop2h 00m
Southwest
Thu 9/35:15 am
OKC
-
MDW
Nonstop1h 50m
Southwest
Deal found 5/18$344
This Priceline deal was found by Cheapflights users on 5/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:00 am
MDW
-
OKC
1 stop6h 56m
Frontier
Sun 6/211:51 pm
OKC
-
MDW
1 stop8h 20m
Frontier
Deal found 5/17$349

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 May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Priceline)

One-way from

$109
(Frontier)

Popular in

June

Cheapest in

October

Average price

$375

Good round-trip deal

$359 or less

Good one-way deal

$207 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
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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. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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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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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 May 18, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma City that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Tue 6/16

10:15 am-4:05 pm

2 stops5h 50m

Oklahoma City Will Rogers World

Wed 6/24

6:10 am-12:10 pm

2 stops6h 00m

$361
Quickest round-trip

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 7/29

10:30 am-12:30 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Mon 8/3

5:00 am-6:55 am

Nonstop1h 55m

$362

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 7/3

4:20 pm-11:10 pm

1 stop6h 50m

Oklahoma City Will Rogers World

Tue 7/7

2:55 pm-4:50 pm

Nonstop1h 55m

$372

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 7/15

10:15 am-4:05 pm

2 stops5h 50m

Oklahoma City Will Rogers World

Sat 7/18

2:20 pm-4:10 pm

Nonstop1h 50m

$377

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 7/17

11:05 am-4:26 pm

1 stop5h 21m

Oklahoma City Will Rogers World

Tue 7/21

5:12 pm-10:15 pm

1 stop5h 03m

$382

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 7/1

6:00 am-11:17 am

1 stop5h 17m

Oklahoma City Will Rogers World

Sat 7/11

11:38 am-5:52 pm

1 stop6h 14m

$382

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sun 8/2

5:25 am-11:55 am

1 stop6h 30m

Oklahoma City Will Rogers World

Wed 8/5

7:15 am-4:00 pm

2 stops8h 45m

$387

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Tue 7/14

10:15 am-4:05 pm

2 stops5h 50m

Oklahoma City Will Rogers World

Thu 7/16

12:25 pm-6:50 pm

2 stops6h 25m

$392

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 6/10

6:00 am-12:11 pm

1 stop6h 11m

Oklahoma City Will Rogers World

Wed 6/17

5:51 am-12:05 pm

1 stop6h 14m

$393

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 7/3

9:30 pm-11:30 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Sun 7/5

5:00 am-6:55 am

Nonstop1h 55m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 18 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub the most. FlightHub 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 May 18, 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 May 18, 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
7.9
Good
4,287 reviews

Entertainment

7.5

Comfort

8.0

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,287 reviews
Southwest
7.9
Good
4,287 reviews

Entertainment

7.5

Comfort

8.0

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 Southwest fly from Chicago Midway Airport to Oklahoma City in about 5h 50m. 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 $258 on this airline.

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

    Looking at all options, your cheapest flight can be booked for $207. While the most popular route (Chicago Midway - Oklahoma City Will Rogers World) can be booked for $323 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

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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 May 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$258Average$359FlexibilityNo cancel feeOn-time63%

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