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$54+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
1 adult, Economy
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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 October 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/9. 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 11/612:30 pmMDW - OKC
1 stop6h 30mFrontier
Thu 11/137:45 pmOKC - MDW
2 stops21h 12mFrontier
Deal found 10/9$155
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 11/52:06 pmMDW - OKC
1 stop25h 44mFrontier
Wed 11/123:42 pmOKC - MDW
1 stop19h 48mFrontier
Deal found 10/8$163
This Mytrip deal was found by Cheapflights users on 10/9. 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.
Fri 10/3112:30 pmMDW - OKC
1 stop6h 30mFrontier
Sun 11/27:45 pmOKC - MDW
1 stop15h 45mFrontier
Deal found 10/9$178
This Frontier deal was found by Cheapflights users on 10/9. 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 10/2412:11 pmMDW - OKC
1 stop6h 25mFrontier
Mon 10/275:48 pmOKC - MDW
1 stop5h 58mFrontier
Deal found 10/9$189
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/2712:11 pmMDW - OKC
1 stop6h 23mFrontier
Tue 10/287:45 pmOKC - MDW
2 stops16h 56mFrontier
Deal found 10/8$192
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/2412:11 pmMDW - OKC
1 stop28h 27mFrontier
Tue 10/287:45 pmOKC - MDW
2 stops16h 56mFrontier
Deal found 10/9$214
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/292:06 pmMDW - OKC
1 stop25h 44mFrontier
Sun 11/27:45 pmOKC - MDW
1 stop15h 45mFrontier
Deal found 10/8$215
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 12/116:00 amMDW - OKC
1 stop11h 25mFrontier
Fri 12/128:28 pmOKC - MDW
2 stops26h 37mFrontier
Deal found 10/8$216
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 10/236:24 pmMDW - OKC
1 stop15h 53mFrontier
Sat 10/255:33 pmOKC - MDW
2 stops18h 11mFrontier
Deal found 10/9$222
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 12/181:35 pmMDW - OKC
1 stop5h 58mFrontier
Tue 1/63:09 pmOKC - MDW
2 stops46h 00mFrontier
Deal found 10/8$226
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 12/116:00 amMDW - OKC
1 stop11h 25mFrontier
Mon 1/128:29 pmOKC - MDW
2 stops25h 02mFrontier
Deal found 10/8$228

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 October 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$152
(Frontier)

One-way from

$54
(Frontier)

Popular in

January

Cheapest in

May

Average price

$286

Good round-trip deal

$314 or less

Good one-way deal

$354 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.
Search Deals
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. 8% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Oklahoma City Will Rogers World.
Search Deals
Price to beat on a one-way 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 October 10, 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

Tue 11/4

8:15 am-10:30 am

Nonstop2h 15m

Oklahoma City Will Rogers World

Tue 11/11

3:20 pm-5:15 pm

Nonstop1h 55m

$271

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 11/15

7:30 pm-9:40 pm

Nonstop2h 10m

Oklahoma City Will Rogers World

Tue 11/18

3:20 pm-5:15 pm

Nonstop1h 55m

$271

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 11/5

8:15 am-10:30 am

Nonstop2h 15m

Oklahoma City Will Rogers World

Sat 11/8

6:35 am-8:30 am

Nonstop1h 55m

$271

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 12/24

9:50 am-5:42 pm

1 stop7h 52m

Oklahoma City Will Rogers World

Tue 1/6

7:15 am-1:08 pm

1 stop5h 53m

$273

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 12/24

9:50 am-5:42 pm

1 stop7h 52m

Oklahoma City Will Rogers World

Wed 1/7

7:15 am-1:08 pm

1 stop5h 53m

$273

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 12/17

10:49 am-5:08 pm

1 stop6h 19m

Oklahoma City Will Rogers World

Tue 1/6

7:15 am-1:08 pm

1 stop5h 53m

$291

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Sat 11/15

4:28 pm-11:52 pm

1 stop7h 24m

Oklahoma City Will Rogers World

Tue 11/18

5:30 am-11:52 am

1 stop6h 22m

$291

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 12/15

2:45 pm-6:04 pm

1 stop27h 19m

$70

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 12/24

8:15 am-10:30 am

Nonstop2h 15m

$118

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 12/31

8:15 am-10:30 am

Nonstop2h 15m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 18 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 October 10, 2025.

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 October 10, 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
4,237 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 and Delta fly from Chicago Midway Airport to Oklahoma City in about 2h 15m. The time it takes to get you to your destination can typically vary by up to 5h 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 25% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $70. Users have also found prices from $118 and $128 on Southwest and Delta, respectively.

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

    Looking at all options, your cheapest flight can be booked for $278. While the most popular route (Chicago Midway - Oklahoma City Will Rogers World) can be booked for $271 on average, our data indicates $351 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
Ada
Moore
Edmond
Shawnee
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 October 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$258Average$364FlexibilityNo cancel feeOn-time63%

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