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$49+ Cheap flights from Midway (MDW) to Oklahoma

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Midway to Oklahoma

Keep the following information in mind while searching for Midway to Oklahoma flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$114
(Frontier)

One-way from

$49
(Cheapflightsfares)

Popular in

January

Cheapest in

August

Average price

$447

Good round-trip deal

$287 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Chicago (CHI)-Oklahoma City Will Rogers World flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Oklahoma City Will Rogers World flights.
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From Chicago Midway to Oklahoma
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One-way flight from Chicago Midway to Oklahoma
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Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Oklahoma.
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Price to beat on a one-way flight from Chicago Midway to Oklahoma.
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Find flight deals from Midway to Oklahoma

Cheapest flights from Midway to Oklahoma
Explore the most affordable flight options available from Midway to Oklahoma. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Frontier deal was found by Cheapflights users on 4/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/122:45 pmMDW - DFW
Nonstop2h 32mFrontier
Sat 6/1411:25 amDFW - MDW
Nonstop2h 23mFrontier
Deal found 4/16$114
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/141:08 pmMDW - DFW
1 stop4h 37mDelta
Sat 5/174:17 pmDFW - MDW
1 stop4h 57mDelta
Deal found 4/16$197
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2112:48 pmMDW - XNA
1 stop5h 16mDelta
Sat 5/2411:51 amXNA - MDW
1 stop5h 23mDelta
Deal found 4/15$229
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fri 7/48:20 amMDW - TUL
Nonstop1h 50mSouthwest
Wed 7/97:10 amTUL - MDW
Nonstop1h 40mSouthwest
Deal found 4/16$239
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/44:26 pmMDW - TUL
1 stop7h 33mDelta
Wed 7/94:10 pmTUL - MDW
1 stop5h 37mDelta
Deal found 4/16$259
This Booking.com deal was found by Cheapflights users on 4/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/128:03 pmMDW - OKC
1 stop22h 28mFrontier
Thu 5/1512:33 pmOKC - MDW
1 stop26h 15mFrontier
Deal found 4/16$290
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/196:00 amMDW - OKC
1 stop6h 22mDelta
Sat 6/215:30 amOKC - MDW
1 stop6h 29mDelta
Deal found 4/16$291
This Southwest deal was found by Cheapflights users on 4/16. 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 5/298:15 amMDW - OKC
Nonstop2h 10mSouthwest
Thu 6/54:30 pmOKC - MDW
1 stop7h 40mSouthwest
Deal found 4/16$295
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2010:34 amMDW - OKC
2 stops31h 30mAllegiant Air
Sun 6/228:09 pmOKC - MDW
1 stop12h 13mAllegiant Air
Deal found 4/16$431
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/238:04 pmMDW - XNA
2 stops24h 28mAllegiant Air
Sun 5/258:43 amXNA - MDW
1 stop23h 39mAllegiant Air
Deal found 4/16$452

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Oklahoma 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 April 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Oklahoma that are best for you.

Fly from

Midway

Fly to

Oklahoma

Route

Depart

Return

Price

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Mon 5/12

2:45 pm-5:17 pm

Nonstop2h 32m

Dallas/Fort Worth

Sat 6/14

11:25 am-1:48 pm

Nonstop2h 23m

$114

ChicagoDallas

MDW - DFW

MDWDFW

Chicago Midway

Wed 5/14

1:08 pm-5:45 pm

1 stop4h 37m

Dallas/Fort Worth

Sat 5/17

4:17 pm-9:14 pm

1 stop4h 57m

$197

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Wed 5/21

12:48 pm-6:04 pm

1 stop5h 16m

Fayetteville Northwest Arkansas

Sat 5/24

11:51 am-5:14 pm

1 stop5h 23m

$229

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Fri 7/4

8:20 am-10:10 am

Nonstop1h 50m

Tulsa

Wed 7/9

7:10 am-8:50 am

Nonstop1h 40m

$239

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Fri 7/4

4:26 pm-11:59 pm

1 stop7h 33m

Tulsa

Wed 7/9

4:10 pm-9:47 pm

1 stop5h 37m

$259

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Mon 5/12

8:03 pm-6:31 pm

1 stop22h 28m

Oklahoma City Will Rogers World

Thu 5/15

12:33 pm-2:48 pm

1 stop26h 15m

$290

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 6/19

6:00 am-12:22 pm

1 stop6h 22m

Oklahoma City Will Rogers World

Sat 6/21

5:30 am-11:59 am

1 stop6h 29m

$291

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 5/29

8:15 am-10:25 am

Nonstop2h 10m

Oklahoma City Will Rogers World

Thu 6/5

4:30 pm-12:10 am

1 stop7h 40m

$295

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Fri 6/20

10:34 am-6:04 pm

2 stops31h 30m

Oklahoma City Will Rogers World

Sun 6/22

8:09 pm-8:22 am

1 stop12h 13m

$431

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Fri 5/23

8:04 pm-8:32 pm

2 stops24h 28m

Fayetteville Northwest Arkansas

Sun 5/25

8:43 am-8:22 am

1 stop23h 39m

$452

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 21 results
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Best time to book a flight from Midway to Oklahoma

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oklahoma (average of $348). Flying from Chicago Midway Airport to Oklahoma in May is currently the most expensive (average of $422). 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 OK?

Find hourly flight availability from Midway to Oklahoma. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

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

Rainfall in Oklahoma by month

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

In terms of precipitation, rainfall in Oklahoma ranges from 1.2 - 5.1 inches per month. May is typically the wettest month, when rainfall can reach 5.1 in. January is typically the driest time to visit Oklahoma when rainfall is around 1.2 in.

Temperature in Oklahoma by month

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

If weather is an important factor for your trip to Oklahoma, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 37.4 F).

Reviews of airlines servicing Oklahoma

Get insights into the airlines that provide service to Oklahoma. 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. Reviews last updated April 17, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air from Chicago to Oklahoma to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to Oklahoma. 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 Chicago Midway Airport to Oklahoma one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $49. Delta flights start at $100 while deals on Southwest start at $116 one-way.

  • What are the most popular routes from Chicago Midway Airport to Oklahoma?

    While some choose either Chicago Midway - Fayetteville Northwest Arkansas or Chicago Midway - Tulsa, Chicago Midway - Dallas/Fort Worth is the most popular route from Chicago Midway Airport to Oklahoma.

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

    The cheapest flight price from Chicago Midway Airport to Oklahoma is $127. On average you can expect to pay $265. The most popular route, (Chicago Midway - Dallas/Fort Worth), can usually be booked for $120.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Oklahoma 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?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Oklahoma (average of $348). Flying from Chicago Midway Airport to Oklahoma in May is currently the most expensive (average of $422). 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

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Alternative routes for Midway to Oklahoma

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Midway to Oklahoma

Discover the top airline that operate flights from Midway to Oklahoma. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$262Average$346FlexibilityNo cancel feeOn-time63%

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