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$53+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — OKC
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$121
(Frontier)

One-way from

$69
(Priceline)

Popular in

January

Cheapest in

August

Average price

$355

Good round-trip deal

$247 or less

Good one-way deal

$222 or less
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. 6% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Frontier deal was found by Cheapflights users on 7/3. 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 8/16:00 amMDW - DFW
Nonstop2h 33mFrontier
Sun 8/311:06 amDFW - MDW
Nonstop2h 23mFrontier
Deal found 7/3$121
This Priceline deal was found by Cheapflights users on 7/2. 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 7/172:44 pmMDW - OKC
1 stop7h 33mFrontier
Mon 7/216:05 amOKC - MDW
1 stop5h 36mFrontier
Deal found 7/2$154
This Southwest deal was found by Cheapflights users on 7/3. 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 8/77:45 amMDW - OKC
Nonstop2h 00mSouthwest
Mon 8/113:35 pmOKC - MDW
Nonstop1h 55mSouthwest
Deal found 7/3$197
This Southwest deal was found by Cheapflights users on 7/3. 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 8/75:25 amMDW - TUL
1 stop3h 50mSouthwest
Mon 8/119:50 amTUL - MDW
Nonstop1h 45mSouthwest
Deal found 7/3$203
This Delta deal was found by Cheapflights users on 7/3. 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 9/106:00 amMDW - TUL
1 stop7h 10mDelta
Tue 9/166:01 amTUL - MDW
1 stop5h 47mDelta
Deal found 7/3$217
This Delta deal was found by Cheapflights users on 7/2. 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 8/1312:43 pmMDW - OKC
1 stop7h 35mDelta
Mon 8/182:00 pmOKC - MDW
1 stop7h 44mDelta
Deal found 7/2$217
This Delta deal was found by Cheapflights users on 7/1. 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 7/306:00 amMDW - XNA
1 stop6h 13mDelta
Sat 8/211:46 amXNA - MDW
1 stop5h 24mDelta
Deal found 7/1$229
This Mytrip deal was found by Cheapflights users on 7/1. 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 10/174:29 pmMDW - XNA
1 stop22h 55mFrontier
Sun 10/268:09 pmXNA - MDW
1 stop26h 29mFrontier
Deal found 7/1$280
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/189:12 amMDW - XNA
1 stop10h 37mAllegiant Air
Sun 7/209:33 pmXNA - MDW
1 stop10h 49mAllegiant Air
Deal found 6/30$292
This Mytrip deal was found by Cheapflights users on 6/30. 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 7/189:12 amMDW - XNA
1 stop10h 37mMultiple Airlines
Sun 7/205:59 pmXNA - MDW
3 stops20h 05mMultiple Airlines
Deal found 6/30$436

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 July 3, 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

Fri 8/1

6:00 am-8:33 am

Nonstop2h 33m

Dallas/Fort Worth

Sun 8/3

11:06 am-1:29 pm

Nonstop2h 23m

$121

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 7/17

2:44 pm-10:17 pm

1 stop7h 33m

Oklahoma City Will Rogers World

Mon 7/21

6:05 am-11:41 am

1 stop5h 36m

$154

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Thu 8/7

8:25 pm-10:25 pm

Nonstop2h 00m

Oklahoma City Will Rogers World

Mon 8/11

6:50 am-8:45 am

Nonstop1h 55m

$197

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Thu 8/7

5:25 am-9:15 am

1 stop3h 50m

Tulsa

Mon 8/11

9:50 am-11:35 am

Nonstop1h 45m

$203

ChicagoTulsa

MDW - TUL

MDWTUL

Chicago Midway

Wed 9/10

6:00 am-1:10 pm

1 stop7h 10m

Tulsa

Tue 9/16

6:01 am-11:48 am

1 stop5h 47m

$217

ChicagoOklahoma City

MDW - OKC

MDWOKC

Chicago Midway

Wed 8/13

12:43 pm-8:18 pm

1 stop7h 35m

Oklahoma City Will Rogers World

Mon 8/18

2:00 pm-9:44 pm

1 stop7h 44m

$217

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Wed 7/30

6:00 am-12:13 pm

1 stop6h 13m

Fayetteville Northwest Arkansas

Sat 8/2

11:46 am-5:10 pm

1 stop5h 24m

$229

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Fri 7/18

9:12 am-7:49 pm

1 stop10h 37m

Fayetteville Northwest Arkansas

Sun 7/20

9:33 pm-8:22 am

1 stop10h 49m

$292

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Fri 7/11

12:35 pm-7:11 pm

1 stop6h 36m

Fayetteville Northwest Arkansas

Wed 7/23

7:19 pm-8:54 pm

1 stop25h 35m

$304

ChicagoFayetteville

MDW - XNA

MDWXNA

Chicago Midway

Fri 7/18

9:12 am-7:49 pm

1 stop10h 37m

Fayetteville Northwest Arkansas

Sun 7/20

5:59 pm-2:04 pm

3 stops20h 05m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 22 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 June is currently the most expensive (average of $403). 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 July 3, 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.

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 July 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Allegiant Air from Chicago Midway Airport to Oklahoma to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
708 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,286 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $69. Delta flights start at $99 while deals on Southwest start at $99 one-way.

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

    While some choose either Chicago Midway - Oklahoma City Will Rogers World 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 $176. On average you can expect to pay $467. The most popular route, (Chicago Midway - Dallas/Fort Worth), can usually be booked for $77.

  • 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 June is currently the most expensive (average of $403). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$239Average$346FlexibilityNo cancel feeOn-time63%

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