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$48+ Cheap flights from Oklahoma to Midway (MDW)

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — MDW
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Oklahoma to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Oklahoma (USOK) to Midway (MDW). 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, 2025.

Round-trip from

$104
(Frontier)

One-way from

$49
(Cheapflightsfares)

Good round-trip deal

$386 or less

Good one-way deal

$252 or less
From Oklahoma to Chicago Midway
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One-way flight from Oklahoma to Chicago Midway
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Price to beat on a round-trip flight from Oklahoma to Chicago Midway.
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Price to beat on a one-way flight from Oklahoma to Chicago Midway.
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Find flight deals from Oklahoma to Midway

Cheapest flights from Oklahoma to Midway
Explore the most affordable flight options available from Oklahoma to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/229:07 amDFW - MDW
Nonstop2h 21mFrontier
Mon 2/248:44 pmMDW - DFW
1 stop9h 01mFrontier
Deal found 1/20$104
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/26:01 pmOKC - MDW
1 stop11h 30mFrontier
Tue 3/47:05 amMDW - OKC
1 stop12h 24mFrontier
Deal found 1/21$115
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/195:33 amDFW - MDW
1 stop7h 32mDelta
Wed 2/195:05 pmMDW - DFW
1 stop6h 52mDelta
Deal found 1/21$191
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/153:35 pmXNA - MDW
1 stop6h 52mDelta
Tue 3/186:00 amMDW - XNA
1 stop5h 27mDelta
Deal found 1/21$269
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/185:40 amOKC - MDW
Nonstop1h 55mSouthwest
Thu 2/277:15 pmMDW - OKC
Nonstop2h 20mSouthwest
Deal found 1/20$283
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/193:25 pmTUL - MDW
1 stop6h 55mDelta
Mon 2/245:05 pmMDW - TUL
1 stop6h 46mDelta
Deal found 1/20$291
This Southwest deal was found by Cheapflights users on 1/19. 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 4/212:05 pmTUL - MDW
Nonstop1h 40mSouthwest
Sat 4/57:10 pmMDW - TUL
Nonstop1h 55mSouthwest
Deal found 1/19$318
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/255:55 amOKC - MDW
1 stop6h 01mDelta
Sat 7/122:00 pmMDW - OKC
1 stop6h 25mDelta
Deal found 1/20$395

Find flights from Oklahoma to Midway within your budget

Customize your flight search to find flights from Oklahoma to Midway 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, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/22

9:07 am-11:28 am

Nonstop2h 21m

Chicago Midway

Mon 2/24

8:44 pm-5:45 am

1 stop9h 01m

$104

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sun 3/2

6:01 pm-5:31 am

1 stop11h 30m

Chicago Midway

Tue 3/4

7:05 am-7:29 pm

1 stop12h 24m

$115

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 2/19

5:33 am-1:05 pm

1 stop7h 32m

Chicago Midway

Wed 2/19

5:05 pm-11:57 pm

1 stop6h 52m

$191

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

Sat 3/15

3:35 pm-10:27 pm

1 stop6h 52m

Chicago Midway

Tue 3/18

6:00 am-11:27 am

1 stop5h 27m

$269

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Tue 2/18

5:40 am-7:35 am

Nonstop1h 55m

Chicago Midway

Thu 2/27

7:15 pm-9:35 pm

Nonstop2h 20m

$283

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 2/19

3:25 pm-10:20 pm

1 stop6h 55m

Chicago Midway

Mon 2/24

5:05 pm-11:51 pm

1 stop6h 46m

$291

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 4/2

12:05 pm-1:45 pm

Nonstop1h 40m

Chicago Midway

Sat 4/5

7:10 pm-9:05 pm

Nonstop1h 55m

$318

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sun 5/25

5:55 am-11:56 am

1 stop6h 01m

Chicago Midway

Sat 7/12

2:00 pm-8:25 pm

1 stop6h 25m

$395

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/15

9:07 am-11:28 am

Nonstop2h 21m

$48

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sat 3/8

5:58 pm-5:30 am

1 stop11h 32m

$56

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 18 results
1
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Best time to book a flight from Oklahoma to Midway

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

Travel insights for flights from Oklahoma to Midway

Get recent, data-driven insights about flights from Oklahoma to Midway including ideal travel times, pricing trends, and more.

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

Currently, April is the cheapest month in which you can book a flight from Oklahoma to Chicago Midway Airport (average of $160). Flying from Oklahoma to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 OK to MDW?

Find hourly flight availability from Oklahoma to Midway. 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, 2025.

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 21, 2025.
See what other customers who have flown with Frontier, Delta and Southwest from Oklahoma to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,443 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

    The cheapest airlines for a one-way flight from Oklahoma to Chicago Midway Airport are Frontier ($49), Delta ($99), and Southwest ($142).

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

    When deciding which route to take from Oklahoma to Chicago Midway Airport consider Dallas/Fort Worth - Chicago Midway, Oklahoma City Will Rogers World - Chicago Midway or Tulsa - Chicago Midway as they are the most popular.

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

    While on average a flight from Oklahoma to Chicago Midway Airport is generally $358, our data shows the cheapest flight currently is $145. When looking at the most popular route, (Dallas/Fort Worth - Chicago Midway), you can expect to pay $73 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oklahoma to Midway 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 Oklahoma to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Oklahoma to Chicago Midway Airport (average of $160). Flying from Oklahoma to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Oklahoma?

Book flights to Oklahoma if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Oklahoma to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oklahoma to Midway

Discover the top 2 airlines that operate flights from Oklahoma to Midway. 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, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$206Average$655FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$293Average$372FlexibilityNo cancel feeOn-time63%
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