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$64+ Cheap flights from Oklahoma City (OKC) 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — MDW
Jun 10 — Jun 171
Tue 6/10
Tue 6/17
1 adult, Economy
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Cheap flight deals from Oklahoma City to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Oklahoma City (OKC) 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 June 5, 2025.

Round-trip from

$213
(FlightHub)

One-way from

$64
(Southwest)

Popular in

January

Cheapest in

May

Average price

$358

Good round-trip deal

$306 or less

Good one-way deal

$181 or less
From Oklahoma City Will Rogers World to Chicago Midway
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One-way flight from Oklahoma City Will Rogers World to Chicago Midway
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Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Oklahoma City Will Rogers World to Chicago Midway.
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Price to beat on a one-way flight from Oklahoma City Will Rogers World to Chicago Midway.
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Find flight deals from Oklahoma City to Midway

Cheapest flights from Oklahoma City to Midway
Explore the most affordable flight options available from Oklahoma City to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2025.

This FlightHub deal was found by Cheapflights users on 6/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:30 amOKC - MDW
1 stop16h 08mFrontier
Sun 9/217:56 pmMDW - OKC
1 stop17h 32mFrontier
Deal found 6/4$213
This Southwest deal was found by Cheapflights users on 6/3. 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.
Wed 8/273:15 pmOKC - MDW
Nonstop1h 55mSouthwest
Fri 8/298:15 pmMDW - OKC
Nonstop2h 05mSouthwest
Deal found 6/3$223
This Mytrip deal was found by Cheapflights users on 6/5. 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.
Sun 7/138:09 pmOKC - MDW
1 stop12h 13mAllegiant Air
Wed 7/164:27 pmMDW - OKC
1 stop26h 52mAllegiant Air
Deal found 6/5$235
This Delta deal was found by Cheapflights users on 6/4. 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.
Tue 7/155:31 amOKC - MDW
1 stop6h 27mDelta
Wed 7/236:00 amMDW - OKC
1 stop4h 54mDelta
Deal found 6/4$373

Cheapflights Fare Finder

Customize your flight search to find flights from Oklahoma City 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 June 5, 2025.
Use the filters below to find and compare flights from Oklahoma City to Chicago Midway Airport that are best for you.

Fly from

Oklahoma City

Fly to

Midway

Route

Depart

Return

Price

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Thu 9/18

6:30 am-10:38 pm

1 stop16h 08m

Chicago Midway

Sun 9/21

7:56 pm-1:28 pm

1 stop17h 32m

$213

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 8/27

3:15 pm-5:10 pm

Nonstop1h 55m

Chicago Midway

Fri 8/29

8:15 pm-10:20 pm

Nonstop2h 05m

$223

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sun 7/13

8:09 pm-8:22 am

1 stop12h 13m

Chicago Midway

Wed 7/16

4:27 pm-7:19 pm

1 stop26h 52m

$235

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Tue 7/15

1:55 pm-9:42 pm

1 stop7h 47m

Chicago Midway

Tue 7/22

1:46 pm-8:21 pm

1 stop6h 35m

$373

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Sat 10/4

7:00 am-8:55 am

Nonstop1h 55m

$64

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Mon 8/18

6:05 am-11:41 am

1 stop5h 36m

$101

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Tue 7/1

8:17 pm-8:23 pm

1 stop24h 06m

$117

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 7/9

1:55 pm-9:42 pm

1 stop7h 47m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Best time to book a flight from Oklahoma City to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Oklahoma City 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 Oklahoma City to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Oklahoma City to Chicago Midway Airport (average of $160). Flying from Oklahoma City 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 OKC to MDW?

Find hourly flight availability from Oklahoma City 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 June 5, 2025.

When flying from Oklahoma City to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 1% versus a flight in the morning.

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 June 5, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air from Oklahoma City to Chicago 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
4,289 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

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
4,289 reviews
Southwest
8.0
Very good
4,289 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

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
7,956 reviews
Southwest
8.0
Very good
4,289 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

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
729 reviews
Southwest
8.0
Very good
4,289 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

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
6.0
Okay
3,291 reviews
Southwest
8.0
Very good
4,289 reviews

Boarding

8.2

Food

7.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

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 Oklahoma City to Midway. 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 from for flights from Oklahoma City to Chicago Midway?

    Oklahoma City Will Rogers World (OKC), located 7.0 mi from the city center, is the airport you fly out of when you book flights from Oklahoma City to Chicago Midway. 2 airlines have flights from Will Rogers World to Chicago Midway on a regular basis. Booking flights from Oklahoma City Will Rogers World to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • What are the cheapest airlines flying from Oklahoma City to Chicago Midway Airport round-trip?

    Currently priced at $213, Frontier will fly you from Oklahoma City to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Allegiant Air - these airlines can fly you to your destination from $223 and $235, respectively. These flights start at 39% lower than the current average price 3 months from now.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $64. Frontier flights start at $101 while deals on Allegiant Air start at $117 one-way.

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

    While on average a flight from Oklahoma City to Chicago Midway Airport is generally $320, our data shows the cheapest flight currently is $127. When looking at the most popular route, (Oklahoma City Will Rogers World - Chicago Midway), you can expect to pay $127 for that flight.

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

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

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

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

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

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

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

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

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Top 2 airlines flying from Oklahoma City to Midway

Discover the top 2 airlines that operate flights from Oklahoma City 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 June 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$166Average$202FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$303Average$363FlexibilityNo cancel feeOn-time63%

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