HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$42+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — MDW
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oklahoma to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 December 4, 2025.

This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:42 amDFW - MDW
Nonstop2h 17mFrontier
Sun 1/119:15 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/2$110
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amDFW - MDW
Nonstop2h 21mFrontier
Sun 1/119:15 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/2$114
This Frontier deal was found by Cheapflights users on 12/3. 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.
Thu 12/1111:47 amDFW - MDW
Nonstop2h 17mFrontier
Sun 1/119:15 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/3$115
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amDFW - MDW
Nonstop2h 21mFrontier
Wed 12/3110:21 amMDW - DFW
Nonstop2h 45mFrontier
Deal found 12/2$117
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:42 amDFW - MDW
Nonstop2h 17mFrontier
Fri 1/99:15 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/2$123
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:00 amDFW - MDW
Nonstop2h 21mFrontier
Fri 1/28:00 amMDW - DFW
Nonstop2h 42mFrontier
Deal found 12/2$124
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:05 amDFW - MDW
1 stop26h 41mFrontier
Wed 12/2410:21 amMDW - DFW
Nonstop2h 45mFrontier
Deal found 12/2$129
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:42 amDFW - MDW
1 stop11h 30mFrontier
Fri 1/99:15 amMDW - DFW
Nonstop2h 50mFrontier
Deal found 12/2$130
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amDFW - MDW
Nonstop2h 21mMultiple Airlines
Wed 12/316:12 amMDW - DFW
1 stop12h 35mMultiple Airlines
Deal found 12/2$132
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:42 amDFW - MDW
Nonstop2h 17mFrontier
Wed 12/316:12 amMDW - DFW
1 stop26h 10mFrontier
Deal found 12/3$133
This Priceline deal was found by Cheapflights users on 12/2. 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.
Fri 12/124:49 pmOKC - MDW
1 stop5h 23mFrontier
Sun 12/146:15 amMDW - OKC
1 stop9h 04mFrontier
Deal found 12/2$212
This Mytrip deal was found by Cheapflights users on 12/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:29 pmOKC - MDW
1 stop14h 39mFrontier
Sun 12/146:15 amMDW - OKC
1 stop9h 04mFrontier
Deal found 12/2$217

Find flight deals from Oklahoma to Midway

Keep the following information in mind while searching for Oklahoma to Midway flight deals. Data was last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$88
(Kiwi.com)

One-way from

$42
(CheapOair)

Popular in

March

Cheapest in

September

Average price

$354

Good round-trip deal

$358 or less

Good one-way deal

$175 or less
Provider with most accurate pricing for Oklahoma City Will Rogers World-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oklahoma City Will Rogers World-Chicago (CHI) flights.
Search Deals
From Oklahoma to Chicago Midway
Search Deals
One-way flight from Oklahoma to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 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 December 2025
Search Deals
Price to beat on a round-trip flight from Oklahoma to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Oklahoma to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
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 December 4, 2025.
Use the filters below to find and compare flights from Oklahoma to Chicago Midway Airport that are best for you.

Fly from

Oklahoma

Fly to

Midway

Route

Depart

Return

Price

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

Wed 2/18

5:25 am-11:59 am

1 stop6h 34m

Chicago Midway

Sat 2/21

11:01 am-7:13 pm

1 stop8h 12m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/9

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Sat 1/10

11:21 am-5:22 pm

1 stop6h 01m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 1/6

10:55 am-6:32 pm

1 stop7h 37m

Chicago Midway

Sat 1/10

5:31 pm-12:27 am

1 stop6h 56m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/16

5:30 am-12:48 pm

1 stop7h 18m

Chicago Midway

Fri 1/23

10:48 am-4:43 pm

1 stop5h 55m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Wed 1/14

5:25 am-10:27 am

1 stop5h 02m

Chicago Midway

Mon 1/19

6:14 pm-12:27 am

1 stop6h 13m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 1/17

10:55 am-4:16 pm

1 stop5h 21m

Chicago Midway

Tue 1/20

6:14 pm-12:27 am

1 stop6h 13m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 1/8

11:58 am-4:29 pm

1 stop4h 31m

Chicago Midway

Fri 1/9

9:50 am-5:06 pm

1 stop7h 16m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 1/16

5:30 am-12:48 pm

1 stop7h 18m

Chicago Midway

Tue 1/20

6:14 pm-12:27 am

1 stop6h 13m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 1/15

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Sat 1/17

9:32 am-2:38 pm

1 stop5h 06m

$177

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 1/15

6:45 am-1:09 pm

1 stop6h 24m

Chicago Midway

Mon 1/19

6:14 pm-12:27 am

1 stop6h 13m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 60 results
1
2
3
...
6

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.

Cheapflights Insights

Everything you need to know about your flight from Oklahoma to Chicago Midway Airport

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

Currently, June is the cheapest month in which you can book a flight from Oklahoma to Chicago Midway Airport (average of $143). Flying from Oklahoma to Chicago Midway Airport in January is currently the most expensive (average of $339). 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 December 4, 2025.

When flying from Oklahoma to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 46% versus a flight at noon.

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.

  • How long is the flight from Oklahoma to Chicago Midway Airport?

    There are many flights that can get you from Oklahoma to Chicago Midway Airport in 6h 34m. Fly via Delta to get the fastest option. The distance between Oklahoma and Chicago Midway Airport is about 690 mi.

  • 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 Fayetteville Northwest Arkansas - 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 $363, our data shows the cheapest flight currently is $156. When looking at the most popular route, (Dallas/Fort Worth - Chicago Midway), you can expect to pay $58 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, June is the cheapest month in which you can book a flight from Oklahoma to Chicago Midway Airport (average of $143). Flying from Oklahoma to Chicago Midway Airport in January is currently the most expensive (average of $339). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oklahoma to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Seattle to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Denver to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
LaGuardia to Midway flights
Tampa to O'Hare Intl flights
Ontario to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Boston to O'Hare Intl flights
Hobby to O'Hare Intl flights
Atlanta to Midway flights
Fort Lauderdale to O'Hare Intl flights
Los Angeles to Midway flights
Dulles Intl to Midway flights
Love Field to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Denver to Midway flights
Baltimore to Midway flights
Cleveland to O'Hare Intl flights
Austin to O'Hare Intl flights
Charlotte to O'Hare Intl flights
San Francisco to Midway flights
Philadelphia to Midway flights
San Diego to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Orlando to Midway flights
Raleigh to O'Hare Intl flights
Portland to O'Hare Intl flights
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Minneapolis to Midway flights
Hobby to Midway flights
Las Vegas to O'Hare Intl flights
Reagan-National to Midway flights
Seattle to Midway flights
Sky Harbor Intl to Midway flights
Boston to Midway flights

Top airline flying from Oklahoma to Midway

Discover the top airline 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$197Average$365FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.