HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$50+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
OKC — MDW
abr. 2 — abr. 91
mié. 4/2
mié. 4/9
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

Keep the following information in mind while searching for Oklahoma to Midway flight deals. Data was last updated marzo 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$98
(Cheapflightsfares)

One-way from

$50
(CheapOair)

Popular in

March

Cheapest in

April

Average price

$387

Good round-trip deal

$327 or less

Good one-way deal

$173 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
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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

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 marzo 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/108:08 pmDFW - MDW
Nonstop2h 19mFrontier
sáb. 4/126:00 amMDW - DFW
Nonstop2h 48mFrontier
Deal found 3/27$98
This Delta deal was found by Cheapflights users on 3/26. 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.
mié. 4/162:00 pmDFW - MDW
1 stop4h 20mDelta
mié. 4/306:04 amMDW - DFW
1 stop6h 49mDelta
Deal found 3/26$197
This Booking.com deal was found by Cheapflights users on 3/27. 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.
lun. 4/74:32 pmOKC - MDW
1 stop12h 51mFrontier
jue. 4/106:45 amMDW - OKC
1 stop12h 46mFrontier
Deal found 3/27$238
This Southwest deal was found by Cheapflights users on 3/26. 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.
mié. 4/232:20 pmTUL - MDW
Nonstop1h 45mSouthwest
mié. 4/3010:00 amMDW - TUL
Nonstop1h 50mSouthwest
Deal found 3/26$271
This Southwest deal was found by Cheapflights users on 3/27. 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.
mié. 4/163:05 pmOKC - MDW
Nonstop1h 55mSouthwest
sáb. 4/198:35 pmMDW - OKC
Nonstop2h 05mSouthwest
Deal found 3/27$283
This Delta deal was found by Cheapflights users on 3/27. 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.
jue. 4/2411:40 amXNA - MDW
1 stop5h 39mDelta
jue. 5/110:20 amMDW - XNA
1 stop5h 58mDelta
Deal found 3/27$284
This Delta deal was found by Cheapflights users on 3/26. 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.
mié. 4/167:05 amOKC - MDW
1 stop4h 58mDelta
sáb. 4/196:45 pmMDW - OKC
1 stop5h 06mDelta
Deal found 3/26$323
This Delta deal was found by Cheapflights users on 3/26. 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.
mar. 4/226:00 amTUL - MDW
1 stop6h 03mDelta
mar. 4/296:04 amMDW - TUL
1 stop6h 05mDelta
Deal found 3/26$355
This Booking.com deal was found by Cheapflights users on 3/27. 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.
lun. 6/168:00 pmXNA - MDW
1 stop24h 53mFrontier
jue. 6/192:44 pmMDW - XNA
1 stop28h 26mFrontier
Deal found 3/27$379

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 marzo 28, 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

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

jue. 4/10

8:08 pm-10:27 pm

Nonstop2h 19m

Chicago Midway

sáb. 4/12

6:00 am-8:48 am

Nonstop2h 48m

$98

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

mié. 4/16

2:00 pm-6:20 pm

1 stop4h 20m

Chicago Midway

mié. 4/30

6:04 am-12:53 pm

1 stop6h 49m

$197

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

lun. 4/7

4:32 pm-5:23 am

1 stop12h 51m

Chicago Midway

jue. 4/10

6:45 am-7:31 pm

1 stop12h 46m

$238

TulsaChicago

TUL - MDW

TULMDW

Tulsa

mié. 4/23

2:20 pm-4:05 pm

Nonstop1h 45m

Chicago Midway

mié. 4/30

10:00 am-11:50 am

Nonstop1h 50m

$271

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

mié. 4/16

3:05 pm-5:00 pm

Nonstop1h 55m

Chicago Midway

sáb. 4/19

8:35 pm-10:40 pm

Nonstop2h 05m

$283

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

jue. 4/24

11:40 am-5:19 pm

1 stop5h 39m

Chicago Midway

jue. 5/1

10:20 am-4:18 pm

1 stop5h 58m

$284

Oklahoma CityChicago

OKC - MDW

OKCMDW

Oklahoma City Will Rogers World

mié. 4/16

7:05 am-12:03 pm

1 stop4h 58m

Chicago Midway

sáb. 4/19

6:45 pm-11:51 pm

1 stop5h 06m

$323

TulsaChicago

TUL - MDW

TULMDW

Tulsa

mar. 4/22

6:00 am-12:03 pm

1 stop6h 03m

Chicago Midway

mar. 4/29

6:04 am-12:09 pm

1 stop6h 05m

$355

FayettevilleChicago

XNA - MDW

XNAMDW

Fayetteville Northwest Arkansas

lun. 6/16

8:00 pm-8:53 pm

1 stop24h 53m

Chicago Midway

jue. 6/19

2:44 pm-7:10 pm

1 stop28h 26m

$379

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

sáb. 4/12

9:43 am-12:03 pm

Nonstop2h 20m

$50

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 21 results
1
2
3

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, 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 marzo 28, 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 marzo 28, 2025.
See what other customers who have flown with Southwest, Delta and Allegiant Air 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
4,273 reviews

Crew

8.6

Boarding

8.2

Overall

8.1

Food

7.1

Comfort

8.1

Entertainment

7.6

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
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Overall

8.1

Food

7.1

Comfort

8.1

Entertainment

7.6

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
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Overall

8.1

Food

7.1

Comfort

8.1

Entertainment

7.6

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
731 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Overall

8.1

Food

7.1

Comfort

8.1

Entertainment

7.6

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
3,271 reviews
Southwest
8.1
Very good
4,273 reviews

Crew

8.6

Boarding

8.2

Overall

8.1

Food

7.1

Comfort

8.1

Entertainment

7.6

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 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 ($50), Delta ($99), and Allegiant Air ($117).

  • 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 $368, our data shows the cheapest flight currently is $158. When looking at the most popular route, (Dallas/Fort Worth - Chicago Midway), you can expect to pay $106 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

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.
Newark to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
Boston to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Baltimore to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Seattle to O'Hare Intl flights
Ontario to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
San Francisco to Midway flights
Denver to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
San Diego to O'Hare Intl flights
LaGuardia to Midway flights
Dulles Intl to Midway flights
Los Angeles to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Hobby to O'Hare Intl flights
Atlanta to Midway flights
Austin to O'Hare Intl flights
Orlando to O'Hare Intl flights
Baltimore to Midway flights
Boston to Midway flights
Burbank to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Minneapolis to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Hartford to O'Hare Intl flights
Miami to O'Hare Intl flights
Minneapolis to Midway flights
Reagan-National to Midway flights
Charlotte to O'Hare Intl flights
Philadelphia to Midway flights
George Bush Intcntl to O'Hare Intl flights
Seattle to Midway flights
Tampa to O'Hare Intl flights
Love Field to O'Hare Intl flights
Portland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Hobby to Midway flights
Oakland to O'Hare Intl flights
Cleveland to O'Hare Intl 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 marzo 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$278Average$368FlexibilityNo 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.