$64 Find Cheap Flights from Chicago Midway Airport to Oklahoma

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Oklahoma departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Oklahoma

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oklahoma, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Oklahoma, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Oklahoma

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Oklahoma City
Oklahoma City1 stop$150
Tulsa
Tulsanonstop$251
Oklahoma City
Oklahoma City1 stop$150
Tulsa
Tulsanonstop$251

Book Cheap Midway to Oklahoma Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Oklahoma that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Oklahoma

Fri, Oct 17 - Mon, Oct 20
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$100Frontier
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Fri, Oct 17 - Tue, Oct 21
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$101Frontier
Find Deal
Fri, Nov 7 - Mon, Nov 10
Frontier Logo
8:55 am - 11:28 amMDW-DFW
2h 33mnonstop
Frontier Logo
2:57 pm - 5:15 pmDFW-MDW
2h 18mnonstop
$103Frontier
Find Deal
Fri, Oct 17 - Mon, Oct 20
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
$104Frontier
Find Deal
Tue, Nov 4 - Sat, Nov 8
Delta Logo
1:08 pm - 5:02 pmMDW-XNA
3h 54m1 stop
Delta Logo
11:32 am - 5:43 pmXNA-MDW
6h 11m1 stop
$229Delta
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Sat, Nov 22 - Mon, Nov 24
Southwest Logo
3:10 pm - 5:05 pmMDW-TUL
1h 55mnonstop
Southwest Logo
4:45 pm - 6:30 pmTUL-MDW
1h 45mnonstop
$251Southwest
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Sat, Nov 22 - Mon, Nov 24
Southwest Logo
5:30 pm - 1:00 amMDW-TUL
7h 30m1 stop
Southwest Logo
4:45 pm - 6:30 pmTUL-MDW
1h 45mnonstop
$261Southwest
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Thu, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
12:30 pm - 6:41 pmMDW-XNA
6h 11m1 stop
Multiple Airlines Logo
10:47 am - 12:30 amXNA-MDW
13h 43m1 stop
$269Multiple Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
Multiple Airlines Logo
12:30 pm - 6:44 pmMDW-XNA
6h 14m1 stop
Multiple Airlines Logo
10:48 am - 12:30 amXNA-MDW
13h 42m2 stops
$272Multiple Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 7
Delta Logo
6:00 am - 11:20 amMDW-XNA
5h 20m1 stop
Delta Logo
3:35 pm - 10:14 pmXNA-MDW
6h 39m1 stop
$287Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to Oklahoma flights

Get data-powered insights and trends into flights from Midway to Oklahoma to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Oklahoma flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oklahoma from Chicago Midway Airport found in the last 72 hours was to Oklahoma City, at $160 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Oklahoma City (OKC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $160.

Can I save money by flying with a layover from Chicago Midway Airport to Oklahoma?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $334 on average.

What is the cheapest month to fly from Chicago Midway Airport to Oklahoma?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Oklahoma, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Oklahoma is September, when tickets cost $258 (return) on average. On the other hand, the most expensive months are January and November, when the average cost of round-trip tickets is $397 and $378 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Oklahoma?

The average price of all round-trip flights from Chicago Midway Airport to Oklahoma clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Oklahoma on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Oklahoma. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

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Good to know

Low seasonJanuary
Cheapest flight$64
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

FAQs - booking Oklahoma flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Oklahoma?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Oklahoma.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Oklahoma?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Oklahoma is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Oklahoma?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Oklahoma with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Oklahoma?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Oklahoma up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Oklahoma?

    The cheapest time of day to fly to Oklahoma is generally in the morning, when round-trip flights cost $353 on average. The most expensive time of day to fly to Oklahoma is generally at night, which is peak travel time and where the average cost of a ticket is $407.

Top tips for finding cheap flights to Oklahoma

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Dallas $114 one-way - $112 round-trip

Reviews of the top airline flying from Midway to Oklahoma

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oklahoma. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Oklahoma? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Everything you need to know for your flight from Midway to Oklahoma

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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