$31 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 10/24. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights 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$215
Tulsa
Tulsanonstop$217
Oklahoma City
Oklahoma City1 stop$215
Tulsa
Tulsanonstop$217

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

Thu, Oct 9 - Sat, Oct 11
Frontier Logo
6:00 am - 8:39 amMDW-DFW
2h 39mnonstop
Frontier Logo
9:52 pm - 12:11 amDFW-MDW
2h 19mnonstop
$59Frontier
Find Deal
Thu, Oct 9 - Sun, Oct 12
Frontier Logo
6:00 am - 8:39 amMDW-DFW
2h 39mnonstop
Frontier Logo
9:52 pm - 12:11 amDFW-MDW
2h 19mnonstop
$119Frontier
Find Deal
Thu, Oct 9 - Sun, Oct 12
Frontier Logo
6:00 am - 8:39 amMDW-DFW
2h 39mnonstop
Frontier Logo
3:00 pm - 5:20 pmDFW-MDW
2h 20mnonstop
$128Frontier
Find Deal
Sat, Sep 13 - Wed, Sep 17
Delta Logo
4:31 pm - 9:30 pmMDW-DFW
4h 59m1 stop
Delta Logo
1:30 pm - 6:35 pmDFW-MDW
5h 05m1 stop
$197Delta
Find Deal
Thu, Aug 28 - Sat, Aug 30
Delta Logo
9:30 am - 2:08 pmMDW-DFW
4h 38m1 stop
Delta Logo
4:00 pm - 9:12 pmDFW-MDW
5h 12m1 stop
$199Delta
Find Deal
Thu, Aug 28 - Sun, Aug 31
Delta Logo
9:30 am - 2:08 pmMDW-DFW
4h 38m1 stop
Delta Logo
5:45 am - 12:28 pmDFW-MDW
6h 43m1 stop
$200Delta
Find Deal
Wed, Aug 27 - Wed, Sep 3
Southwest Logo
4:50 pm - 6:40 pmMDW-TUL
1h 50mnonstop
Southwest Logo
9:05 am - 10:50 amTUL-MDW
1h 45mnonstop
$217Southwest
Find Deal
Wed, Aug 20 - Sat, Aug 23
Southwest Logo
5:15 pm - 7:15 pmMDW-OKC
2h 00mnonstop
Southwest Logo
7:00 am - 8:55 amOKC-MDW
1h 55mnonstop
$217Southwest
Find Deal
Sat, Aug 23 - Mon, Aug 25
Southwest Logo
7:25 pm - 9:25 pmMDW-OKC
2h 00mnonstop
Southwest Logo
6:50 am - 8:45 amOKC-MDW
1h 55mnonstop
$223Southwest
Find Deal
Sat, Aug 30 - Sun, Aug 31
Southwest Logo
8:35 am - 10:25 amMDW-TUL
1h 50mnonstop
Southwest Logo
12:25 pm - 2:05 pmTUL-MDW
1h 40mnonstop
$224Southwest
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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Oklahoma.

The cheapest ticket to Oklahoma from Chicago Midway Airport found in the last 72 hours was to Tulsa, at $102 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 $136.

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.

No, with an average price for the route of $290, prices are generally cheapest when you fly direct.

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 $276 (return) on average. On the other hand, the most expensive months are January and December, when the average cost of round-trip tickets is $397 and $393 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 Wednesday, 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 Monday and avoiding Sundays for the best deals.


Good to know

Low seasonJanuary
Cheapest flight$31
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 18% 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 $364 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 $105 one-way - $128 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 4241 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

10.0 ExcellentKevin, Jul 2025MDW - PUJ
Read more Southwest reviews

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.