$88 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 8/7. 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, 0 bags

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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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$319
Tulsa
Tulsanonstop$217
Oklahoma City
Oklahoma City1 stop$319
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

Tue, Aug 11 - Sat, Aug 15
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
Frontier Logo
3:01 pm - 5:26 pm
DFW
-
MDW
2h 25mnonstop
$145Frontier
Sat, Aug 1 - Wed, Aug 12
Frontier Logo
6:41 pm - 9:21 pm
MDW
-
DFW
2h 40mnonstop
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
$146Frontier
Tue, Aug 11 - Wed, Aug 12
Frontier Logo
5:46 pm - 8:20 pm
MDW
-
DFW
2h 34mnonstop
Frontier Logo
1:30 pm - 3:50 pm
DFW
-
MDW
2h 20mnonstop
$150Frontier
Wed, Jul 29 - Wed, Aug 5
Southwest Logo
11:45 am - 1:30 pm
MDW
-
TUL
1h 45mnonstop
Southwest Logo
3:30 pm - 5:10 pm
TUL
-
MDW
1h 40mnonstop
$217Southwest
Wed, Jul 29 - Wed, Aug 5
Southwest Logo
5:30 am - 1:00 pm
MDW
-
TUL
7h 30m
1 stop
Southwest Logo
3:30 pm - 5:10 pm
TUL
-
MDW
1h 40mnonstop
$227Southwest
Wed, Sep 9 - Mon, Sep 14
Southwest Logo
8:45 pm - 10:35 pm
MDW
-
TUL
1h 50mnonstop
Southwest Logo
3:25 pm - 5:05 pm
TUL
-
MDW
1h 40mnonstop
$232Southwest
Wed, Jul 29 - Wed, Jul 29
Southwest Logo
6:30 am - 10:50 am
MDW
-
TUL
4h 20m
1 stop
Southwest Logo
2:05 pm - 11:10 pm
TUL
-
MDW
9h 05m
1 stop
$237Southwest
Wed, Sep 16 - Tue, Sep 29
Delta Logo
1:00 pm - 8:28 pm
MDW
-
XNA
7h 28m
1 stop
Delta Logo
7:30 am - 11:55 am
XNA
-
MDW
4h 25m
1 stop
$289Delta
Wed, Sep 23 - Sat, Sep 26
Delta Logo
6:05 am - 1:20 pm
MDW
-
XNA
7h 15m
1 stop
Delta Logo
8:45 am - 3:35 pm
XNA
-
MDW
6h 50m
1 stop
$309Delta
Fri, Aug 21 - Mon, Aug 24
Delta Logo
6:05 am - 12:24 pm
MDW
-
OKC
6h 19m
1 stop
Delta Logo
5:12 pm - 10:36 pm
OKC
-
MDW
5h 24m
1 stop
$322Delta
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 5 days was to Tulsa, at $375 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Tulsa (TUL), and the cheapest round-trip airline ticket found on this route in the last 5 days was $375.

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

The average price for all round-trip flights from Chicago Midway Airport to Oklahoma depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Oklahoma is generally at night, when round-trip flights cost $371 on average. The most expensive time of day to fly to Oklahoma is generally in the morning, which is peak travel time and where the average cost of a ticket is $373.

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 $326 on average.

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, Saturday is the most expensive day to fly from Chicago Midway Airport to Oklahoma. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

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Good to know

Cheapest flight$88
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.

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 $107 one-way - $227 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.
7.9
SouthwestOverall score based on 4235 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)