MDW - OKC

$119 Find Cheap Flights from Chicago Midway Airport to Oklahoma City - Compare and Save

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 City 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, 0 bags

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Everything you should know

Cheapest round-trip
$237
Southwest
Mon 11/9Mon 11/16
MDW - OKC • Non-stop
Cheapest non-stop
$237
Southwest
Wed 9/9Wed 9/16
MDW - OKC • Non-stop
Top airlines
Southwest
Cheapest • from $237 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 03m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
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Booking Insights
Flight Deals

Cheap Flights from Midway to Oklahoma City (MDW-OKC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Oklahoma City 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 City

Mon, Nov 9 - Mon, Nov 16
Southwest Logo
9:25 pm - 11:40 pm
MDW
-
OKC
2h 15mnonstop
Southwest Logo
3:30 pm - 5:25 pm
OKC
-
MDW
1h 55mnonstop
$237Southwest
Sat, Sep 12 - Sat, Sep 19
Southwest Logo
6:25 pm - 8:35 pm
MDW
-
OKC
2h 10mnonstop
Southwest Logo
11:30 am - 1:40 pm
OKC
-
MDW
2h 10mnonstop
$237Southwest
Wed, Aug 19 - Wed, Aug 26
Southwest Logo
8:20 pm - 10:20 pm
MDW
-
OKC
2h 00mnonstop
Southwest Logo
5:45 am - 7:45 am
OKC
-
MDW
2h 00mnonstop
$237Southwest
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
10:35 am - 12:35 pm
MDW
-
OKC
2h 00mnonstop
Southwest Logo
3:30 pm - 5:20 pm
OKC
-
MDW
1h 50mnonstop
$237Southwest
Mon, Aug 17 - Tue, Aug 18
Southwest Logo
8:55 pm - 10:55 pm
MDW
-
OKC
2h 00mnonstop
Southwest Logo
3:20 pm - 5:10 pm
OKC
-
MDW
1h 50mnonstop
$237Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
10:15 am - 12:20 pm
MDW
-
OKC
2h 05mnonstop
Southwest Logo
5:45 am - 7:45 am
OKC
-
MDW
2h 00mnonstop
$237Southwest
Tue, Aug 25 - Wed, Aug 26
Southwest Logo
8:20 pm - 10:20 pm
MDW
-
OKC
2h 00mnonstop
Southwest Logo
3:20 pm - 5:10 pm
OKC
-
MDW
1h 50mnonstop
$237Southwest
Thu, Sep 17 - Tue, Sep 22
Southwest Logo
8:55 pm - 11:00 pm
MDW
-
OKC
2h 05mnonstop
Southwest Logo
5:45 am - 7:45 am
OKC
-
MDW
2h 00mnonstop
$237Southwest
Sat, Aug 22 - Tue, Aug 25
Delta Logo
1:51 pm - 8:19 pm
MDW
-
OKC
6h 28m
1 stop
Delta Logo
11:40 am - 6:01 pm
OKC
-
MDW
6h 21m
1 stop
$257Delta
Sat, Aug 22 - Mon, Aug 24
Delta Logo
1:51 pm - 8:19 pm
MDW
-
OKC
6h 28m
1 stop
Delta Logo
11:40 am - 6:01 pm
OKC
-
MDW
6h 21m
1 stop
$257Delta
Booking Insights

KAYAK's insights & trends for Midway to Oklahoma City flights

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

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

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

If you are looking for a flight deal from Chicago Midway Airport to Oklahoma City, look for departures on Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Oklahoma City, Tuesday is the cheapest day to fly and Sunday is the most expensive.

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

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 2 stops layover the cheapest option at $399 on average.

Find deals

Good to know

Cheapest flight

$119
Flight from Chicago Midway Airport to Oklahoma City

When to book flights from Midway to Oklahoma City

Are your dates flexible? Find out the best times to travel from Midway to Oklahoma City based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Oklahoma City flights

  • What is the cheapest flight from Chicago Midway Airport to Oklahoma City?

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Oklahoma City was $119 for a one-way ticket and $237 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Oklahoma City?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Oklahoma City?

    American Airlines, and Alaska Airlines offer inflight Wi-Fi service on the Chicago Midway Airport to Oklahoma City flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Oklahoma City?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago Midway Airport to Oklahoma City flight route.

  • On which days can I fly direct from Chicago Midway Airport to Oklahoma City?

    There are nonstop flights from Chicago Midway Airport to Oklahoma City on a daily basis.

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

    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 City.

  • 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 City?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oklahoma City from Chicago Midway Airport 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 City?

    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 to Oklahoma City with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and OKC can sometimes prove cheaper using this method.

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

    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 to Oklahoma City from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Oklahoma City

  • Looking for a cheap flight? 25% of our users found flights on this route for $143 or less one-way and $331 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Oklahoma City?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Oklahoma City Will Rogers World.
Find which airlines fly direct from Chicago Midway Airport to Oklahoma City Will Rogers World Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Oklahoma City Will Rogers World

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Oklahoma City Will Rogers World to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Oklahoma City

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oklahoma City. 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 City? 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 4228 reviews
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The new boarding process was easy and straightforward. Very pleasant.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Oklahoma City (OKC)