MDW - OKC

$70 Find Cheap Flights from Chicago Midway Airport to Oklahoma City

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 5/24. 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

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

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

Cheapest round-trip
$160
Frontier
Sun 5/24Thu 5/28
MDW - OKC • 1 stop
Cheapest non-stop
$319
Southwest
Tue 5/26Tue 6/2
MDW - OKC • Non-stop
Top airlines
Cheapest • from $160 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 10m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oklahoma City!
Flight Deals
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

Sun, May 24 - Thu, May 28
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$160Frontier
Thu, Jun 4 - Tue, Jun 9
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:51 pm - 10:11 pm
OKC
-
MDW
8h 20m
1 stop
$180Frontier
Tue, May 26 - Tue, Jun 2
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$185Frontier
Thu, Jun 4 - Sun, Jun 7
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$201Frontier
Tue, May 26 - Sun, May 31
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$205Frontier
Tue, May 26 - Sun, May 31
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$206Frontier
Thu, May 14 - Sun, May 17
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$222Frontier
Tue, May 26 - Sun, May 31
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$230Frontier
Thu, Jun 4 - Sun, Jun 7
Frontier Logo
6:00 am - 1:01 pm
MDW
-
OKC
7h 01m
1 stop
Frontier Logo
1:56 pm - 10:02 pm
OKC
-
MDW
8h 06m
1 stop
$246Frontier
Thu, Jun 18 - Sun, Jun 21
Frontier Logo
6:00 am - 12:56 pm
MDW
-
OKC
6h 56m
1 stop
Frontier Logo
1:51 pm - 10:11 pm
OKC
-
MDW
8h 20m
1 stop
$250Frontier
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 Thursdays and avoid leaving on a Saturday, 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 1 stop layover the cheapest option at $359 on average.

Good to know

Cheapest flight$70
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 3 days, the lowest price for a flight from Chicago Midway Airport to Oklahoma City was $70 for a one-way ticket and $160 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 Canadair (Bombardier) Regional Jet 700 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 $207 or less one-way and $327 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 4314 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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

Information on your arrival and departure airports