MDW - OKC

$55 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 12/8. 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
$124
Frontier
Thu 12/4Fri 12/5
MDW - OKC • 1 stop
Cheapest non-stop
$293
Southwest
Thu 2/19Mon 2/23
MDW - OKC • Non-stop
Top airlines
Frontier
Cheapest • from $124 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
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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

Thu, Dec 4 - Fri, Dec 5
Frontier Logo
6:15 am - 5:24 pmMDW-OKC
11h 09m1 stop
Frontier Logo
4:49 pm - 10:12 pmOKC-MDW
5h 23m1 stop
$124Frontier
Find Deal
Thu, Nov 13 - Mon, Nov 17
Frontier Logo
6:30 am - 3:50 pmMDW-OKC
9h 20m1 stop
Frontier Logo
4:44 pm - 10:11 pmOKC-MDW
5h 27m1 stop
$150Frontier
Find Deal
Thu, Nov 13 - Sun, Nov 16
Frontier Logo
12:30 pm - 7:00 pmMDW-OKC
6h 30m1 stop
Frontier Logo
7:45 pm - 11:30 amOKC-MDW
15h 45m1 stop
$184Frontier
Find Deal
Sun, Nov 16 - Thu, Nov 20
Frontier Logo
6:15 am - 3:50 pmMDW-OKC
9h 35m1 stop
Frontier Logo
11:39 am - 10:43 pmOKC-MDW
11h 04m1 stop
$198Frontier
Find Deal
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
7:55 am - 10:15 amMDW-OKC
2h 20mnonstop
Southwest Logo
3:10 pm - 5:15 pmOKC-MDW
2h 05mnonstop
$293Southwest
Find Deal
Tue, Dec 9 - Sat, Dec 13
Southwest Logo
8:15 am - 10:30 amMDW-OKC
2h 15mnonstop
Southwest Logo
6:35 am - 8:30 amOKC-MDW
1h 55mnonstop
$303Southwest
Find Deal
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
7:55 am - 10:15 amMDW-OKC
2h 20mnonstop
Southwest Logo
9:55 am - 5:05 pmOKC-MDW
7h 10m2 stops
$308Southwest
Find Deal
Tue, Dec 9 - Sat, Dec 13
Southwest Logo
11:25 am - 7:05 pmMDW-OKC
7h 40m2 stops
Southwest Logo
6:35 am - 8:30 amOKC-MDW
1h 55mnonstop
$318Southwest
Find Deal
Sat, Dec 13 - Mon, Jan 5
Delta Logo
4:29 pm - 11:58 pmMDW-OKC
7h 29m1 stop
Delta Logo
7:00 am - 1:09 pmOKC-MDW
6h 09m1 stop
$329Delta
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Thu, Dec 4 - Wed, Dec 10
Delta Logo
10:49 am - 5:08 pmMDW-OKC
6h 19m1 stop
Delta Logo
7:10 am - 1:10 pmOKC-MDW
6h 00m1 stop
$381Delta
Find Deal
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 Wednesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Oklahoma City, Thursday 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.

No, with an average price for the route of $279, prices are generally cheapest when you fly direct.

Good to know

Low seasonMay
Cheapest flight$55
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 7% increase in price.
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 $55 for a one-way ticket and $124 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?

    Only American Airlines offers 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.

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 4240 reviews
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

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

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

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

Information on your arrival and departure airports

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