MDW - OKC

$80 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 2/23. 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
$221
Frontier
Fri 2/13Fri 2/20
MDW - OKC • 1 stop
Cheapest non-stop
$236
Southwest
Sat 3/28Sat 4/4
MDW - OKC • Non-stop
Top airlines
Frontier
Cheapest • from $221 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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

Fri, Feb 13 - Fri, Feb 20
Frontier Logo
6:00 am - 3:57 pm
MDW
-
OKC
9h 57m
1 stop
Frontier Logo
4:52 pm - 10:25 pm
OKC
-
MDW
5h 33m
1 stop
$221Frontier
Fri, Feb 13 - Mon, Feb 16
Frontier Logo
6:00 am - 3:57 pm
MDW
-
OKC
9h 57m
1 stop
Frontier Logo
4:52 pm - 7:07 pm
OKC
-
MDW
26h 15m
1 stop
$225Frontier
Mon, Feb 16 - Mon, Feb 23
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
Frontier Logo
4:52 pm - 10:29 pm
OKC
-
MDW
5h 37m
1 stop
$229Frontier
Sat, Mar 28 - Sat, Apr 4
Southwest Logo
9:30 pm - 11:45 pm
MDW
-
OKC
2h 15mnonstop
Southwest Logo
5:00 am - 6:50 am
OKC
-
MDW
1h 50mnonstop
$236Southwest
Mon, Feb 16 - Fri, Feb 20
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
Frontier Logo
4:52 pm - 10:25 pm
OKC
-
MDW
5h 33m
1 stop
$244Frontier
Thu, Mar 19 - Tue, Mar 24
Frontier Logo
6:05 am - 2:24 pm
MDW
-
OKC
8h 19m
1 stop
Frontier Logo
3:14 pm - 8:54 pm
OKC
-
MDW
5h 40m
1 stop
$245Frontier
Wed, Feb 18 - Fri, Feb 20
Frontier Logo
7:00 am - 6:17 pm
MDW
-
OKC
35h 17m
2 stops
Frontier Logo
4:52 pm - 10:25 pm
OKC
-
MDW
5h 33m
1 stop
$246Frontier
Sat, Mar 28 - Sat, Apr 4
Southwest Logo
9:30 pm - 11:45 pm
MDW
-
OKC
2h 15mnonstop
Southwest Logo
12:55 pm - 8:15 pm
OKC
-
MDW
7h 20m
2 stops
$251Southwest
Fri, Feb 13 - Fri, Feb 20
Frontier Logo
6:00 am - 3:57 pm
MDW
-
OKC
9h 57m
1 stop
Frontier Logo
8:30 pm - 3:19 pm
OKC
-
MDW
18h 49m
2 stops
$265Frontier
Thu, Mar 19 - Tue, Mar 24
Frontier Logo
6:05 am - 2:24 pm
MDW
-
OKC
8h 19m
1 stop
Frontier Logo
3:14 pm - 5:48 pm
OKC
-
MDW
26h 34m
2 stops
$268Frontier
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, 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 $373 on average.

Find deals

Good to know

Low seasonMay
Cheapest flight$80
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 14% 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 $80 for a one-way ticket and $221 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.

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 $336 or less one-way and $294 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 4273 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

10.0 ExcellentAnonymous, Feb 2026
MSY - PHX
Read more Southwest reviews

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

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)