MDW - OKC

$100 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 6/27. 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

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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Flights 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, Jul 11 - Sun, Jul 13
Frontier Logo
12:35 pm - 10:17 pmMDW-OKC
9h 42m1 stop
Frontier Logo
6:05 am - 8:54 pmOKC-MDW
14h 49m1 stop
$210Frontier
Find Deal
Mon, Jul 14 - Mon, Jul 21
Frontier Logo
12:35 pm - 10:17 pmMDW-OKC
9h 42m1 stop
Frontier Logo
6:05 am - 11:41 amOKC-MDW
5h 36m1 stop
$252Frontier
Find Deal
Fri, Jul 11 - Sun, Jul 13
Allegiant Air Logo
9:12 am - 2:52 pmMDW-OKC
5h 40m1 stop
Allegiant Air Logo
8:09 pm - 8:22 amOKC-MDW
12h 13m1 stop
$253Allegiant Air
Find Deal
Fri, Jul 4 - Thu, Jul 17
Allegiant Air Logo
9:12 am - 2:52 pmMDW-OKC
5h 40m1 stop
Allegiant Air Logo
8:09 pm - 8:22 amOKC-MDW
12h 13m1 stop
$270Allegiant Air
Find Deal
Tue, Jul 15 - Wed, Jul 16
Southwest Logo
10:05 pm - 12:05 amMDW-OKC
2h 00mnonstop
Southwest Logo
5:10 am - 7:05 amOKC-MDW
1h 55mnonstop
$277Southwest
Find Deal
Sat, Aug 2 - Mon, Aug 4
Southwest Logo
9:00 am - 11:05 amMDW-OKC
2h 05mnonstop
Southwest Logo
5:05 am - 7:00 amOKC-MDW
1h 55mnonstop
$282Southwest
Find Deal
Fri, Jul 25 - Sun, Jul 27
Allegiant Air Logo
9:12 am - 2:52 pmMDW-OKC
5h 40m1 stop
Allegiant Air Logo
8:09 pm - 8:22 amOKC-MDW
12h 13m1 stop
$283Allegiant Air
Find Deal
Tue, Jul 15 - Tue, Jul 15
Southwest Logo
7:50 am - 9:55 amMDW-OKC
2h 05mnonstop
Southwest Logo
2:25 pm - 9:05 pmOKC-MDW
6h 40m1 stop
$287Southwest
Find Deal
Tue, Jul 15 - Wed, Jul 16
Delta Logo
5:05 pm - 11:58 pmMDW-OKC
6h 53m1 stop
Delta Logo
1:55 pm - 9:42 pmOKC-MDW
7h 47m1 stop
$297Delta
Find Deal
Fri, Jul 4 - Wed, Jul 16
Delta Logo
4:26 pm - 10:30 pmMDW-OKC
6h 04m1 stop
Delta Logo
1:55 pm - 9:42 pmOKC-MDW
7h 47m1 stop
$300Delta
Find Deal
Useful Info

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 Tuesday, 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.

What is the cheapest month to fly from Chicago Midway Airport to Oklahoma City?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Oklahoma City, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Oklahoma City is June, where tickets cost $266 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $397 and $393 respectively.

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 $317 on average.

Good to know

Low seasonJanuary
High seasonFebruary
Cheapest flight$100
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 12% 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 $100 for a one-way ticket and $210 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 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 $222 or less one-way and $283 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 4280 reviews
7.1Food
8.6Crew
7.6Entertainment
8.0Comfort
8.2Boarding
Airline reviews

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

2.0 MediocreKristina, Jun 2025BOS - DEN
Read more Southwest reviews

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

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

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