OKC - MDW

$74 Find Cheap Flights from Oklahoma City to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oklahoma City to Midway departing on 3/2. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oklahoma City to Chicago, 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 Oklahoma City to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$179
Overall average: $305
Frontier
Fri 2/20Mon 2/23
OKC - MDW • 1 stop
Cheapest non-stop
$287
Typical prices: $349-$384
Southwest
Tue 2/24Tue 3/3
OKC - MDW • Non-stop
Top airlines
Frontier
Cheapest • from $179 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
May
Cheapest • 43% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

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

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

Fri, Feb 20 - Mon, Feb 23
Frontier Logo
4:52 pm - 10:25 pm
OKC
-
MDW
5h 33m
1 stop
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$179Frontier
Fri, Feb 13 - Mon, Feb 16
Frontier Logo
4:52 pm - 9:08 pm
OKC
-
MDW
28h 16m
1 stop
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$185Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
4:52 pm - 10:37 pm
OKC
-
MDW
5h 45m
1 stop
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$189Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
4:52 pm - 10:37 pm
OKC
-
MDW
5h 45m
1 stop
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$199Frontier
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
4:52 pm - 3:19 pm
OKC
-
MDW
22h 27m
2 stops
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$205Frontier
Thu, Feb 19 - Mon, Feb 23
Frontier Logo
8:30 pm - 5:53 pm
OKC
-
MDW
21h 23m
2 stops
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$217Frontier
Thu, Feb 12 - Mon, Feb 16
Frontier Logo
8:30 pm - 10:25 pm
OKC
-
MDW
25h 55m
2 stops
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$261Frontier
Fri, Feb 13 - Mon, Feb 16
Frontier Logo
8:30 pm - 9:08 pm
OKC
-
MDW
24h 38m
2 stops
Frontier Logo
6:00 am - 3:56 pm
MDW
-
OKC
9h 56m
1 stop
$265Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
4:52 pm - 10:25 pm
OKC
-
MDW
5h 33m
1 stop
Frontier Logo
9:04 pm - 7:45 pm
MDW
-
OKC
22h 41m
2 stops
$266Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
8:30 pm - 1:53 pm
OKC
-
MDW
17h 23m
2 stops
Frontier Logo
9:04 pm - 3:56 pm
MDW
-
OKC
18h 52m
1 stop
$277Frontier
Booking Insights

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

Get data-powered insights and trends into flights from Oklahoma City to Midway 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 Oklahoma City to Chicago Midway Airport?

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

Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Saturday and more expensive on a Sunday. On your return trip to Oklahoma City, you should consider flying back on a Wednesday, and avoid Saturdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oklahoma City to Chicago Midway Airport, 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 Oklahoma City to Chicago Midway Airport is May, where tickets cost $224 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $734 and $487 respectively.

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

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 $353 on average.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds but there is an average 87% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Oklahoma City to Chicago Midway Airport

When to book flights from Oklahoma City to Midway

Are your dates flexible? Find out the best times to travel from Oklahoma City to Midway 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 Oklahoma City to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Oklahoma City to Chicago Midway Airport was $74 for a one-way ticket and $179 for a round-trip.

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

    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 Oklahoma City to Chicago Midway Airport?

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

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

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

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

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

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

    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 Oklahoma City to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oklahoma City to Chicago Midway Airport?

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

    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 Chicago Midway Airport with an airline and back to Oklahoma City with another airline. Booking your flights between Oklahoma City and MDW 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 Oklahoma City to Chicago Midway Airport?

    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 Chicago Midway Airport from Oklahoma City 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 Oklahoma City to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $214 or less one-way and $353 or less round-trip.

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

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Oklahoma City to Midway

 
See real verified KAYAK customer reviews for airlines flying from Oklahoma City to Chicago. 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 Oklahoma City to Midway? 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 4267 reviews
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

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

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

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

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

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

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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

Information on your arrival and departure airports

Oklahoma City (OKC)
Midway (MDW)