$45 Find Cheap Flights from Chicago Midway Airport to Oklahoma

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 departing on 1/11. 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

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

Cheap Flights from Midway to Oklahoma

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Oklahoma City
Oklahoma City1 stop$195
Tulsa
Tulsanonstop$283
Oklahoma City
Oklahoma City1 stop$195
Tulsa
Tulsanonstop$283

Book Cheap Midway to Oklahoma Plane Tickets

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

Thu, Feb 19 - Thu, Feb 26
Frontier Logo
3:00 pm - 5:46 pm
MDW
-
DFW
2h 46mnonstop
Frontier Logo
6:56 pm - 9:12 pm
DFW
-
MDW
2h 16mnonstop
$88Frontier
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
8:55 pm - 11:13 pm
DFW
-
MDW
2h 18mnonstop
$89Frontier
Sun, Feb 1 - Sat, Feb 14
Frontier Logo
5:13 pm - 8:00 pm
MDW
-
DFW
2h 47mnonstop
Frontier Logo
1:00 pm - 3:19 pm
DFW
-
MDW
2h 19mnonstop
$91Frontier
Fri, Jan 23 - Fri, Jan 30
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
1:30 pm - 3:49 pm
DFW
-
MDW
2h 19mnonstop
$92Frontier
Mon, Jan 12 - Mon, Jan 19
Delta Logo
5:31 pm - 11:45 pm
MDW
-
XNA
6h 14m1 stop
Delta Logo
12:54 pm - 5:29 pm
XNA
-
MDW
4h 35m1 stop
$229Delta
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
3:05 pm - 1:58 pm
MDW
-
OKC
22h 53m1 stop
Multiple Airlines Logo
6:28 pm - 3:33 pm
OKC
-
MDW
21h 05m2 stops
$247Multiple Airlines
Thu, Jan 1 - Thu, Jan 8
Delta Logo
6:00 am - 11:24 am
MDW
-
XNA
5h 24m1 stop
Delta Logo
11:46 am - 6:32 pm
XNA
-
MDW
6h 46m1 stop
$249Delta
Wed, Dec 24 - Wed, Dec 31
Southwest Logo
1:55 pm - 3:45 pm
MDW
-
TUL
1h 50mnonstop
Southwest Logo
3:15 pm - 5:00 pm
TUL
-
MDW
1h 45mnonstop
$283Southwest
Wed, Dec 24 - Wed, Dec 31
Southwest Logo
5:15 am - 12:35 pm
MDW
-
TUL
7h 20m1 stop
Southwest Logo
3:15 pm - 5:00 pm
TUL
-
MDW
1h 45mnonstop
$293Southwest
Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
8:15 am - 1:46 pm
MDW
-
XNA
29h 31m2 stops
Multiple Airlines Logo
2:19 pm - 9:50 pm
XNA
-
MDW
7h 31m1 stop
$617Multiple Airlines
Booking Insights

KAYAK's insights & trends for Midway to Oklahoma flights

Get data-powered insights and trends into flights from Midway to Oklahoma to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Oklahoma flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oklahoma from Chicago Midway Airport found in the last 72 hours was to Tulsa, at $316 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Oklahoma City (OKC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $371.

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

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 $318, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Oklahoma?

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

If your flying dates are flexible, you should consider flying to Oklahoma on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Chicago Midway Airport to Oklahoma. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

Good to know

Low seasonDecember
Cheapest flight$45
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

FAQs - booking Oklahoma flights

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

    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.

  • 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?

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

    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 from Chicago Midway Airport to Oklahoma with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Oklahoma?

    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 from Chicago Midway Airport to Oklahoma up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Oklahoma?

    The cheapest time of day to fly to Oklahoma is generally in the morning, when round-trip flights cost $353 on average. The most expensive time of day to fly to Oklahoma is generally at night, which is peak travel time and where the average cost of a ticket is $457.

Top tips for finding cheap flights to Oklahoma

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Dallas $96 one-way - $106 round-trip

Reviews of the top airline flying from Midway to Oklahoma

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Oklahoma. 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? 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.
7.9
SouthwestOverall score based on 4253 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

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

Information on your arrival and departure airports