$61 Cheap Flights from Chicago (MDW) to Oklahoma City (OKC)

View $61 flight on Thu, Jan 29, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Will Rogers World Airport (OKC)

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

Prices were available within the past 7 days and start at $61 for one-way flights and $134 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Nov 17 - Fri, Dec 5
MDW
Chicago
OKC
Oklahoma City
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 17 from Chicago to Oklahoma City, returning Fri, Dec 5, priced at $134 found 2 days ago
Frontier Airlines
Sun, Dec 7 - Sat, Dec 13
MDW
Chicago
OKC
Oklahoma City
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Dec 7 from Chicago to Oklahoma City, returning Sat, Dec 13, priced at $151 found 2 days ago
Frontier Airlines
Thu, Dec 4 - Sun, Dec 7
MDW
Chicago
OKC
Oklahoma City
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Chicago to Oklahoma City, returning Sun, Dec 7, priced at $153 found 3 days ago
Frontier Airlines
Sun, Jan 11 - Thu, Jan 15
MDW
Chicago
OKC
Oklahoma City
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Jan 11 from Chicago to Oklahoma City, returning Thu, Jan 15, priced at $154 found 2 days ago
Frontier Airlines
Thu, Nov 13 - Sun, Nov 16
MDW
Chicago
OKC
Oklahoma City
$168 Roundtrip, found 12 hours ago
$168
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Chicago to Oklahoma City, returning Sun, Nov 16, priced at $168 found 12 hours ago
Frontier Airlines
Fri, Nov 7 - Wed, Nov 12
MDW
Chicago
OKC
Oklahoma City
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to Oklahoma City, returning Wed, Nov 12, priced at $173 found 3 days ago
Frontier Airlines
Sun, Dec 7 - Thu, Dec 11
MDW
Chicago
OKC
Oklahoma City
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Dec 7 from Chicago to Oklahoma City, returning Thu, Dec 11, priced at $174 found 2 days ago
Frontier Airlines
Thu, Nov 6 - Sun, Nov 16
MDW
Chicago
OKC
Oklahoma City
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Chicago to Oklahoma City, returning Sun, Nov 16, priced at $177 found 1 day ago
Frontier Airlines
Mon, Nov 3 - Mon, Nov 17
MDW
Chicago
OKC
Oklahoma City
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Chicago to Oklahoma City, returning Mon, Nov 17, priced at $190 found 2 days ago
Delta
Thu, Dec 25 - Thu, Jan 1
MDW
Chicago
OKC
Oklahoma City
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Dec 25 from Chicago to Oklahoma City, returning Thu, Jan 1, priced at $285 found 3 days ago

Find the cheapest month to fly from Chicago (MDW) to Oklahoma City (OKC)

February is typically the cheapest month to fly

From $125 - $599 per traveler.

Alternative airports near Oklahoma City

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Will Rogers World OKC. Cheapest and Closest option available. Average driving time to city center is 14 minutes. Flights from $437
OKC
Will Rogers World
CheapestClosest
Average driving time to city center14 min
Flights from $437
Flights from Chicago (MDW) to Oklahoma City (OKC)
Origin airport
Midway Intl.
Destination airport
Will Rogers World
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$134
Distance
690 mi
Average flight time
2 hours 15 mins

Chicago to Oklahoma City Flights

The cheapest times to fly from Chicago to Oklahoma City

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Oklahoma City are during the month of November. You can find some of the cheapest flights from Chicago to Oklahoma City with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Oklahoma City

Sunday is one of the best days to book for cheap flights from Chicago to Oklahoma City: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Oklahoma City

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Oklahoma City in 2025. You can also book with separate airlines for your outbound and return journeys, from $61 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Oklahoma City flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Oklahoma City airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC) cost?
Snag a cheap one-way flight from $61 or cheap return flight from $134 from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
Flying in November is a good way to save, as it's the cheapest month for flights between MDW and OKC. You'll often find the lowest prices during the off-season.
Which airlines fly direct from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
Fly nonstop from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC) on a Southwest Airlines flight.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from MDW to OKC. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
On average, only 1 direct flight departs each day from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC). Need more options? Use Expedia's filters to find flights with layovers and squeeze another destination into your itinerary.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
More travelers fly between MDW and OKC at 8 PM than at any other time. Rather go when it's quieter? Try choosing a quieter departure window and it's possible you'll save on your ticket as well.
What day of the week has the most flights from MDW to OKC?
Friday has the most flights from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC). Consider leaving on this day and you'll have the best chance of finding a departure that fits your plans.
What is the earliest flight from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
Catch the earliest flight at around 9:15AM UTC-6, departing from Midway Intl. Airport (MDW). You'll be in the air for around 2h 15m, landing at Will Rogers World Airport (OKC) at approximately 11:30AM UTC-6.
How long does it take to fly from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
It takes approximately 2 hours and 15 minutes to travel the 690 mi from MDW to OKC.
What is the best time to fly from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
To arrive at Will Rogers World Airport (OKC) on time, opt for a flight that leaves Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Oklahoma City from Midway Intl. Airport (MDW)?
Check out your flight options from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC). This is the only Oklahoma City airport you can land at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC) last-minute?
Last-minute bookings from MDW to OKC are usually more expensive. To secure the lowest prices, start looking for flights early. That said, if you can play around with your travel dates, it's possible to score a cheap fare right before you leave.
Is it cheaper to book a MDW to OKC flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to OKC flight and hotel package with Expedia could lead to significant savings. Better still, having it all in one place takes the hassle out of travel planning. Simply pick your flights and choose from our extensive range of hotels, then tailor your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Will Rogers World Airport (OKC)?
You can usually reschedule or cancel your MDW to OKC flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.