$109 Cheap Flights from Oklahoma City (OKC) to Chicago (ORD)

View $109 flight on Wed, Aug 13, 2025Opens in a new window

Popular airlines from Will Rogers World Airport (OKC) to Chicago O'Hare Intl. Airport (ORD)

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

Prices were available within the past 7 days and start at $109 for one-way flights and $117 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Aug 16 - Tue, Aug 19
OKC
Oklahoma City
ORD
Chicago
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select United flight, departing Sat, Aug 16 from Oklahoma City to Chicago, returning Tue, Aug 19, priced at $117 found 5 days ago
United
Sat, Dec 6 - Tue, Dec 9
OKC
Oklahoma City
ORD
Chicago
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select United flight, departing Sat, Dec 6 from Oklahoma City to Chicago, returning Tue, Dec 9, priced at $117 found 5 days ago
United
Tue, Aug 12 - Sat, Aug 16
OKC
Oklahoma City
ORD
Chicago
$122 Roundtrip, found 5 days ago
$122
Roundtrip
found 5 days ago
Select United flight, departing Tue, Aug 12 from Oklahoma City to Chicago, returning Sat, Aug 16, priced at $122 found 5 days ago
United
Sat, Dec 6 - Tue, Dec 9
OKC
Oklahoma City
ORD
Chicago
$123 Roundtrip, found 5 days ago
$123
Roundtrip
found 5 days ago
Select United flight, departing Sat, Dec 6 from Oklahoma City to Chicago, returning Tue, Dec 9, priced at $123 found 5 days ago
Southwest Airlines
Sat, Dec 6 - Tue, Dec 9
OKC
Oklahoma City
ORD
Chicago
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Dec 6 from Oklahoma City to Chicago, returning Tue, Dec 9, priced at $130 found 5 days ago
United
Fri, Aug 15 - Tue, Aug 19
OKC
Oklahoma City
ORD
Chicago
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select United flight, departing Fri, Aug 15 from Oklahoma City to Chicago, returning Tue, Aug 19, priced at $141 found 6 days ago
Southwest Airlines
Sat, Aug 9 - Sun, Aug 17
OKC
Oklahoma City
ORD
Chicago
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Oklahoma City to Chicago, returning Sun, Aug 17, priced at $163 found 5 days ago
American Airlines
Tue, Aug 26 - Sat, Sep 6
OKC
Oklahoma City
ORD
Chicago
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 26 from Oklahoma City to Chicago, returning Sat, Sep 6, priced at $187 found 1 day ago
Delta
Fri, Aug 15 - Mon, Aug 18
OKC
Oklahoma City
ORD
Chicago
$236 Roundtrip, found 2 hours ago
$236
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Aug 15 from Oklahoma City to Chicago, returning Mon, Aug 18, priced at $236 found 2 hours ago
Frontier Airlines
Mon, Aug 11 - Thu, Aug 14
OKC
Oklahoma City
ORD
Chicago
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 11 from Oklahoma City to Chicago, returning Thu, Aug 14, priced at $253 found 3 days ago

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

November is typically the cheapest month to fly

From $117 - $405 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

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

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $317
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $317
Flights from Oklahoma City (OKC) to Chicago (ORD)
Origin airport
Will Rogers World
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Southwest Airlines, United
Roundtrip price
$117
Distance
691 mi
Average flight time
2 hours 15 mins

Oklahoma City to Chicago Flights

The cheapest times to fly from Oklahoma City to Chicago

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 Oklahoma City to Chicago are during the month of August. You can find some of the cheapest flights from Oklahoma City to Chicago with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Oklahoma City to Chicago: 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 Oklahoma City to Chicago

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 Oklahoma City to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $109 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 Oklahoma City to Chicago 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 Oklahoma City to Chicago 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 Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD) cost?
You can land cheap return tickets from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD) starting at $117. Book a seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving OKC on August 9 2025 and touching down at ORD. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from OKC to ORD?
The cheapest flights from OKC to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
Board a direct flight with American Airlines and travel straight from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from OKC to ORD?
Travel from OKC to ORD with American Airlines. This carrier currently has the cheapest one-way ticket on this route, starting at $59. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from OKC on September 9 2025. Prices were last updated on July 13 2025 and have not changed since.
How many flights per day from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
Every day, an average of 5 nonstop flights operate from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD). Choose the departure time that best suits your plans.
What are the most popular departure times for flights from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
The 5 AM departures from OKC to ORD see the highest demand. They can also be more expensive. If you're looking to save, pick a less crowded time to fly.
What day of the week has the most flights from OKC to ORD?
Friday offers the most flights from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD). Consider jetting off on this day and you'll have the best chance of finding a departure that fits your itinerary.
What is the earliest flight from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
Take the earliest flight at around 5:17AM UTC-6, heading out of Will Rogers World Airport (OKC). You'll be flying for around 2h 13m, coming in to land at O'Hare Intl. Airport (ORD) at approximately 7:30AM UTC-6.
How long does it take to fly from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
The average flight duration from OKC to ORD is 2 hours and 14 minutes, covering a total distance of 690 mi.
What airline has the least delays from OKC to ORD?
With 83% of journeys typically landing on schedule, Alaska Airlines has the best on-time performance for nonstop flights from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD). To keep track of your flight status and get notified if anything changes, use the Expedia App.
What is the best time to fly from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) without delays, pick a flight that leaves Will Rogers World Airport (OKC) before 3 PM. The chance 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 Chicago from Will Rogers World Airport (OKC)?
If you're departing on a direct flight from Will Rogers World Airport (OKC) to Chicago, you can land at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your departure to book a flight from OKC to ORD generally means paying more. While you may come across some last-minute deals, they're not always guaranteed. Be flexible with your travel plans to boost your chances of scoring a bargain.
Is it cheaper to book an OKC to ORD flight and hotel package?
Opting for an OKC to ORD flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Choose from our extensive range of accommodations and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Will Rogers World Airport (OKC) to O'Hare Intl. Airport (ORD)?
If you booked your OKC to ORD flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

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