$86 Cheap flight deals from Oklahoma City (OKC) to Chicago (CHI)

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This Weekend's Flight Deals from Oklahoma City to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 6 - Thu, Dec 11
OKC
Will Rogers World
MDW
Midway Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Dec 6 from Will Rogers World to Midway Intl., returning Thu, Dec 11, priced at $197 found 6 days ago
Sun, Dec 7 - Fri, Dec 12
OKC
Will Rogers World
ORD
O'Hare Intl.
$289 Roundtrip, found 4 days ago
$289
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sun, Dec 7 from Will Rogers World to O'Hare Intl., returning Fri, Dec 12, priced at $289 found 4 days ago
Fri, Dec 5 - Sat, Dec 6
OKC
Will Rogers World
RFD
Greater Rockford
$830 Roundtrip, found 6 hours ago
$830
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Dec 5 from Will Rogers World to Greater Rockford, returning Sat, Dec 6, priced at $830 found 6 hours ago

Airfares from $86 One Way, $172 Round Trip from Oklahoma City to Chicago

Prices starting at $172 for return flights and $86 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 19 - Tue, Mar 10
OKC
Oklahoma City
MDW
Chicago
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Oklahoma City to Chicago, returning Tue, Mar 10, priced at $172 found 4 days ago
Tue, Dec 23 - Thu, Jan 8
OKC
Oklahoma City
ORD
Chicago
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Dec 23 from Oklahoma City to Chicago, returning Thu, Jan 8, priced at $173 found 3 days ago
Sun, Dec 21 - Thu, Jan 1
OKC
Oklahoma City
MDW
Chicago
$174 Roundtrip, found 3 hours ago
$174
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Dec 21 from Oklahoma City to Chicago, returning Thu, Jan 1, priced at $174 found 3 hours ago
Sat, Dec 13 - Mon, Dec 15
OKC
Oklahoma City
MDW
Chicago
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 13 from Oklahoma City to Chicago, returning Mon, Dec 15, priced at $175 found 5 days ago
Sun, Jan 18 - Tue, Jan 20
OKC
Oklahoma City
MDW
Chicago
$291 Roundtrip, found 4 days ago
$291
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, Jan 18 from Oklahoma City to Chicago, returning Tue, Jan 20, priced at $291 found 4 days ago

More About Flying To Chicago from Oklahoma City

Route Information for Flights from Oklahoma City to Chicago

Origin Airport IATA Code
OKC
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Fly from Oklahoma City to Chicago

Taking a vacation does not have to put you in financial distress. Orbitz.com can help you plan your trip, find hotel accommodations, and purchase flights from Oklahoma City to Chicago at an affordable rate. Home to the tallest building in the nation, Chicago offers a variety of activities all year long, so there will always be something to see.

Leaving Oklahoma City

When you leave Oklahoma City, you’ll fly out of Will Rogers World Airport, located five miles from the city’s downtown area. If you wish to park your vehicle at the airport, you can choose the parking garage for $7 per day, long-term canopy parking for $6 per day, uncovered long-term parking for $5 per day, or long-term remote parking a few blocks away for $4 per day. Alternative transportation is available from the downtown area via taxi or shuttle, and the Metro Transit travels to the airport three times a day during nonpeak hours. Once your baggage is checked in, stop by one of the airport’s restaurants, such as Java Dave’s Coffeehouse or Cafe Oklahoma, for a quick bite to eat.

Arriving in Chicago

You’ll arrive in Chicago at either the Chicago O’Hare International Airport, located eighteen miles from downtown, or the Chicago Midway International Airport, located twelve miles from downtown. Public transportation is available from both airports to the city for $2.25, or if you prefer a taxi, costs range between $35 and $45 to reach hotels located in the downtown area. Summer temperatures in Chicago range between 66ºF to 84ºF, and winter temperatures range between 18ºF and 35ºF. Heavy snowfall occurs during the winter, making summertime the perfect season for sight-seeing, but be sure to take a light jacket for cooler nights even if you travel during the warmer months. Chicago offers plenty of outdoor shopping venues and festivals throughout the year, and you won’t want to miss a visit to Millennium Park or Navy Pier. Enjoy Chicago’s upbeat nightlife and waterfront allure along Lake Michigan for an unforgettable experience.

Planning a Trip to Chicago

Whether you are vacationing with family or by yourself, you can use Orbitz.com’s user-friendly service to help you find affordable deals on hotel rooms, car rentals, and flights from Oklahoma City to Chicago. By booking your trip early, you’ll save money that you can use on your fun-filled vacation.

Frequently asked questions

Are there non-stop flights from Oklahoma City to Chicago?
United Airlines and American Airlines offer direct flights from Oklahoma City, OK (OKC-Will Rogers World) to Chicago, IL (ORD-O'Hare Intl.), which means you won't need to worry about switching planes or being hopelessly bored on a layover.
What is the shortest flight from Oklahoma City to Chicago?
Leave that binge-watching for your hotel room, because the journey from OKC to Midway Airport can be as quick as 2 hours and 25 minutes.
What airlines fly from Oklahoma City to Chicago most frequently?
The airlines that fly the most frequently between Will Rogers Airport and O'Hare Intl. Airport (ORD) include United Airlines (UA). This popular option offers 91 flights on the route each month. Also check out the great fares from American Airlines (AA). Offering 82 monthly flights between Oklahoma City and Chicago, they'll make sure your journey is just as good as the destination.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.