Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Earn rewards on top of your airline miles with Orbitz Rewards

Search for flights on more than 400 airlines

Sign up to receive text alerts about your trip

Selected fares from Oklahoma City to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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.

Map

Save more with Chicago Flight + Hotel packages

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.

*Savings based on all holiday package bookings with Flight + Hotel on Orbitz.com from January through December 2017, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

Dec 30, 2018

The air cooling system was not working so the plane was quite warm.

Jul 8, 2018

Will Rogers,wasn't very helpful for a novice flyer.Just directed me to a Kiosk to check my bag .

Jul 4, 2018

Pretty simple flight... got on the plane, got to our destination.

Apr 29, 2018

Flight on time Luggage on time