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Not ready to book? to track prices.Find the cheapest flights from Oklahoma City to Chicago
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American Airlines flights from Oklahoma City to Chicago
Our best American Airlines deals on Oklahoma City to Chicago flight tickets
Frontier flights from Oklahoma City to Chicago
Our best Frontier deals on Oklahoma City to Chicago flight tickets
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How to get the cheapest flight ticket from Oklahoma City to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Oklahoma City and Chicago?
What is the cheapest month to fly to Chicago?
The month of February is, on average, the cheapest month to fly to Chicago from Oklahoma City, with most prices found around $323. If you’re not able to fly to Chicago in February, then December is your next best option. Flight prices from Oklahoma City to Chicago during December average around $338.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $576. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Oklahoma City to Chicago for around $807.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Oklahoma City to Chicago during this time can be as low as $535. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,004.
What is the cheapest Oklahoma City Will Rogers World to Chicago flight route?
Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma City Will Rogers World - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Oklahoma City when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $360 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Oklahoma City for as low as $294 on momondo.
What cabin class options are available on Oklahoma City Will Rogers World to Chicago flights?
There are 4 cabin classes available to choose from on Oklahoma City Will Rogers World to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Oklahoma City to Chicago flights?
No. A direct flight is the cheapest option for a flight between Oklahoma City to Chicago.
How have Oklahoma City to Chicago flight prices changed over time?
As of June 2025, prices for Oklahoma City to Chicago flights are approximately 39% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Oklahoma City Will Rogers World to Chicago?
Southwest, American Airlines, and Delta are the most popular carriers operating from Oklahoma City Will Rogers World to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Oklahoma City according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Oklahoma City to Chicago on average per day?
24 flights are operational daily from Oklahoma City to Chicago as of June 2025. The most popular departure time for this route is 10:00AM, with 56% of flights per day taking off at noon.
How many flights depart from Oklahoma City to Chicago on average per week?
As of June 2025, 170 flights take off from Oklahoma City and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.
When to book flights from Oklahoma City to Chicago
Cheap Oklahoma City to Chicago (OKC to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Oklahoma City to Chicago
How far is Oklahoma City Will Rogers World to Chicago by plane?
A flight from Oklahoma City Will Rogers World to Chicago will travel around 691.9 mi. By plane, this route typically takes 1h 55m.
When did momondo last update prices for flights from Oklahoma City Will Rogers World Airport to Chicago?
Prices for flights from Oklahoma City Will Rogers World Airport to Chicago refresh daily.
How many operators does momondo search for flights from Oklahoma City Will Rogers World Airport to Chicago?
As of June 2025, there are 4 operators available to choose from for flights from Oklahoma City Will Rogers World Airport to Chicago.
How old do you have to be to fly from Oklahoma City Will Rogers World Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oklahoma City Will Rogers World Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Oklahoma City to Chicago?
Based on momondo bookings for flights between Oklahoma City and Chicago, the leading plane model is Embraer 175 (Enhanced Winglets), making up 19.61% of the total bookings. Other popular models include Embraer 170 with 16.23%, Canadair (Bombardier) Regional Jet CRJ-550 with 14.88%, and Canadair (Bombardier) Regional Jet 700 with 14.29%.
What is the most popular airline from Oklahoma City to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Oklahoma City to Chicago is American Airlines (44% of total bookings). The next most popular airlines are United Airlines (25%), Southwest (24%), and Frontier (7%).
Best airlines flying from Oklahoma City to Chicago
Compare and see reviews for airlines that fly from Oklahoma City to Chicago with momondo
Airline | Rating | Free Cancellation | Price | ||
---|---|---|---|---|---|
PriceFrom $118 | Free Cancellation | Rating 5.9 3,295 reviews | |||
PriceFrom $233 | Free Cancellation | Rating 7.2 10,000 reviews | |||
PriceFrom $259 | Free Cancellation | Rating 7.4 8,790 reviews | |||
PriceFrom $303 | Free Cancellation | Rating 8.0 4,287 reviews |
Southwest Flights From Oklahoma City to Chicago
The lowest priced Southwest flight from Oklahoma City to Chicago from the last 72 hours was $303. Generally, Southwest has 10 flights on this route every week with an average price of $364. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Oklahoma City to Chicago
Across 8,790 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Oklahoma City to Chicago about 19 times each week, with ticket deals ranging from $259 to $414. Price data is based on momondo searches in the last 72 hours.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Oklahoma City to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Oklahoma City to Chicago for you.
Can I find flights from Oklahoma City to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago from Oklahoma City on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Oklahoma City to Chicago?
momondo helps you find the best flight between Oklahoma City and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Oklahoma City to Chicago right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Oklahoma City to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.