Cheap flights from Oklahoma City to Chicago from $79
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oklahoma City to Chicago departing on 8/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Oklahoma City to Chicago Midway Airport
Our best Southwest deals on Oklahoma City to Chicago Midway Airport flight tickets
Delta flights from Oklahoma City to Chicago Midway Airport
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How to get the cheapest flight ticket from Oklahoma City to Chicago Midway Airport
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 cheapest month to fly to Chicago Midway Airport?
The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Oklahoma City, with most prices found around $224. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Oklahoma City during the month February is also very affordable. Most momondo users find prices during this month for around $299.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Oklahoma City. The lowest ticket price found for a Thursday departure recently was $397. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Oklahoma City because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $488.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Oklahoma City in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $400 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $407. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Oklahoma City Will Rogers World to Chicago Midway flight route?
Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma City Will Rogers World - Chicago Midway flight prices
What cabin class options are available on Oklahoma City Will Rogers World to Chicago Midway flights?
There are 1 cabin classes available to choose from on Oklahoma City Will Rogers World to Chicago Midway 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 Midway Airport flights?
You could potentially save up to 12% on your flight if you consider stops on a Oklahoma City to Chicago Midway Airport flight.
How many flights depart from Oklahoma City to Chicago Midway Airport on average per day?
As of June 2025, there are 1 flights per day flying from Oklahoma City to Chicago Midway Airport. The most common time of day flights depart is 5:00AM, with 40% of flights taking off in the morning.
How many flights depart from Oklahoma City to Chicago Midway Airport on average per week?
As of June 2025, 10 flights take off from Oklahoma City and land in Chicago Midway Airport each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.
When to book flights from Oklahoma City to Chicago Midway Airport
Cheap Oklahoma City to Chicago Midway Airport (OKC to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Oklahoma City to Chicago Midway Airport
How far is Oklahoma City Will Rogers World to Chicago Midway by plane?
The straight-line distance from Oklahoma City Will Rogers World to Chicago Midway is 683.4 mi. 1h 55m is a normal flight duration for this route.
When did momondo last update prices for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?
Prices for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?
The number of operators available for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport is 2 as of June 2025.
How old do you have to be to fly from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Oklahoma City to Chicago Midway Airport?
momondo data reveals that the most frequently booked plane model on the route from Oklahoma City to Chicago Midway Airport is Embraer 175 (Enhanced Winglets), representing 16.62% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 700 at 14.55%, Boeing 737 MAX 8 at 13.77%, and Boeing 737-700 Passenger/BBJ1 (winglets) at 13.77%.
What is the most popular airline from Oklahoma City to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Oklahoma City to Chicago Midway Airport is Southwest, representing 83% of all bookings. The subsequent popular airline is Frontier at 17%.
Best airlines flying from Oklahoma City to Chicago Midway Airport
Compare and see reviews for airlines that fly from Oklahoma City to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $166 | Free Cancellation | Rating 5.9 3,296 reviews | |||
| PriceFrom $303 | Free Cancellation | Rating 8.0 4,286 reviews |
Southwest Flights From Oklahoma City to Chicago Midway Airport
Southwest operates around 10 flights from Oklahoma City to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $364, but momondo users have found Southwest deals from Oklahoma City to Chicago Midway Airport from as low as $303 round-trip. Southwest has been scored 8.0/10 in 4,287 reviews.
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Why should I use momondo to find a flight deal from Oklahoma City to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Oklahoma City.
Can I find flights from Oklahoma City to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Oklahoma City which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Oklahoma City to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oklahoma City to Chicago.
I’m not ready to book a flight from Oklahoma City to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Oklahoma City. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.