Cheap flights from Chicago to Oklahoma City from $104

The cheapest month to fly to Oklahoma City from Chicago is in September. Flight prices, which tend to average around $329, are often lower during this time because this is during the off-season. The month of October is another great option to travel to Oklahoma City, with average flight prices from Chicago averaging around $341.

The cheapest day to depart on your flight to Oklahoma City is on a Wednesday when prices can be found for as low as $357. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Oklahoma City is Monday, with ticket prices averaging around $545.

The cheapest time of day to fly to Oklahoma City is at noon when flights can be purchased for as low as $373. Flights to Oklahoma City are more costly in the evening, with an average ticket price of $478. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Chicago O'Hare Intl to Oklahoma City Will Rogers World for the best Chicago - Oklahoma City Will Rogers World flight prices

You are more likely to see cheaper flights to Oklahoma City from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Oklahoma City for around $410 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oklahoma City from Chicago for as low as $277 on momondo.

There are 4 cabin classes available to choose from on Chicago to Oklahoma City flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Chicago to Oklahoma City.

As of September 2026, prices for Chicago to Oklahoma City flights are approximately 33% more expensive when compared to flights at the same time last year.

Frontier, United Airlines, and Southwest are the most popular carriers operating from Chicago to Oklahoma City Will Rogers World

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Oklahoma City from Chicago according to our data. United Airlines is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Oklahoma City. Keep in mind that there are 4 different airlines that fly to Oklahoma City on a routine basis, so you have a few additional options to choose from.

19 flights are operational daily from Chicago to Oklahoma City as of September 2026. The most popular departure time for this route is 4:00PM, with 49% of flights per day taking off in the afternoon.

As of September 2026, 133 flights take off from Chicago and land in Oklahoma City each week. The most common flight departure day for this route is Sat, with 20% of weekly flights taking off on this day.