Cheap flights from Tulsa to Chicago from $103

The month of August is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $267. If you’re not able to fly to Chicago in August, then May is your next best option. Flight prices from Tulsa to Chicago during May average around $302.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $513. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Tulsa to Chicago for around $741.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Tulsa to Chicago during this time can be as low as $564. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $758.

Fly from Tulsa to Chicago O'Hare Intl for the best Tulsa - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Tulsa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Tulsa for as low as $262 on momondo.

There are 4 cabin classes available to choose from on Tulsa to Chicago 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 Tulsa to Chicago.

As of February 2026, prices for Tulsa to Chicago flights are approximately 317% more expensive when compared to flights at the same time last year.

Delta, Southwest, and United Airlines are the most popular carriers operating from Tulsa to Chicago

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Tulsa according to our data. American Airlines is the first choice among our users, with 73% 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.

The number of flights available between Tulsa and Chicago is 20 per day as of February 2026. The most frequent departure time is 10:00AM, with 82% of daily flights leaving at noon.

The number of flights available between Tulsa and Chicago is 145 per week as of February 2026. The most frequent departure day is Fri, with 19% of weekly flights leaving on this day.