Cheap flights from Tulsa to Chicago from $89

The month of October is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $285. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Tulsa to Chicago during April average around $330.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $481. 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 Tulsa to Chicago for around $728.

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 $509. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $749.

Fly from Tulsa to Chicago Midway 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 $398 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 $310 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 August 2026, prices for Tulsa to Chicago flights are approximately 14% cheaper when compared to flights at the same time last year.

Southwest and Delta 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 66% 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 22 per day as of August 2026. The most frequent departure time is 10:00AM, with 63% of daily flights leaving at noon.

The number of flights available between Tulsa and Chicago is 158 per week as of August 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.