Cheap flights from Kansas to Chicago from $93

The month of February is, on average, the cheapest month to fly to Chicago from Kansas, with most prices found around $139. If you’re not able to fly to Chicago in February, then November is your next best option. Flight prices from Kansas to Chicago during November average around $146.

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $442. 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 Kansas to Chicago for around $656.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Kansas to Chicago during this time can be as low as $432. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $655.

Fly from Wichita Eisenhower National to Chicago O'Hare Intl for the best Kansas - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Kansas when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $292 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Kansas for as low as $209 on momondo.

The number of flights available between Kansas and Chicago is 132 per day as of May 2026. The most frequent departure time is 12:00PM, with 47% of daily flights leaving in the afternoon.

As of May 2026, 925 flights take off from Kansas and land in Chicago each week. The most common flight departure day for this route is Wed, with 16% of weekly flights taking off on this day.