Cheap flights from Dayton to Chicago from $166

The month of July is, on average, the cheapest month to fly to Chicago from Dayton, with most prices found around $134. If you’re not able to fly to Chicago in July, then December is your next best option. Flight prices from Dayton to Chicago during December average around $179.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $406. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Dayton to Chicago for around $621.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Dayton to Chicago during this time can be as low as $424. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $702.

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

You are more likely to see cheaper flights to Chicago from Dayton when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $284 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dayton for as low as $179 on momondo.

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

As of May 2026, prices for Dayton to Chicago flights are approximately 92% more expensive when compared to flights at the same time last year.

Allegiant Air, Delta, and United Airlines are the most popular carriers operating from Dayton to Chicago

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Dayton 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 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.

As of May 2026, there are 33 flights per day flying from Dayton to Chicago. The most common time of day flights depart is 6:00PM, with 41% of flights taking off in the afternoon.

As of May 2026, there are 236 flights per week flying from Dayton to Chicago. The most common day of the week flights depart is Wed, with 15% of flights taking off on this day.