Cheap flights from Chicago to Cincinnati from $65

The month of October is, on average, the cheapest month to fly to Cincinnati from Chicago, with most prices found around $264. If you aren’t able to travel to Cincinnati during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $287.

According to our data, Thursday is the cheapest day to fly to Cincinnati from Chicago. The lowest ticket price found for a Thursday departure recently was $289. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $478.

Our most recent data shows that the best time of day to fly to Cincinnati is in the morning. Flights from Chicago to Cincinnati during this time can be as low as $359. In the afternoon is when there is more demand to fly to Cincinnati, so prices are often more expensive at around $474 per ticket.

Fly from Chicago Midway to Cincinnati Cinci./N. Kentucky for the best Chicago - Cincinnati Cinci./N. Kentucky flight prices

You are more likely to see cheaper flights to Cincinnati from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Cincinnati for around $401 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cincinnati from Chicago for as low as $157 on momondo.

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

As of August 2026, prices for Chicago to Cincinnati flights are approximately 235% more expensive when compared to flights at the same time last year.

Frontier, Southwest, and United Airlines are the most popular carriers operating from Chicago to Cincinnati Cinci./N. Kentucky

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Cincinnati from Chicago according to our data. United Airlines is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Cincinnati. Keep in mind that there are 3 different airlines that fly to Cincinnati on a routine basis, so you have a few additional options to choose from.

As of August 2026, 59 flights take off from Chicago and land in Cincinnati each day. The most common flight departure time for this route is 6:00PM, with 41% of daily flights taking off in the evening.

As of August 2026, 419 flights take off from Chicago and land in Cincinnati each week. The most common flight departure day for this route is Wed, with 17% of weekly flights taking off on this day.