Cheap flights from Ohio to Chicago from $59

The month of October is, on average, the cheapest month to fly to Chicago from Ohio, with most prices found around $275. If you’re not able to fly to Chicago in October, then December is your next best option. Flight prices from Ohio to Chicago during December average around $279.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $453. 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 Ohio to Chicago for around $648.

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Ohio to Chicago during this time can be as low as $472. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $769.

Fly from Cleveland Hopkins Intl to Chicago Midway for the best Ohio - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Ohio when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $316 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Ohio for as low as $125 on momondo.

There are 4 cabin classes available to choose from on Ohio to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Ohio according to our data. United Airlines is the first choice among our users, with 61% 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 August 2026, there are 295 flights per day flying from Ohio to Chicago. The most common time of day flights depart is 2:00PM, with 40% of flights taking off at noon.

As of August 2026, there are 2,071 flights per week flying from Ohio to Chicago. The most common day of the week flights depart is Thu, with 19% of flights taking off on this day.