Cheap flights from Harrisburg to Chicago from $86

The month of February is, on average, the cheapest month to fly to Chicago from Harrisburg, with most prices found around $209. If you’re not able to fly to Chicago in February, then December is your next best option. Flight prices from Harrisburg to Chicago during December average around $266.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $380. 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 Harrisburg to Chicago for around $584.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Harrisburg to Chicago during this time can be as low as $328. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $538.

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

You are more likely to see cheaper flights to Chicago from Harrisburg when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $324 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Harrisburg for as low as $244 on momondo.

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

You could potentially save up to 21% on your flight if you consider stops on a Harrisburg to Chicago flight.

As of February 2026, prices for Harrisburg to Chicago flights are approximately 146% more expensive when compared to flights at the same time last year.

Frontier is the most popular carrier operating from Harrisburg to Chicago

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from Harrisburg according to our data. United Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of February 2026, 5 flights take off from Harrisburg and land in Chicago each day. The most common flight departure time for this route is 5:00PM, with 58% of daily flights taking off at noon.

As of February 2026, there are 41 flights per week flying from Harrisburg to Chicago. The most common day of the week flights depart is Tue, with 37% of flights taking off on this day.