Cheap flights from Raleigh to Chicago from $88

The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Raleigh averaging around $233.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $333. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Raleigh because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $514.

Flying to Chicago O'Hare Intl Airport from Raleigh in the evening is the least expensive time of day to depart. momondo users have found prices as low as $257 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $486. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Raleigh when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $276 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Raleigh for as low as $211 on momondo.

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

United Airlines and Southwest are the most popular carriers operating from Raleigh-Durham to Chicago O'Hare Intl

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Raleigh according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 11% of flights between Raleigh and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 151 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

As of March 2026, 27 flights take off from Raleigh and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 12:00PM, with 63% of daily flights taking off in the afternoon.

As of March 2026, there are 189 flights per week flying from Raleigh to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.