Cheap Flights from Raleigh / Durham to Chicago in 2019

Flight information Raleigh / Durham to Chicago

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 659 miles

1h 55min

Most popular airline last month

American Airlines

Chicago O'Hare International, Chicago Midway, Chicago Pal-Waukee, Chicago Dupage County and others

5 airports

Traveling from Raleigh-Durham International Airport

Raleigh-Durham International Airport serves around 11 million passengers a year, making it a mid-sized airport in the United States. If you are planning to travel from North Carolina to Chicago, this is going to be the area airport with the best deals and the widest variety of flight and airline options. If you are flexible about when you fly out of Raleigh-Durham, you may want to try out the Cheapest Month search option from Skyscanner to help you find the cheapest flights possible to get you to Chicago.

There are a few airlines that offer flights from Raleigh-Durham International Airport to the airports in Chicago. Some of these options include:

  • American Airlines
  • Delta
  • Southwest Airlines
  • JetBlue
  • United Airlines

You will want to arrive at Raleigh-Durham International Airport a minimum of two hours before your flight time to get yourself parked in one of the lots or garages, get yourself and your baggage checked in, and get through security. If you have time to spare after all of this, you can enjoy a nice coffee at Starbucks (located in both terminals) or enjoy a beer and a burger at Carolina Ale House in Terminal 2 before your flight.

Airport Choices in Chicago

Chicago is the central hub of travel for the Midwestern United States, and because of this, there are a few airports to choose from when you are flying into the city.

O’Hare International Airport

O’Hare International Airport is one of the busiest airports in the world and is the largest airport in the Chicago area. It serves over 70 million passengers a year and offers a wide deal of domestic and international flight options. If you are flying into O’Hare from Raleigh-Durham, you might arrive in either Terminal 1, 2, or 3 (Terminal 4 is currently used for ground transportation services and Terminal 5 is for international flights). Upon arrival you can claim your baggage and either head to the lower level of Terminal 2 to use the CTA Blue Line or pick up the rental car you reserved ahead of time using Skyscanner’s Car Rental search for the best rental car prices.

Chicago Midway International Airport

The other large airport in the Chicago area is the Chicago Midway International Airport and serves over 22 million passengers a year. While not as large as O’Hare, it is still a substantially sized airport. The CTA Orange Line trains can take you to and from the airport and is connected to Midway International via a covered walkway outside of the terminal building. Limo and taxi services as well as car rentals are also available to get you to your hotel and to the Chicago sites you wish to see.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.