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Cheap Flights from Raleigh / Durham to Chicago

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Compare Raleigh / Durham to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Raleigh / Durham to Chicago

Looking for a cheap last-minute deal or the best return flight from Raleigh / Durham to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.£38 per passenger.Departing Fri, 4 Jul.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Fri, 4 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From £38, select.
Chicago.£38 per passenger.Departing Fri, 13 Jun.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Fri, 13 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From £38, select.
Chicago.£42 per passenger.Departing Mon, 4 Aug.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Mon, 4 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From £42, select.
Chicago.£53 per passenger.Departing Fri, 30 May.One-way flight with Spirit Airlines.Outbound indirect flight with Spirit Airlines, departs from Raleigh / Durham on Fri, 30 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £53, select.
Chicago.£53 per passenger.Departing Thu, 4 Sep.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Thu, 4 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From £53, select.
Chicago.£60 per passenger.Departing Sun, 25 May.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Sun, 25 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £60, select.
Chicago.£64 per passenger.Departing Fri, 17 Oct.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Fri, 17 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From £64, select.
Chicago.£71 per passenger.Departing Sun, 2 Nov.One-way flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Raleigh / Durham on Sun, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From £71, select.

Find the cheapest month to fly from Raleigh / Durham to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Raleigh / Durham to Chicago flights are currently cheapest in June.
May
from £53
Jun
from £38
Jul
from £38
Aug
from £42
Sep
from £53
Oct
from £64
Nov
from £71
Dec
from £138
Jan
Find prices
Feb
Find prices
Mar
from £145
Apr
Find prices

Direct flights from Raleigh / Durham to Chicago

Alternative Raleigh / Durham to Chicago routes

Looking for the cheapest, fastest or easiest route from Raleigh / Durham to Chicago? You could fly into the following airports instead.

Durham to Chicago: Flight information

The things to know before you go.
Cheapest flight found£38
Cheapest month to flyJune
Average flight time2 hrs, 14 mins
Most popular airlineAmerican Airlines
Average flights per week300

Finding cheap flights from Raleigh / Durham to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Raleigh / Durham to Chicago is £67. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 13 minutes is the average flight time from Raleigh / Durham to Chicago.
American Airlines, Qatar Airways and Alaska Airlines fly direct from Raleigh / Durham to Chicago.
As of May 2025, there are 268 flights per week flying from Raleigh / Durham to Chicago.
The cheapest month to fly from Raleigh / Durham to Chicago is usually June.
If you're flying from Raleigh / Durham Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from £67.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Raleigh / Durham Airport to Chicago on Sunday, 15 June 2025.
Yes – the average flight time is 2 hours and 13 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago.

How to find cheap flights to Chicago from Raleigh / Durham

Looking for cheap tickets from Raleigh / Durham to Chicago? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Raleigh / Durham to Chicago. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago from Raleigh / Durham from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Raleigh / Durham-Chicago ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago from Raleigh / Durham.
  • Set up a Price Alert. You can easily track the fare of your cheap Raleigh / Durham-Chicago flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Raleigh / Durham and Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Raleigh / Durham and Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Raleigh / Durham to Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

    • Combine your flight to Chicago from Raleigh / Durham with hotels and car hire

    Once you've secured your cheap flight ticket from Raleigh / Durham to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


Plan the rest of your trip from Durham to Chicago

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