$87 Find Cheap Flights from Chicago to Durham

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Durham departing on 8/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights from Chicago to Durham (CHI-RDU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Durham that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Durham

Thu, Oct 30 - Sun, Nov 2
Frontier Logo
1:55 pm - 5:01 pmORD-RDU
2h 06mnonstop
Frontier Logo
10:06 pm - 11:28 pmRDU-ORD
2h 22mnonstop
$117Frontier
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Thu, Sep 25 - Mon, Sep 29
Frontier Logo
8:49 pm - 9:53 amORD-RDU
12h 04m1 stop
Frontier Logo
3:35 pm - 4:51 pmRDU-ORD
2h 16mnonstop
$118Frontier
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Fri, Oct 24 - Fri, Oct 31
Frontier Logo
2:41 pm - 5:47 pmORD-RDU
2h 06mnonstop
Frontier Logo
6:10 am - 10:41 amRDU-ORD
5h 31m1 stop
$119Frontier
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Wed, Sep 24 - Wed, Oct 1
Southwest Logo
10:00 am - 12:55 pmMDW-RDU
1h 55mnonstop
Southwest Logo
1:35 pm - 2:30 pmRDU-MDW
1h 55mnonstop
$139Southwest
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Wed, Oct 8 - Wed, Oct 15
American Airlines Logo
6:45 pm - 9:58 pmORD-RDU
2h 13mnonstop
American Airlines Logo
6:00 am - 7:23 amRDU-ORD
2h 23mnonstop
$141American Airlines
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Tue, Sep 23 - Wed, Sep 24
Southwest Logo
6:05 pm - 9:05 pmMDW-RDU
2h 00mnonstop
Southwest Logo
1:35 pm - 2:30 pmRDU-MDW
1h 55mnonstop
$149Southwest
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Fri, Oct 10 - Wed, Oct 15
United Airlines Logo
7:15 am - 10:26 amORD-RDU
2h 11mnonstop
United Airlines Logo
6:15 am - 7:38 amRDU-ORD
2h 23mnonstop
$158United Airlines
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Wed, Oct 8 - Mon, Oct 13
 Logo
6:40 am - 8:14 amORD-RDU
24h 34m1 stop
 Logo
2:27 pm - 3:49 pmRDU-ORD
2h 22mnonstop
Thu, Oct 23 - Sun, Oct 26
 Logo
9:48 am - 8:25 pmORD-RDU
9h 37m1 stop
 Logo
9:44 pm - 11:06 pmRDU-ORD
2h 22mnonstop
Tue, Sep 23 - Fri, Sep 26
United Airlines Logo
6:35 pm - 9:58 pmORD-RDU
2h 23mnonstop
United Airlines Logo
6:15 am - 7:38 amRDU-ORD
2h 23mnonstop
$168United Airlines
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Good to know

Low seasonJanuary
Cheapest flight$87
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Chicago Midway Airport to Raleigh

When to book flights from Chicago to Durham

Are your dates flexible? Find out the best times to travel from Chicago to Durham based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Durham

  • Which airports will I be using when flying from Chicago to Durham?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Durham does not have its own airport so you’ll be flying into nearby Raleigh-Durham airport, which is 10.1 mi away.

  • How long does a flight from Chicago to Durham take?

    Direct flights cover the 630 miles separating Chicago and Durham in about 1h 55m.

  • How many flights are there between Chicago and Durham?

    35 direct flights run between Chicago and Durham on a daily basis. On average, there are about 249 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Durham?

    Consider leaving on a Thursday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from Chicago to Durham?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Durham.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Durham?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Durham from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Durham?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Durham with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Durham?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Durham from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Durham?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Durham found on KAYAK was with Frontier for $87. Frontier offered a round-trip connection from $117 and Southwest from $139.

Top tips for finding cheap flights from Chicago to Durham

  • There is no airport in Durham. Instead, you’ll be flying into Raleigh-Durham Airport when flying between Chicago and Durham.
  • The cheapest flight from Chicago to Durham was found 41 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is November.

Reviews of the top 4 airlines serving Chicago to Durham

 
Need help choosing which airline to fly with from Chicago to Durham? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4243 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

What I expected, nickeled and dined and a frontier flight attendant loudly complained about her job and lack of communication as she headed to the gate on her cell phone. Not professional.

As every law enforcement agency I could imagine surrounded the plane and we didn’t disembark for 2 hours and then had to stick around for another hour to go get our personal belongings after leaving them behind and being bused away from the plane, it was scary and inconvenient. We were given no information as to why this was happening. Lack of communication with passengers was disappointing.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

My first flight was delayed 5 hours. The 2nd flight was canceled til the next day and the never even tried to compensate for it. Worse I was delayed again on the flight the rebooked me on.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

Decent clean onboard experience. Okay discount airline experience. Unfortunately, any customer service interactions are difficult and unhelpful. There is no service. Also, a premium seat only gets you premium boarding if you line up first. Once they start general boarding you must go to the back of the line. Not very premium

Everything you need to know for your flight from Chicago to Durham

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