$74 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 5/27. 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, 0 bags

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Everything you should know

Cheapest round-trip
$173
Typical prices: $357-$189
Frontier
Sat 5/23Fri 5/29
ORD - RDU • 1 stop
Cheapest non-stop
$196
Typical prices: $344-$188
Frontier
Thu 5/7Thu 5/14
ORD - RDU • Non-stop
Arrival airport
You can't fly directly to Durham. It is served by Raleigh (RDU), located 10.1 miles from Durham.
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Flight Deals
Useful Info
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

Sat, May 23 - Fri, May 29
Frontier Logo
1:50 pm - 12:26 am
ORD
-
RDU
9h 36m
1 stop
Frontier Logo
12:33 pm - 7:41 pm
RDU
-
ORD
8h 08m
1 stop
$173Frontier
Sun, May 17 - Sat, May 23
Frontier Logo
8:39 am - 11:58 am
ORD
-
RDU
2h 19mnonstop
Frontier Logo
12:26 pm - 8:32 pm
RDU
-
ORD
9h 06m
1 stop
$174Frontier
Thu, May 28 - Mon, Jun 1
Frontier Logo
6:00 am - 11:59 am
MDW
-
RDU
4h 59m
1 stop
Frontier Logo
6:15 am - 11:09 am
RDU
-
MDW
5h 54m
1 stop
$175Frontier
Wed, May 20 - Thu, May 28
Frontier Logo
3:55 pm - 9:21 am
ORD
-
RDU
16h 26m
1 stop
Frontier Logo
12:54 pm - 7:41 pm
RDU
-
ORD
7h 47m
1 stop
$175Frontier
Thu, May 14 - Wed, Jun 3
Frontier Logo
5:49 pm - 7:24 am
ORD
-
RDU
12h 35m
1 stop
Frontier Logo
12:33 pm - 7:51 pm
RDU
-
ORD
8h 18m
1 stop
$177Frontier
Thu, May 28 - Thu, Jun 4
Frontier Logo
12:27 pm - 12:24 am
MDW
-
RDU
10h 57m
1 stop
Frontier Logo
12:54 pm - 10:02 pm
RDU
-
MDW
10h 08m
1 stop
$178Frontier
Sat, May 23 - Fri, May 29
Frontier Logo
6:55 am - 12:26 am
ORD
-
RDU
16h 31m
1 stop
Frontier Logo
12:26 pm - 8:32 pm
RDU
-
ORD
9h 06m
1 stop
$178Frontier
Wed, May 27 - Wed, Jun 10
Frontier Logo
12:04 pm - 12:33 am
MDW
-
RDU
11h 29m
1 stop
Frontier Logo
6:15 am - 11:09 am
RDU
-
MDW
5h 54m
1 stop
$179Frontier
Tue, May 19 - Thu, May 28
Frontier Logo
6:00 am - 12:04 pm
MDW
-
RDU
5h 04m
1 stop
Frontier Logo
12:54 pm - 10:02 pm
RDU
-
MDW
10h 08m
1 stop
$180Frontier
Fri, Jun 5 - Tue, Jun 9
Frontier Logo
8:00 pm - 8:51 am
ORD
-
RDU
11h 51m
1 stop
Frontier Logo
12:26 pm - 8:43 pm
RDU
-
ORD
9h 17m
1 stop
$180Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds but there is an average 44% increase in price.
Most popular time to fly and prices are also 2% 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 50m.

  • How many flights are there between Chicago and Durham?

    62 direct flights run between Chicago and Durham on a daily basis. On average, there are about 436 departures each week.

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

    Consider leaving on a Wednesday and avoid Saturdays 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 Saturdays.

  • 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 $55. Frontier offered a round-trip connection from $68 and United Airlines from $162.

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 63 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be December, January and February. The cheapest month to fly is October.

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.
7.9
SouthwestOverall score based on 4307 reviews
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

2.0 MediocreAnonymous, May 2026
SEA - SMF
Read more Southwest reviews

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Zero issues with this flight. Crew was outstanding and flight was super. Plane was clean and fine. The seats need more padding and water should be provided without cost. I recognize it's Frontier but there are some things that should still be part of the flight. But still very satisfied with the experience and quality.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

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

Complete your trip to Durham with a hotel stay or car rental