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Durham

$75+ Cheap flights from Chicago (CHI) to Durham, NC

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDU
May 30 — Jun 61
Sat 5/30
Sat 6/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Durham are usually found in October or September, booked 63 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Durham

Cheapest flights from Chicago to Durham
Explore the most affordable flight options available from Chicago to Durham. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:50 pm
ORD
-
RDU
1 stop9h 31m
Frontier
Mon 6/1512:10 pm
RDU
-
ORD
1 stop20h 53m
Frontier
Deal found 4/27$168
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Fri 5/296:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
Deal found 4/25$169
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Sun 5/2412:54 pm
RDU
-
MDW
1 stop10h 08m
Frontier
Deal found 4/27$171
This CheapOair deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:49 pm
ORD
-
RDU
1 stop12h 35m
Frontier
Sun 5/1710:15 pm
RDU
-
ORD
1 stop25h 58m
Frontier
Deal found 4/26$171
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Tue 6/23:24 pm
RDU
-
MDW
2 stops31h 38m
Frontier
Deal found 4/27$172
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:49 pm
ORD
-
RDU
1 stop12h 35m
Frontier
Tue 5/266:21 pm
RDU
-
ORD
1 stop29h 52m
Frontier
Deal found 4/28$172
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:04 pm
MDW
-
RDU
2 stops18h 20m
Frontier
Tue 5/2612:54 pm
RDU
-
MDW
1 stop10h 08m
Frontier
Deal found 4/27$173
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/111:59 pm
ORD
-
RDU
1 stop9h 25m
Frontier
Mon 5/1812:33 pm
RDU
-
ORD
1 stop8h 18m
Frontier
Deal found 4/27$173
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:04 pm
MDW
-
RDU
1 stop11h 17m
Frontier
Mon 6/1512:10 pm
RDU
-
MDW
1 stop11h 01m
Frontier
Deal found 4/26$174
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
MDW
-
RDU
1 stop4h 59m
Frontier
Mon 6/16:15 am
RDU
-
MDW
1 stop5h 54m
Frontier
Deal found 4/30$175
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:50 pm
ORD
-
RDU
1 stop9h 34m
Frontier
Tue 6/23:24 pm
RDU
-
ORD
2 stops29h 27m
Frontier
Deal found 4/27$176
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:04 pm
MDW
-
RDU
1 stop11h 29m
Frontier
Mon 5/257:52 pm
RDU
-
MDW
2 stops27h 10m
Frontier
Deal found 4/27$177

Find flight deals from Chicago to Durham

Keep the following information in mind while searching for Chicago to Durham flight deals. Data was last updated April 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$168
(Kiwi.com)

One-way from

$75
(Super.com)

Popular in

January

Cheapest in

October

Average price

$297
Provider with most accurate pricing for Chicago (CHI)-Raleigh-Durham flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Raleigh-Durham flights.
Search Deals
From Chicago (CHI) to Durham
Search Deals
One-way flight from Chicago (CHI) to Durham
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Durham that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2026.
Use the filters below to find and compare flights from Chicago to Durham that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 7/9

8:05 pm-8:48 am

1 stop11h 43m

Raleigh-Durham

Sun 7/12

10:22 pm-9:11 am

1 stop11h 49m

$230

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 6/2

7:00 am-12:50 pm

1 stop4h 50m

Raleigh-Durham

Wed 6/3

6:40 pm-7:40 pm

Nonstop2h 00m

$247

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Tue 5/19

11:00 am-2:09 pm

Nonstop2h 09m

Raleigh-Durham

Wed 5/20

7:55 pm-11:44 pm

1 stop4h 49m

$247

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Sun 6/21

7:52 am-8:03 am

2 stops23h 11m

Raleigh-Durham

Sun 6/28

12:54 pm-8:03 am

1 stop20h 09m

$253

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 5/26

6:05 pm-8:55 pm

Nonstop1h 50m

Raleigh-Durham

Fri 5/29

7:45 pm-8:45 pm

Nonstop2h 00m

$261

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 6/24

9:38 pm-12:50 am

Nonstop2h 12m

Raleigh-Durham

Sat 6/27

8:00 am-9:26 am

Nonstop2h 26m

$287

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 5/29

6:25 pm-9:37 pm

Nonstop2h 12m

Raleigh-Durham

Sun 5/31

8:00 am-9:26 am

Nonstop2h 26m

$287

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 5/20

5:30 am-11:52 am

1 stop5h 22m

Raleigh-Durham

Wed 5/20

7:55 pm-11:59 pm

1 stop5h 04m

$288

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 5/19

7:40 am-10:30 am

Nonstop1h 50m

Raleigh-Durham

Thu 5/21

7:45 pm-8:45 pm

Nonstop2h 00m

$291

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Tue 6/2

7:40 am-10:30 am

Nonstop1h 50m

Raleigh-Durham

Thu 6/4

6:25 am-10:00 am

1 stop4h 35m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 47 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Durham

Have a flexible travel schedule? Discover the best time to fly to Durham from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest time of day to fly from CHI to DU8?

Find hourly flight availability from Chicago to Durham. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 30, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 11% on flights from Chicago to Durham by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Durham?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Durham. Price data was last updated on April 25, 2026.

Travelers seeking maximum savings on their Chicago to Durham flight should consider departing on Friday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Durham

Explore weekly flight availability from Chicago to Durham. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 30, 2026.

The most flights from CHI to DU8 are scheduled on a Thursday (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

How much does it cost to fly round-trip from Chicago to Durham?

Reviews of airlines servicing Durham

Get insights into the airlines that provide service to Durham. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Durham. Reviews last updated April 30, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago to Durham by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,315 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,315 reviews
Southwest
8.0
Very good
4,315 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,677 reviews
Southwest
8.0
Very good
4,315 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,683 reviews
Southwest
8.0
Very good
4,315 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,969 reviews
Southwest
8.0
Very good
4,315 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Durham. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Durham?

    There are many flights that can get you from Chicago to Durham in 2h 09m. Fly via Frontier, Southwest, or United Airlines to get the fastest option. The distance from Chicago to Durham is about 645 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Durham one-way?

    One-way options have recently been found by users for as low as $56 on Frontier. Other airlines that offer cheap prices include American Airlines from $88 and Southwest from $94 one-way.

  • What are the most reliable airlines from Chicago to Durham?

    Consider Volaris (83%), Envoy Air (78%) or Frontier (77%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Durham.

  • What are the cheapest flights from Chicago to Durham?

    On average you can expect to pay $456 for a flight from Chicago to Durham. The cheapest flight overall is $79 while the most popular route, (Chicago O'Hare Intl - Raleigh-Durham) is currently priced at $152.

  • Can I find deals for flights from Chicago to Durham that include hotel bookings?

    Yes. In addition to deals on Chicago to Durham flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Durham?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Durham.

  • Can I find deals for business class flights from Chicago to Durham?

    Yes. Cheapflights offers flight deals from Chicago to Durham by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 6 airlines flying from Chicago to Durham

Discover the top 6 airlines that operate flights from Chicago to Durham. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$66Average$198FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$159Average$307FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$166Average$180FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$168Average$298FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$378FlexibilityNo cancel feeOn-time71%
DeltaCheapest$223Average$324FlexibilityNo cancel feeOn-timeN/A

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