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Durham

$67+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDU
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Durham are usually found in October or July, booked 75 days in advance, depart on a Thursday or Friday and return on a Thursday

Cheap flight deals from Chicago to Durham

Keep the following information in mind while searching for Chicago to Durham flight deals. Data was last updated November 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$113
(Kiwi.com)

One-way from

$67
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$268
Provider with most accurate pricing for Chicago (CHI)-Raleigh-Durham flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Raleigh-Durham flights.
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From Chicago (CHI) to Durham
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One-way flight from Chicago (CHI) to Durham
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Highest demand for flights based on searches. 21% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/47:40 amORD - RDU
Nonstop2h 05mFrontier
Fri 12/57:14 pmRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/17$113
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Fri 12/54:49 pmORD - RDU
1 stop18h 03mMultiple Airlines
Sun 12/710:00 amRDU - ORD
Nonstop2h 28mMultiple Airlines
Deal found 11/17$114
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 11/2412:17 pmORD - RDU
Nonstop2h 03mFrontier
Mon 12/14:05 pmRDU - ORD
Nonstop2h 25mFrontier
Deal found 11/17$116
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/112:17 pmORD - RDU
Nonstop2h 03mFrontier
Fri 12/57:14 pmRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/17$119
This CheapOair deal was found by Cheapflights users on 11/18. 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.
Fri 12/123:14 pmORD - RDU
Nonstop2h 05mFrontier
Sun 1/410:10 amRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/18$120
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Sun 12/76:00 amORD - RDU
Nonstop2h 05mFrontier
Thu 12/113:21 pmRDU - ORD
2 stops24h 19mFrontier
Deal found 11/18$121
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Sun 12/216:10 amORD - RDU
Nonstop2h 05mFrontier
Tue 12/305:24 pmRDU - ORD
Nonstop2h 28mFrontier
Deal found 11/17$122
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:49 pmMDW - RDU
1 stop8h 23mFrontier
Thu 12/2512:55 pmRDU - MDW
1 stop10h 17mFrontier
Deal found 11/17$124
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/174:01 pmORD - RDU
1 stop7h 11mFrontier
Thu 12/2512:55 pmRDU - ORD
1 stop6h 38mFrontier
Deal found 11/17$124
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/174:01 pmORD - RDU
1 stop7h 11mFrontier
Wed 12/311:05 pmRDU - ORD
1 stop6h 28mFrontier
Deal found 11/17$126
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:49 pmMDW - RDU
1 stop8h 23mFrontier
Mon 12/291:15 pmRDU - MDW
1 stop9h 57mFrontier
Deal found 11/17$127
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:05 amMDW - RDU
1 stop10h 04mFrontier
Sun 12/71:03 pmRDU - MDW
1 stop10h 09mFrontier
Deal found 11/17$128

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 November 18, 2025.
Use the filters below to find and compare flights from Chicago to Durham that are best for you.

Fly from

Chicago

Fly to

Durham

Route

Depart

Return

Price

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 12/3

2:49 pm-12:12 am

1 stop8h 23m

Raleigh-Durham

Thu 12/4

12:53 pm-9:28 pm

2 stops33h 35m

$156

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 1/7

1:25 pm-4:15 pm

Nonstop1h 50m

Raleigh-Durham

Mon 1/12

6:00 am-7:15 am

Nonstop2h 15m

$177

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Sat 1/17

8:00 am-3:55 pm

1 stop6h 55m

Raleigh-Durham

Tue 1/20

1:13 pm-4:57 pm

1 stop4h 44m

$177

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Fri 1/23

6:07 pm-9:18 pm

Nonstop2h 11m

Raleigh-Durham

Sun 1/25

5:18 pm-6:50 pm

Nonstop2h 32m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Sun 1/11

6:45 am-2:01 pm

1 stop6h 16m

Raleigh-Durham

Mon 1/12

11:08 am-4:29 pm

1 stop6h 21m

$197

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 1/15

6:05 pm-8:55 pm

Nonstop1h 50m

Raleigh-Durham

Sun 1/18

3:15 pm-7:00 pm

1 stop4h 45m

$203

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 12/17

11:04 am-2:07 pm

Nonstop2h 03m

Raleigh-Durham

Wed 12/31

6:31 am-8:00 am

Nonstop2h 29m

$209

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 12/17

11:04 am-2:07 pm

Nonstop2h 03m

Raleigh-Durham

Thu 1/1

6:31 am-8:00 am

Nonstop2h 29m

$209

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 11/24

6:00 am-11:38 am

1 stop4h 38m

Raleigh-Durham

Wed 12/3

6:15 am-9:54 am

1 stop4h 39m

$213

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 11/27

10:47 am-4:53 pm

1 stop5h 06m

Raleigh-Durham

Wed 12/3

9:57 am-12:34 pm

1 stop3h 37m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 43 results
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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

How far ahead should I book a flight from Chicago to Durham?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Durham. Price data was last updated on November 14, 2025.

Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Durham. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Durham?

Currently, October is the cheapest month in which you can book a flight from Chicago to Durham (average of $75). Flying from Chicago to Durham in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 November 18, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 19% on flights from Chicago to Durham by exploring options for tickets in the morning.

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 December 16, 2024.

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. Sunday 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 November 18, 2025.

The most flights from CHI to DU8 are scheduled on a Monday (32 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

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 November 18, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American 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
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,015 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,047 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,103 reviews
Southwest
8.0
Very good
4,245 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 1h 50m. Fly via Frontier, Southwest, or Delta to get the fastest option. The distance from Chicago to Durham is about 631 mi. This flight may include one or multiple stops.

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

    Consider United Airlines (91%), Air New Zealand (88%) or SWISS (83%) 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 $397 for a flight from Chicago to Durham. The cheapest flight overall is $54 while the most popular route, (Chicago O'Hare Intl - Raleigh-Durham) is currently priced at $98.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Durham?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Durham (average of $75). Flying from Chicago to Durham in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Durham

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Durham

Discover the top 5 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$75Average$217FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$161Average$357FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$162Average$319FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$177Average$345FlexibilityNo cancel feeOn-time71%
DeltaCheapest$228Average$342FlexibilityNo cancel feeOn-timeN/A

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