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Durham

$81+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDU
Mar 28 — Apr 41
Sat 3/28
Sat 4/4
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Durham are usually found in October or September, booked 75 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 February 26, 2026.

This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:14 am
MDW
-
RDU
1 stop6h 12m
Frontier
Mon 4/203:42 pm
RDU
-
MDW
1 stop4h 49m
Frontier
Deal found 2/22$161
This United Airlines deal was found by Cheapflights users on 2/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
ORD
-
RDU
Nonstop2h 06m
United Airlines
Mon 4/136:15 am
RDU
-
ORD
Nonstop2h 28m
United Airlines
Deal found 2/24$161
This Southwest deal was found by Cheapflights users on 2/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:55 pm
MDW
-
RDU
Nonstop1h 50m
Southwest
Wed 5/136:40 pm
RDU
-
MDW
Nonstop2h 00m
Southwest
Deal found 2/25$162
This United Airlines deal was found by Cheapflights users on 2/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/112:10 pm
ORD
-
RDU
Nonstop2h 08m
United Airlines
Sun 4/126:15 am
RDU
-
ORD
Nonstop2h 28m
United Airlines
Deal found 2/22$162
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 4/151:40 pm
ORD
-
RDU
1 stop9h 35m
Multiple Airlines
Sun 4/1910:30 pm
RDU
-
ORD
Nonstop2h 19m
Multiple Airlines
Deal found 2/22$163
This Trip.com deal was found by Cheapflights users on 2/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/72:56 pm
MDW
-
RDU
1 stop8h 19m
Frontier
Sun 4/193:29 pm
RDU
-
MDW
1 stop5h 02m
Frontier
Deal found 2/24$164
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 4/75:15 am
ORD
-
RDU
1 stop16h 30m
Frontier
Sun 4/1910:38 pm
RDU
-
ORD
2 stops19h 58m
Frontier
Deal found 2/24$164
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Wed 4/156:08 pm
ORD
-
RDU
1 stop13h 15m
Frontier
Sun 4/1910:38 pm
RDU
-
ORD
2 stops36h 02m
Frontier
Deal found 2/25$165
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 4/86:00 am
MDW
-
RDU
1 stop8h 02m
Frontier
Sat 4/115:45 am
RDU
-
MDW
1 stop15h 22m
Frontier
Deal found 2/23$166
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Sat 3/144:20 pm
ORD
-
RDU
1 stop15h 22m
Frontier
Thu 3/194:22 pm
RDU
-
ORD
Nonstop2h 30m
Frontier
Deal found 2/22$166
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 4/163:15 pm
ORD
-
RDU
1 stop8h 00m
Multiple Airlines
Mon 4/2010:51 pm
RDU
-
ORD
2 stops23h 26m
Multiple Airlines
Deal found 2/23$167
This Southwest deal was found by Cheapflights users on 2/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:50 am
MDW
-
RDU
Nonstop1h 50m
Southwest
Wed 4/156:40 pm
RDU
-
MDW
Nonstop2h 00m
Southwest
Deal found 2/24$168

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 February 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$161
(Mytrip)

One-way from

$81
(Southwest)

Popular in

February

Cheapest in

October

Average price

$405
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. 26% potential increase in price ($100 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 February 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 February 26, 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

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Wed 4/22

9:20 pm-12:35 am

Nonstop2h 15m

Raleigh-Durham

Sun 4/26

6:15 am-7:43 am

Nonstop2h 28m

$177

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 5/11

6:55 pm-9:45 pm

Nonstop1h 50m

Raleigh-Durham

Tue 5/12

11:10 am-4:35 pm

1 stop6h 25m

$182

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Mon 5/11

6:55 pm-9:45 pm

Nonstop1h 50m

Raleigh-Durham

Wed 5/13

6:45 pm-10:15 pm

1 stop4h 30m

$182

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Mon 4/13

6:15 pm-9:23 pm

Nonstop2h 08m

Raleigh-Durham

Wed 4/15

1:15 pm-2:49 pm

Nonstop2h 34m

$196

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Sun 4/12

7:00 am-10:06 am

Nonstop2h 06m

Raleigh-Durham

Tue 4/14

5:20 pm-6:55 pm

Nonstop2h 35m

$199

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Thu 4/16

6:55 pm-9:45 pm

Nonstop1h 50m

Raleigh-Durham

Mon 4/20

11:10 am-12:05 pm

Nonstop1h 55m

$210

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Wed 3/18

7:45 am-10:35 am

Nonstop1h 50m

Raleigh-Durham

Sat 3/21

6:20 am-11:45 am

1 stop6h 25m

$217

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Thu 4/16

7:00 am-10:06 am

Nonstop2h 06m

Raleigh-Durham

Mon 4/20

6:15 am-7:43 am

Nonstop2h 28m

$232

ChicagoRaleigh

ORD - RDU

ORDRDU

Chicago O'Hare Intl

Sat 3/14

7:10 am-10:08 am

Nonstop1h 58m

Raleigh-Durham

Thu 3/19

1:27 pm-2:55 pm

Nonstop2h 28m

$234

ChicagoRaleigh

MDW - RDU

MDWRDU

Chicago Midway

Fri 4/17

6:55 pm-9:45 pm

Nonstop1h 50m

Raleigh-Durham

Sun 4/19

8:00 am-9:00 am

Nonstop2h 00m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 43 resultsSorted by cheapest first
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5

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 February 20, 2026.

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 $74). Flying from Chicago to Durham in April is currently the most expensive (average of $169). 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 February 26, 2026.

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 February 21, 2026.

Travelers seeking maximum savings on their Chicago to Durham flight should consider departing on Saturday afternoons when fares are most often at their lowest. Tuesday evenings 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 February 26, 2026.

The most flights from CHI to DU8 are scheduled on a Monday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 February 26, 2026.
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
4,299 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,299 reviews
Southwest
8.0
Very good
4,299 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,348 reviews
Southwest
8.0
Very good
4,299 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,352 reviews
Southwest
8.0
Very good
4,299 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,040 reviews
Southwest
8.0
Very good
4,299 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 United Airlines or Southwest to get the fastest option. The distance from Chicago to Durham is about 631 mi. All flights are typically nonstop.

  • 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 $55 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $69 and United Airlines from $88 one-way.

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

    Consider PSA Airlines (100%), Royal Jordanian (88%) or Envoy Air (84%) 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 $314 for a flight from Chicago to Durham. The cheapest flight overall is $85 while the most popular route, (Chicago O'Hare Intl - Raleigh-Durham) is currently priced at $106.

  • 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 $74). Flying from Chicago to Durham in April is currently the most expensive (average of $169). 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

Browse thousands of different options on Cheapflights for your next trip

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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 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 February 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$67Average$209FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$158Average$294FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$166Average$180FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$169Average$365FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$171Average$305FlexibilityNo cancel feeOn-time63%
DeltaCheapest$223Average$307FlexibilityNo cancel feeOn-timeN/A

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