HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$57+ Cheap flights from Durham, NC to Chicago (CHI)

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — CHI
dic. 19 — dic. 261
vie. 12/19
vie. 12/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Durham to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Durham to Chicago are usually found in August or October, booked 90 days in advance, depart on a Thursday or Friday and return on a Thursday

Find flight deals from Durham to Chicago

Cheapest flights from Durham to Chicago
Explore the most affordable flight options available from Durham to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 19, 2025.

This Super.com deal was found by Cheapflights users on 11/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/127:14 pmRDU - ORD
Nonstop2h 28mFrontier
dom. 12/216:10 amORD - RDU
Nonstop2h 05mFrontier
Deal found 11/19$123
This CheapOair deal was found by Cheapflights users on 11/19. 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.
jue. 12/111:03 pmRDU - ORD
1 stop5h 24mFrontier
dom. 12/146:11 amORD - RDU
1 stop4h 57mFrontier
Deal found 11/19$124
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.
jue. 12/113:21 pmRDU - MDW
1 stop7h 32mFrontier
dom. 12/146:15 amMDW - RDU
1 stop4h 53mFrontier
Deal found 11/18$124
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.
dom. 12/710:00 amRDU - ORD
Nonstop2h 28mMultiple Airlines
vie. 12/124:49 pmORD - RDU
1 stop18h 03mMultiple Airlines
Deal found 11/18$125
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.
mar. 12/168:15 amRDU - ORD
1 stop7h 57mFrontier
mié. 12/246:05 amORD - RDU
1 stop4h 55mFrontier
Deal found 11/17$126
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
lun. 12/1512:55 pmRDU - ORD
1 stop5h 32mFrontier
mié. 1/74:49 pmORD - RDU
1 stop6h 23mFrontier
Deal found 11/16$127
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/113:21 pmRDU - MDW
1 stop7h 32mFrontier
dom. 1/46:00 amMDW - RDU
1 stop5h 01mFrontier
Deal found 11/17$127
This Frontier deal was found by Cheapflights users on 11/16. 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.
mié. 12/178:15 amRDU - ORD
1 stop7h 16mFrontier
jue. 1/84:49 pmORD - RDU
1 stop6h 23mFrontier
Deal found 11/16$128
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.
jue. 12/412:53 pmRDU - MDW
1 stop6h 15mFrontier
dom. 12/76:37 pmMDW - RDU
1 stop12h 46mFrontier
Deal found 11/18$128
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/57:14 pmRDU - ORD
Nonstop2h 28mFrontier
jue. 12/1111:44 amORD - RDU
1 stop11h 28mFrontier
Deal found 11/18$129
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/1410:00 amRDU - ORD
Nonstop2h 28mFrontier
mié. 12/174:01 pmORD - RDU
1 stop7h 11mFrontier
Deal found 11/18$130
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.
sáb. 12/65:45 amRDU - MDW
1 stop9h 14mFrontier
mar. 12/92:49 pmMDW - RDU
1 stop8h 23mFrontier
Deal found 11/18$130

Cheap flight deals from Durham to Chicago

Keep the following information in mind while searching for Durham to Chicago flight deals. Data was last updated noviembre 19, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$123
(Super.com)

One-way from

$57
(Super.com)

Popular in

March

Cheapest in

August

Average price

$273
Provider with most accurate pricing for Raleigh-Durham-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Raleigh-Durham-Chicago (CHI) flights.
Search Deals
From Durham to Chicago (CHI)
Search Deals
One-way flight from Durham to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Durham to Chicago 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 noviembre 19, 2025.
Use the filters below to find and compare flights from Durham to Chicago that are best for you.

Fly from

Durham

Fly to

Chicago

Route

Depart

Return

Price

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

mié. 12/17

6:20 am-7:46 am

Nonstop2h 26m

Chicago O'Hare Intl

dom. 1/18

7:10 am-10:12 am

Nonstop2h 02m

$149

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

mar. 12/16

6:30 pm-7:35 pm

Nonstop2h 05m

Chicago Midway

mié. 12/24

10:00 am-1:00 pm

Nonstop2h 00m

$149

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

jue. 1/15

6:20 pm-7:25 pm

Nonstop2h 05m

Chicago Midway

mar. 1/20

1:25 pm-4:15 pm

Nonstop1h 50m

$158

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

sáb. 12/13

1:30 pm-2:55 pm

Nonstop2h 25m

Chicago O'Hare Intl

sáb. 1/10

11:00 am-2:03 pm

Nonstop2h 03m

$168

RaleighChicago

RDU - ORD

RDUORD

Raleigh-Durham

lun. 1/12

6:15 am-7:44 am

Nonstop2h 29m

Chicago O'Hare Intl

lun. 1/12

2:02 pm-5:04 pm

Nonstop2h 02m

$177

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

dom. 1/11

5:40 am-6:50 am

Nonstop2h 10m

Chicago Midway

jue. 1/15

9:50 am-12:40 pm

Nonstop1h 50m

$177

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

mié. 12/17

5:29 am-8:54 am

1 stop4h 25m

Chicago Midway

mar. 1/6

6:45 am-11:52 am

1 stop4h 07m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

mar. 12/16

5:29 am-8:54 am

1 stop4h 25m

Chicago Midway

jue. 1/8

6:45 am-11:52 am

1 stop4h 07m

$187

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

sáb. 12/13

12:40 pm-3:44 pm

1 stop4h 04m

Chicago Midway

jue. 1/8

6:45 am-11:52 am

1 stop4h 07m

$188

RaleighChicago

RDU - MDW

RDUMDW

Raleigh-Durham

vie. 12/12

5:45 am-6:50 am

Nonstop2h 05m

Chicago Midway

sáb. 12/13

9:50 am-12:45 pm

Nonstop1h 55m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 56 results
1
2
3
...
6

Best time to book a flight from Durham to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Durham 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 Durham to Chicago

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

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

To ensure you get the cheapest price possible for a flight from Durham to Chicago, you should look to book at least 90 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, November is the cheapest month in which you can book a flight from Durham to Chicago (average of $93). Flying from Durham to Chicago in March is currently the most expensive (average of $199). 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 DU8 to CHI?

Find hourly flight availability from Durham to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 19, 2025.

One of the essential ways to save on airfare from Durham to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 26% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Durham to Chicago. Price data was last updated on December 16, 2024.

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

Weekly flight availability from Durham to Chicago

Explore weekly flight availability from Durham to Chicago. 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 noviembre 19, 2025.

The most flights from DU8 to CHI are scheduled on a Monday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated noviembre 19, 2025.
Read through reviews of airlines operating flights from Durham to Chicago, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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
Delta
7.9
Good
8,004 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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
9,025 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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
11,046 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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
3,106 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Comfort

8.0

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 Durham to Chicago. 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 Durham to Chicago?

    There are many flights that can get you from Durham to Chicago in 2h 05m. Fly via United Airlines, Southwest, or Delta to get the fastest option. The distance from Durham to Chicago is about 631 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Durham to Chicago?

    The most popular flight routes from Durham to Chicago are Raleigh-Durham - Chicago O'Hare Intl, Raleigh-Durham - Chicago Midway and Raleigh-Durham - Chicago Greater Rockford.

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

    Before booking your flight to Chicago from Durham, check out the most reliable airlines to get you to your destination on time: Cathay Pacific (88%), Royal Jordanian (87%), ANA( 87%).

  • What are the cheapest flights from Durham to Chicago?

    While on average a flight from Durham to Chicago is generally $856, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Raleigh-Durham - Chicago O'Hare Intl), you can expect to pay $98 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Durham to Chicago 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 Durham to Chicago?

    Currently, November is the cheapest month in which you can book a flight from Durham to Chicago (average of $93). Flying from Durham to Chicago in March is currently the most expensive (average of $199). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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.

Alternative routes for Durham to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Raleigh to O'Hare Intl flights
Charlotte to O'Hare Intl flights
Norfolk to O'Hare Intl flights
Knoxville to O'Hare Intl flights
Charlotte to Midway flights
Raleigh to Midway flights
Asheville to O'Hare Intl flights
Greensboro to O'Hare Intl flights
Raleigh to St. Louis flights
Charlotte to St. Louis flights
Knoxville to Midway flights
Fayetteville to O'Hare Intl flights
Norfolk to Midway flights
Myrtle Beach to Midway flights
Myrtle Beach to O'Hare Intl flights
Fayetteville to Midway flights
Greensboro to Midway flights
Norfolk to St. Louis flights
Greensboro to St. Louis flights
Wilmington to O'Hare Intl flights
Asheville to Midway flights
Knoxville to St. Louis flights
Wilmington to St. Louis flights
Wilmington to Midway flights
Norfolk to Peoria flights
Myrtle Beach to St. Louis flights
Asheville to St. Louis flights
Blountville to O'Hare Intl flights
Charlotte to Evansville flights
New Bern to O'Hare Intl flights
Norfolk to Moline flights
Raleigh to Evansville flights
Raleigh to Moline flights
Charlotte to Moline flights
Raleigh to Peoria flights
Charlotte to Bloomington flights
Knoxville to Peoria flights
Charlotte to Peoria flights
Fayetteville to St. Louis flights
Blountville to Midway flights
Jacksonville to Midway flights
Jacksonville to O'Hare Intl flights
Blountville to St. Louis flights
Myrtle Beach to Peoria flights
Asheville to Peoria flights
Myrtle Beach to Moline flights
Charlotte to Champaign flights
Asheville to Moline flights
Norfolk to Evansville flights

Top 6 airlines flying from Durham to Chicago

Discover the top 6 airlines that operate flights from Durham to Chicago. 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 noviembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$188FlexibilityNo cancel feeOn-time62%
DeltaCheapest$98Average$324FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$114Average$279FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$168Average$339FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$172Average$349FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$177Average$317FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.