$83+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
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 July, booked 32 days in advance, depart on a Thursday or Friday and return on a Thursday
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 June 12, 2025.
Round-trip from | $162 (KAYAK) |
|---|---|
One-way from | $83 (Flightnetwork) |
Popular in | March |
Cheapest in | August |
Average price | $248 |
Find flight deals from Durham to Chicago
Cheapest flights from Durham to ChicagoExplore 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 June 12, 2025.
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 June 12, 2025.
This KAYAK deal was found by Cheapflights users on 6/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/11. 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.
This United Airlines deal was found by Cheapflights users on 6/9. 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.
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 6/10. 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.
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/12. 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.
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 June 12, 2025.
Use the filters below to find and compare flights from Durham to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Sun 8/24
3:32 pm-4:57 pm
Nonstop2h 25m
Chicago O'Hare Intl
Thu 8/28
11:34 am-2:47 pm
Nonstop2h 13m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Sat 8/9
6:25 am-7:20 am
Nonstop1h 55m
Chicago Midway
Mon 8/11
10:00 am-6:55 pm
2 stops7h 55m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Wed 7/30
1:28 pm-2:52 pm
Nonstop2h 24m
Chicago O'Hare Intl
Wed 8/6
10:37 am-1:44 pm
Nonstop2h 07m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Sat 8/30
7:24 am-8:44 am
Nonstop2h 20m
Chicago O'Hare Intl
Tue 9/2
8:45 pm-11:59 pm
Nonstop2h 14m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Thu 8/14
8:40 am-1:51 pm
1 stop6h 11m
Chicago O'Hare Intl
Mon 8/18
8:00 am-7:48 pm
1 stop10h 48m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Thu 9/11
12:20 pm-7:39 am
1 stop20h 19m
Chicago Midway
Sun 9/14
8:15 am-1:38 pm
1 stop4h 23m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Tue 8/12
5:20 am-10:04 am
1 stop5h 44m
Chicago O'Hare Intl
Mon 8/18
5:00 pm-11:16 pm
1 stop5h 16m
RaleighChicago
RDU - MDW
RDUMDW
Raleigh-Durham
Wed 8/27
5:45 am-8:35 am
1 stop3h 50m
Chicago Midway
Tue 9/2
6:17 pm-11:16 pm
1 stop3h 59m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Fri 7/11
3:10 pm-4:40 pm
Nonstop2h 30m
Chicago O'Hare Intl
Mon 7/14
11:21 am-7:34 pm
1 stop7h 13m
RaleighChicago
RDU - ORD
RDUORD
Raleigh-Durham
Fri 7/4
6:11 pm-5:09 pm
1 stop23h 58m
Chicago O'Hare Intl
Tue 7/8
11:50 am-10:43 am
1 stop21h 53m
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.
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 June 9, 2025.
To ensure you get the cheapest price possible for a flight from Durham to Chicago, you should look to book at least 32 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, August is the cheapest month in which you can book a flight from Durham to Chicago (average of $245). Flying from Durham to Chicago in March is currently the most expensive (average of $321). 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 June 12, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Durham to Chicago as you normally would.
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. Monday 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 June 12, 2025.
The most flights from DU8 to CHI are scheduled on a Thursday (35 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
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 June 12, 2025.
Read through reviews of airlines operating flights from Durham to Chicago, such as Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
Food
Overall
Comfort
Entertainment
Boarding
Crew
Reviews
John,May 2025
PVD - BNA
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.
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Alternative routes for Durham to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$163 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$263 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$102 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$315 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$143 | Average$362 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$168 | Average$316 | FlexibilityNo cancel fee | On-time63% |