$117+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
RDU — CHI
Sep 10 — Sep 171
Round-trip
1 adult, Economy
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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 December or October, booked 76 days in advance, depart on a Thursday or Friday and return on a Friday
Cheap flight deals from Durham to Chicago
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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 August 11, 2026.
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 August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:59 pm -
2 stops23h 09m
Mon 8/317:05 am -
1 stop15h 54m
Deal found 8/10![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:56 pm -
1 stop10h 48m
Mon 10/56:25 am -
1 stop5h 13m
Deal found 8/10![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:05 am -
1 stop15h 03m
Mon 9/78:37 am -
1 stop23h 16m
Deal found 8/10![Frontier logo]()
$237
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 12/117:15 pm -
Nonstop2h 05m
Mon 12/148:15 am -
Nonstop1h 50m
Deal found 8/11![Southwest logo]()
$237
This Frontier deal was found by Cheapflights users on 8/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:17 pm -
1 stop7h 06m
Sun 10/116:05 am -
1 stop6h 09m
Deal found 8/10![Frontier logo]()
$238
This deal was found by Cheapflights users on 8/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:56 pm -
1 stop4h 55m
Sun 9/276:25 am -
1 stop5h 13m
Deal found 8/9![Frontier logo]()
$238
This FlightHub deal was found by Cheapflights users on 8/7. 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.
Wed 8/195:58 pm -
1 stop6h 10m
Sat 8/295:59 pm -
1 stop16h 36m
Deal found 8/7![Frontier logo]()
$239
This Delta deal was found by Cheapflights users on 8/10. 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.
Thu 9/245:34 am -
1 stop4h 33m
Thu 10/16:05 am -
1 stop5h 28m
Deal found 8/10![Delta logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/249:13 am -
1 stop14h 55m
Wed 9/27:44 pm -
1 stop11h 34m
Deal found 8/7![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/129:46 pm -
2 stops21h 00m
Mon 9/146:25 am -
1 stop5h 13m
Deal found 8/7![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am -
1 stop14h 54m
Thu 9/31:59 pm -
1 stop9h 00m
Deal found 8/10![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:15 pm -
1 stop7h 32m
Sun 9/611:50 am -
1 stop11h 09m
Deal found 8/11![Frontier logo]()
$241
Best flights from Durham to ChicagoDiscover carefully curated flight deals from Durham to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
Discover carefully curated flight deals from Durham to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 11, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:25 am -
Nonstop2h 24m
Fri 9/42:30 pm -
Nonstop2h 11m
Deal found 8/10![United Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 8/7. 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.
Thu 10/86:55 am -
Nonstop2h 00m
Mon 10/125:00 am -
1 stop5h 55m
Deal found 8/7![Southwest logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:58 pm -
2 stops22h 11m
Mon 8/317:04 pm -
1 stop13h 48m
Deal found 8/11![Multiple Airlines logo]()
$250
This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:00 am -
1 stop7h 45m
Mon 9/283:00 pm -
1 stop6h 19m
Deal found 8/8![JetBlue logo]()
$255
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 9/1512:26 pm -
1 stop5h 11m
Fri 9/185:10 pm -
1 stop5h 02m
Deal found 8/10![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/49:35 pm -
1 stop13h 19m
Fri 11/67:58 pm -
1 stop12h 01m
Deal found 8/9![Multiple Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 8/7. 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.
Wed 9/166:00 am -
1 stop4h 00m
Thu 9/176:30 pm -
Nonstop2h 00m
Deal found 8/7![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Fri 12/258:00 pm -
1 stop4h 22m
Tue 12/292:24 pm -
Nonstop2h 06m
Deal found 8/9![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 8/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 pm -
Nonstop1h 55m
Sun 9/138:05 am -
Nonstop2h 00m
Deal found 8/9![Southwest logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:59 pm -
1 stop11h 00m
Sun 10/1810:30 am -
2 stops20h 00m
Deal found 8/11![Multiple Airlines logo]()
$280
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 9/58:06 am -
Nonstop2h 24m
Sun 9/610:50 am -
Nonstop2h 17m
Deal found 8/9![United Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:20 pm -
Nonstop2h 00m
Sun 10/48:55 pm -
Nonstop2h 00m
Deal found 8/10![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 8/8. 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.
Fri 11/201:55 pm -
1 stop6h 07m
Mon 11/236:19 pm -
1 stop5h 07m
Deal found 8/8![Delta logo]()
$367
This United Airlines deal was found by Cheapflights users on 8/7. 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 9/36:25 am -
Nonstop2h 24m
Mon 9/77:10 am -
Nonstop2h 16m
Deal found 8/7![United Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:45 pm -
Nonstop1h 55m
Thu 10/16:25 pm -
1 stop4h 25m
Deal found 8/10![Southwest logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/19:35 pm -
1 stop11h 24m
Sun 10/49:36 pm -
2 stops12h 34m
Deal found 8/6![Multiple Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 8/7. 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 10/105:05 pm -
Nonstop1h 55m
Sun 10/118:15 am -
1 stop3h 50m
Deal found 8/7![Southwest logo]()
$301
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 10/1710:20 am -
Nonstop2h 24m
Tue 10/209:05 am -
Nonstop2h 23m
Deal found 8/9![United Airlines logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/89:59 pm -
1 stop11h 03m
Mon 10/126:13 pm -
1 stop14h 46m
Deal found 8/7![Multiple Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 8/6. 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 8/226:55 am -
1 stop6h 04m
Mon 8/317:10 am -
Nonstop2h 16m
Deal found 8/6![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 8/8. 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.
Sun 9/136:50 pm -
Nonstop1h 55m
Wed 9/232:40 pm -
Nonstop1h 55m
Deal found 8/8![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Thu 10/111:30 am -
Nonstop2h 31m
Mon 10/53:35 pm -
Nonstop2h 13m
Deal found 8/9![United Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/96:35 am -
2 stops13h 37m
Mon 10/126:13 pm -
1 stop14h 46m
Deal found 8/8![Multiple Airlines logo]()
$418
This Southwest deal was found by Cheapflights users on 8/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:30 am -
Nonstop1h 50m
Tue 9/152:00 pm -
1 stop6h 35m
Deal found 8/9![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 8/7. 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.
Wed 10/147:05 am -
1 stop5h 55m
Sun 10/189:05 am -
Nonstop2h 23m
Deal found 8/7![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am -
1 stop4h 00m
Mon 9/78:50 am -
Nonstop2h 00m
Deal found 8/10![Southwest logo]()
$356
Last-minute flights from Durham to ChicagoDiscover last-minute flight deals from Durham to Chicago. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Durham to Chicago. Data last updated August 11, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 8/7. 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.
Wed 8/195:58 pm -
1 stop6h 10m
Sat 8/295:59 pm -
1 stop16h 36m
Deal found 8/7![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:11 pm -
1 stop10h 42m
Tue 9/87:05 am -
1 stop15h 54m
Deal found 8/10![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/249:13 am -
1 stop14h 55m
Wed 9/27:44 pm -
1 stop11h 34m
Deal found 8/7![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am -
1 stop14h 54m
Thu 9/31:59 pm -
1 stop9h 00m
Deal found 8/10![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/276:05 am -
1 stop17h 42m
Mon 8/3111:50 am -
1 stop11h 09m
Deal found 8/7![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:59 pm -
2 stops23h 09m
Mon 8/317:05 am -
1 stop15h 54m
Deal found 8/10![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:05 am -
1 stop15h 03m
Mon 9/78:37 am -
1 stop23h 16m
Deal found 8/10![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:15 pm -
1 stop7h 32m
Sun 9/611:50 am -
1 stop11h 09m
Deal found 8/11![Frontier logo]()
$241
This deal was found by Cheapflights users on 8/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:56 pm -
1 stop4h 55m
Sun 9/276:25 am -
1 stop5h 13m
Deal found 8/9![Frontier logo]()
$238
This deal was found by Cheapflights users on 8/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:56 pm -
1 stop5h 27m
Tue 9/226:20 am -
1 stop5h 18m
Deal found 8/9![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/129:46 pm -
2 stops21h 00m
Mon 9/146:25 am -
1 stop5h 13m
Deal found 8/7![Multiple Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 8/10. 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.
Thu 9/245:34 am -
1 stop4h 33m
Thu 10/16:05 am -
1 stop5h 28m
Deal found 8/10![Delta logo]()
$239
One-way flights from Durham to ChicagoSearch for one-way flight options from Durham to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
Search for one-way flight options from Durham to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/112:53 pm -
2 stops20h 00m
Deal found 8/6![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:35 pm -
2 stops21h 16m
Deal found 8/11![Frontier logo]()
$117
This American Airlines deal was found by Cheapflights users on 8/7. 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.
Tue 9/11:51 pm -
Nonstop2h 39m
Deal found 8/7![American Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/49:35 pm -
1 stop13h 19m
Deal found 8/9![Multiple Airlines logo]()
$118
This Southwest deal was found by Cheapflights users on 8/7. 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 8/293:50 pm -
Nonstop2h 00m
Deal found 8/7![Southwest logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/119:59 pm -
2 stops35h 16m
Deal found 8/9![Frontier logo]()
$119
This Southwest deal was found by Cheapflights users on 8/6. 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.
Sun 9/66:50 am -
2 stops5h 50m
Deal found 8/6![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:59 pm -
2 stops23h 09m
Deal found 8/9![Frontier logo]()
$120
This Trip.com deal was found by Cheapflights users on 8/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/294:15 pm -
1 stop7h 32m
Deal found 8/10![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/49:35 pm -
2 stops21h 48m
Deal found 8/9![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:14 pm -
1 stop21h 37m
Deal found 8/9![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/191:14 pm -
1 stop22h 51m
Deal found 8/7![Multiple Airlines logo]()
$122
Find flight deals from Durham to Chicago
Keep the following information in mind while searching for Durham to Chicago flight deals. Data was last updated August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $236 (Kiwi.com) |
One-way from | $117 (Kiwi.com) |
Popular in | July |
Cheapest in | December |
Average price | $297 |
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 August 11, 2026.
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
Cheapest round-trip
RaleighChicago
RDU Raleigh-Durham - ORD Chicago O'Hare Intl
RDUORD
Raleigh-Durham
Thu 9/3
6:25 am-7:49 am
Nonstop2h 24m
Chicago O'Hare Intl
Fri 9/4
2:30 pm-5:41 pm
Nonstop2h 11m
$243
RaleighChicago
RDU Raleigh-Durham - MDW Chicago Midway
RDUMDW
Raleigh-Durham
Thu 10/8
6:55 am-7:55 am
Nonstop2h 00m
Chicago Midway
Mon 10/12
5:00 am-11:55 am
1 stop5h 55m
$245
RaleighChicago
RDU Raleigh-Durham - RFD Chicago Greater Rockford
RDURFD
Raleigh-Durham
Wed 8/26
5:58 pm-3:09 pm
2 stops22h 11m
Chicago Greater Rockford
Mon 8/31
7:04 pm-9:52 am
1 stop13h 48m
$250
RaleighChicago
RDU Raleigh-Durham - ORD Chicago O'Hare Intl
RDUORD
Raleigh-Durham
Mon 9/21
7:00 am-1:45 pm
1 stop7h 45m
Chicago O'Hare Intl
Mon 9/28
3:00 pm-10:19 pm
1 stop6h 19m
$255
RaleighChicago
RDU Raleigh-Durham - ORD Chicago O'Hare Intl
RDUORD
Raleigh-Durham
Tue 9/15
12:26 pm-4:37 pm
1 stop5h 11m
Chicago O'Hare Intl
Fri 9/18
5:10 pm-11:12 pm
1 stop5h 02m
$257
RaleighChicago
RDU Raleigh-Durham - RFD Chicago Greater Rockford
RDURFD
Raleigh-Durham
Sun 10/4
9:35 pm-9:54 am
1 stop13h 19m
Chicago Greater Rockford
Fri 11/6
7:58 pm-8:59 am
1 stop12h 01m
$269
RaleighChicago
RDU Raleigh-Durham - MDW Chicago Midway
RDUMDW
Raleigh-Durham
Wed 9/16
6:00 am-9:00 am
1 stop4h 00m
Chicago Midway
Thu 9/17
6:30 pm-9:30 pm
Nonstop2h 00m
$273
RaleighChicago
RDU Raleigh-Durham - ORD Chicago O'Hare Intl
RDUORD
Raleigh-Durham
Fri 12/25
8:00 pm-11:22 pm
1 stop4h 22m
Chicago O'Hare Intl
Tue 12/29
2:24 pm-5:30 pm
Nonstop2h 06m
$277
RaleighChicago
RDU Raleigh-Durham - MDW Chicago Midway
RDUMDW
Raleigh-Durham
Fri 9/11
6:45 pm-7:40 pm
Nonstop1h 55m
Chicago Midway
Sun 9/13
8:05 am-11:05 am
Nonstop2h 00m
$277
RaleighChicago
RDU Raleigh-Durham - RFD Chicago Greater Rockford
RDURFD
Raleigh-Durham
Thu 10/15
9:59 pm-7:59 am
1 stop11h 00m
Chicago Greater Rockford
Sun 10/18
10:30 am-7:30 am
2 stops20h 00m
$280
Showing 1-10 of 56 resultsSorted by cheapest first
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.
RDU-ORD
RDU-MDW
RDU-RFD
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
DU8-CHI
RDU-ORD
RDU-MDW
RDU-RFD
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 August 11, 2026.
One of the essential ways to save on airfare from Durham to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 22% on airfare.
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 August 11, 2026.
The most flights from DU8 to CHI are scheduled on a Sunday (39 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (15 on average).
How much does it cost to fly round-trip from Durham to Chicago?
Airfare is typical for this route at the moment.
Durham to Chicago flights typically cost between $209 and $343 in August.The cheapest round-trip price found within the last 5 days was $236 on Frontier (Aug 28-Aug 31).
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 August 8, 2026.
Travelers seeking maximum savings on their Durham to Chicago flight should consider departing on Friday 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.
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 August 11, 2026.
Read through reviews of airlines operating flights from Durham to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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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.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 11, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Durham to Chicago by cabin class
Find flights from Durham to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Durham and Chicago flights
Browse other Durham and Chicago flight options. Last updated on August 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Durham to Chicago flights
Consider these flights traveling from Durham to Chicago.
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 August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$190 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$317 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$330 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$170 | Average$329 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$177 | Average$405 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$188 | Average$345 | FlexibilityNo cancel fee | On-time63% |