$99+ 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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RDU
may. 11 — may. 181
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Durham 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 Chicago to Durham are usually found in October or September, booked 63 days in advance, depart on a Thursday or Friday and return on a Thursday
Cheap flight deals from Chicago to Durham
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Best
Last-minute
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Cheapest flights from Chicago to DurhamExplore 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 abril 11, 2026.
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 abril 11, 2026.
This Frontier deal was found by Cheapflights users on 4/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/196:00 am
MDW
- RDU
1 stop5h 04m
Frontier
sáb. 5/2311:56 am
RDU
- MDW
1 stop11h 06m
Frontier
Deal found 4/9![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
vie. 5/14:28 pm
ORD
- RDU
1 stop6h 15m
Frontier
mié. 5/61:23 pm
RDU
- ORD
1 stop8h 09m
Frontier
Deal found 4/6![Frontier logo]()
$165
This Super.com deal was found by Cheapflights users on 4/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/84:52 pm
MDW
- RDU
1 stop25h 05m
Frontier
lun. 5/116:15 am
RDU
- MDW
1 stop5h 54m
Frontier
Deal found 4/8![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
vie. 5/14:28 pm
ORD
- RDU
1 stop6h 15m
Frontier
lun. 5/43:42 pm
RDU
- ORD
1 stop7h 57m
Frontier
Deal found 4/6![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
vie. 5/18:58 pm
ORD
- RDU
2 stops24h 57m
Frontier
dom. 5/39:20 pm
RDU
- ORD
Nonstop2h 19m
Frontier
Deal found 4/9![Frontier logo]()
$167
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/111:33 am
MDW
- RDU
1 stop7h 22m
Frontier
dom. 5/33:42 pm
RDU
- MDW
1 stop7h 37m
Frontier
Deal found 4/6![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 4/10. 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.
dom. 4/262:10 pm
ORD
- RDU
Nonstop2h 07m
Frontier
vie. 5/110:05 pm
RDU
- ORD
Nonstop2h 19m
Frontier
Deal found 4/10![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
mar. 7/2112:27 pm
MDW
- RDU
1 stop11h 02m
Frontier
mar. 7/2812:54 pm
RDU
- MDW
1 stop10h 17m
Frontier
Deal found 4/7![Frontier logo]()
$169
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/242:09 pm
ORD
- RDU
Nonstop2h 07m
Frontier
sáb. 4/259:27 am
RDU
- ORD
1 stop12h 50m
Frontier
Deal found 4/9![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 4/10. 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.
jue. 4/231:12 pm
ORD
- RDU
Nonstop2h 07m
Frontier
dom. 4/266:12 pm
RDU
- ORD
1 stop6h 43m
Frontier
Deal found 4/10![Frontier logo]()
$170
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/84:52 pm
MDW
- RDU
1 stop25h 05m
Frontier
dom. 5/106:15 am
RDU
- MDW
1 stop5h 54m
Frontier
Deal found 4/6![Frontier logo]()
$171
This CheapOair deal was found by Cheapflights users on 4/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/85:30 pm
ORD
- RDU
1 stop14h 51m
Frontier
jue. 5/148:09 am
RDU
- ORD
1 stop9h 45m
Frontier
Deal found 4/8![Frontier logo]()
$171
Best flights from Chicago to DurhamDiscover carefully curated flight deals from Chicago to Durham that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 11, 2026.
Discover carefully curated flight deals from Chicago to Durham that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 11, 2026.
This Southwest deal was found by Cheapflights users on 4/9. 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.
jue. 5/146:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
dom. 5/178:00 am
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 4/9![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 4/6. 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.
mar. 5/511:00 am
ORD
- RDU
Nonstop2h 09m
United Airlines
lun. 5/116:20 am
RDU
- ORD
Nonstop2h 28m
United Airlines
Deal found 4/6![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 4/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/1612:00 pm
ORD
- RDU
1 stop5h 45m
Delta
lun. 5/187:55 pm
RDU
- ORD
1 stop5h 04m
Delta
Deal found 4/9![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 4/9. 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.
jue. 5/146:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
mié. 5/206:40 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 4/9![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 4/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/96:05 pm
ORD
- RDU
Nonstop2h 08m
United Airlines
lun. 5/118:14 pm
RDU
- ORD
Nonstop2h 40m
United Airlines
Deal found 4/11![United Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 4/6. 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.
vie. 5/157:45 am
MDW
- RDU
Nonstop1h 50m
Southwest
vie. 5/158:20 pm
RDU
- MDW
1 stop4h 10m
Southwest
Deal found 4/6![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/6. 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.
lun. 5/49:35 pm
ORD
- RDU
Nonstop2h 15m
United Airlines
lun. 5/116:20 am
RDU
- ORD
Nonstop2h 28m
United Airlines
Deal found 4/6![United Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 4/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/305:30 am
ORD
- RDU
1 stop5h 11m
Delta
lun. 7/61:49 pm
RDU
- ORD
1 stop5h 53m
Delta
Deal found 4/6![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 4/6. 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.
mié. 5/136:05 pm
MDW
- RDU
Nonstop1h 50m
Southwest
sáb. 5/1612:55 pm
RDU
- MDW
1 stop7h 25m
Southwest
Deal found 4/6![Southwest logo]()
$247
This United Airlines deal was found by Cheapflights users on 4/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/2110:48 am
ORD
- RDU
Nonstop2h 13m
United Airlines
mié. 6/245:07 pm
RDU
- ORD
Nonstop2h 30m
United Airlines
Deal found 4/11![United Airlines logo]()
$277
This KAYAK deal was found by Cheapflights users on 4/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/45:53 pm
ORD
- RDU
1 stop4h 26m
Delta
jue. 5/71:17 pm
RDU
- ORD
1 stop4h 12m
Delta
Deal found 4/6![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 4/9. 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.
vie. 5/83:50 pm
MDW
- RDU
1 stop5h 25m
Southwest
dom. 5/106:05 am
RDU
- MDW
2 stops6h 55m
Southwest
Deal found 4/9![Southwest logo]()
$262
This United Airlines deal was found by Cheapflights users on 4/7. 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.
jue. 5/286:25 pm
ORD
- RDU
Nonstop2h 12m
United Airlines
dom. 5/3110:05 am
RDU
- ORD
Nonstop2h 26m
United Airlines
Deal found 4/7![United Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 4/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/2311:05 am
MDW
- RDU
1 stop5h 15m
Delta
vie. 6/265:33 am
RDU
- MDW
1 stop4h 41m
Delta
Deal found 4/7![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 4/9. 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.
vie. 5/152:40 pm
ORD
- RDU
2 stops7h 30m
Southwest
lun. 5/185:35 am
RDU
- ORD
2 stops8h 15m
Southwest
Deal found 4/9![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 4/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/35:15 am
ORD
- RDU
1 stop4h 12m
Delta
dom. 5/37:59 pm
RDU
- ORD
1 stop5h 00m
Delta
Deal found 4/6![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/10. 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.
vie. 5/292:30 pm
MDW
- RDU
1 stop7h 15m
Southwest
lun. 6/15:35 am
RDU
- MDW
2 stops8h 35m
Southwest
Deal found 4/10![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 4/9. 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.
lun. 5/186:05 pm
ORD
- RDU
Nonstop2h 08m
United Airlines
mar. 5/268:00 am
RDU
- ORD
Nonstop2h 26m
United Airlines
Deal found 4/9![United Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 4/6. 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.
jue. 5/146:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
vie. 5/157:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 4/6![Southwest logo]()
$287
This United Airlines deal was found by Cheapflights users on 4/9. 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.
mar. 7/78:40 am
ORD
- RDU
1 stop4h 28m
United Airlines
jue. 7/98:00 am
RDU
- ORD
Nonstop2h 26m
United Airlines
Deal found 4/9![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 4/6. 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.
vie. 5/16:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
dom. 5/36:35 am
RDU
- MDW
1 stop6h 35m
Southwest
Deal found 4/6![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 4/8. 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.
lun. 4/276:55 pm
MDW
- RDU
Nonstop1h 50m
Southwest
mié. 4/296:40 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 4/8![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 4/6. 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.
sáb. 4/257:50 am
MDW
- RDU
Nonstop1h 50m
Southwest
lun. 4/277:45 pm
RDU
- MDW
Nonstop2h 00m
Southwest
Deal found 4/6![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 4/8. 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.
vie. 5/82:40 pm
MDW
- RDU
Nonstop1h 50m
Southwest
lun. 5/118:20 pm
RDU
- MDW
1 stop4h 10m
Southwest
Deal found 4/8![Southwest logo]()
$317
Last-minute flights from Chicago to DurhamDiscover last-minute flight deals from Chicago to Durham. Data last updated abril 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Durham. Data last updated abril 11, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/212:15 pm
MDW
- RDU
1 stop8h 00m
Frontier
mar. 5/56:15 am
RDU
- MDW
1 stop5h 54m
Frontier
Deal found 4/7![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 4/10. 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.
jue. 4/231:12 pm
ORD
- RDU
Nonstop2h 07m
Frontier
dom. 4/266:12 pm
RDU
- ORD
1 stop6h 43m
Frontier
Deal found 4/10![Frontier logo]()
$170
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/242:09 pm
ORD
- RDU
Nonstop2h 07m
Frontier
sáb. 4/259:27 am
RDU
- ORD
1 stop12h 50m
Frontier
Deal found 4/9![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 4/10. 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.
dom. 4/262:10 pm
ORD
- RDU
Nonstop2h 07m
Frontier
vie. 5/110:05 pm
RDU
- ORD
Nonstop2h 19m
Frontier
Deal found 4/10![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/272:07 pm
ORD
- RDU
Nonstop2h 07m
Frontier
jue. 4/305:14 pm
RDU
- ORD
Nonstop2h 19m
Frontier
Deal found 4/7![Frontier logo]()
$172
This CheapOair deal was found by Cheapflights users on 4/10. 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.
jue. 4/302:15 pm
MDW
- RDU
1 stop8h 05m
Frontier
sáb. 5/211:53 am
RDU
- MDW
1 stop20h 48m
Frontier
Deal found 4/10![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
vie. 5/14:28 pm
ORD
- RDU
1 stop6h 15m
Frontier
lun. 5/43:42 pm
RDU
- ORD
1 stop7h 57m
Frontier
Deal found 4/6![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
vie. 5/18:58 pm
ORD
- RDU
2 stops24h 57m
Frontier
dom. 5/39:20 pm
RDU
- ORD
Nonstop2h 19m
Frontier
Deal found 4/9![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 4/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/84:52 pm
MDW
- RDU
1 stop25h 05m
Frontier
lun. 5/116:15 am
RDU
- MDW
1 stop5h 54m
Frontier
Deal found 4/8![Frontier logo]()
$166
This CheapOair deal was found by Cheapflights users on 4/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/85:30 pm
ORD
- RDU
1 stop14h 51m
Frontier
jue. 5/148:09 am
RDU
- ORD
1 stop9h 45m
Frontier
Deal found 4/8![Frontier logo]()
$171
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 5/105:49 pm
ORD
- RDU
1 stop12h 35m
Frontier
sáb. 5/239:46 am
RDU
- ORD
1 stop27h 51m
Frontier
Deal found 4/9![Frontier logo]()
$165
This Frontier deal was found by Cheapflights users on 4/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/196:00 am
MDW
- RDU
1 stop5h 04m
Frontier
sáb. 5/2311:56 am
RDU
- MDW
1 stop11h 06m
Frontier
Deal found 4/9![Frontier logo]()
$165
One-way flights from Chicago to DurhamSearch for one-way flight options from Chicago to Durham. Find affordable one-way fares based on user searches. Data last updated abril 11, 2026.
Search for one-way flight options from Chicago to Durham. Find affordable one-way fares based on user searches. Data last updated abril 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
vie. 6/196:00 am
MDW
- RDU
1 stop25h 03m
Frontier
Deal found 4/8![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
dom. 5/319:20 am
ORD
- RDU
1 stop21h 04m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
jue. 5/286:00 am
MDW
- RDU
1 stop17h 24m
Frontier
Deal found 4/11![Frontier logo]()
$100
This Super.com deal was found by Cheapflights users on 4/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/157:55 am
ORD
- RDU
1 stop29h 09m
Frontier
Deal found 4/8![Frontier logo]()
$100
This Booking.com deal was found by Cheapflights users on 4/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/2311:59 am
MDW
- RDU
1 stop11h 27m
Frontier
Deal found 4/8![Frontier logo]()
$101
This Orbitz deal was found by Cheapflights users on 4/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/169:48 pm
ORD
- RDU
1 stop12h 43m
Frontier
Deal found 4/8![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
sáb. 5/29:14 am
MDW
- RDU
2 stops12h 41m
Frontier
Deal found 4/6![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
sáb. 5/27:34 pm
ORD
- RDU
2 stops36h 12m
Frontier
Deal found 4/8![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 4/11. 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.
sáb. 4/257:34 pm
MDW
- RDU
2 stops35h 44m
Frontier
Deal found 4/11![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 4/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/231:12 pm
ORD
- RDU
Nonstop2h 07m
Frontier
Deal found 4/8![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
dom. 5/176:00 am
MDW
- RDU
1 stop5h 02m
Frontier
Deal found 4/9![Frontier logo]()
$104
This Expedia deal was found by Cheapflights users on 4/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/242:09 pm
ORD
- RDU
Nonstop2h 07m
Frontier
Deal found 4/8![Frontier logo]()
$104
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 abril 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $165 (Frontier) |
One-way from | $99 (Kiwi.com) |
Popular in | January |
Cheapest in | October |
Average price | $294 |
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 abril 11, 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
Cheapest round-trip
Quickest round-trip
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
jue. 5/14
6:55 pm-9:45 pm
Nonstop1h 50m
Raleigh-Durham
dom. 5/17
8:00 am-9:00 am
Nonstop2h 00m
$237
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
mar. 5/5
11:00 am-2:09 pm
Nonstop2h 09m
Raleigh-Durham
lun. 5/11
6:20 am-7:48 am
Nonstop2h 28m
$237
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
jue. 5/14
6:55 pm-9:45 pm
Nonstop1h 50m
Raleigh-Durham
mié. 5/20
6:40 pm-7:40 pm
Nonstop2h 00m
$237
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
vie. 5/15
7:45 am-10:35 am
Nonstop1h 50m
Raleigh-Durham
vie. 5/15
8:20 pm-11:30 pm
1 stop4h 10m
$247
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
mié. 5/13
6:05 pm-8:55 pm
Nonstop1h 50m
Raleigh-Durham
sáb. 5/16
12:55 pm-7:20 pm
1 stop7h 25m
$247
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
sáb. 5/9
6:05 pm-9:13 pm
Nonstop2h 08m
Raleigh-Durham
lun. 5/11
8:14 pm-9:54 pm
Nonstop2h 40m
$251
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
lun. 5/4
9:35 pm-12:50 am
Nonstop2h 15m
Raleigh-Durham
lun. 5/11
6:20 am-7:48 am
Nonstop2h 28m
$251
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
sáb. 5/16
12:00 pm-6:45 pm
1 stop5h 45m
Raleigh-Durham
lun. 5/18
7:55 pm-11:59 pm
1 stop5h 04m
$257
ChicagoRaleigh
MDW - RDU
MDWRDU
Chicago Midway
vie. 5/8
3:50 pm-10:15 pm
1 stop5h 25m
Raleigh-Durham
dom. 5/10
6:05 am-12:00 pm
2 stops6h 55m
$262
ChicagoRaleigh
ORD - RDU
ORDRDU
Chicago O'Hare Intl
vie. 5/15
2:40 pm-11:10 pm
2 stops7h 30m
Raleigh-Durham
lun. 5/18
5:35 am-12:50 pm
2 stops8h 15m
$267
Showing 1-10 of 46 resultsSorted by cheapest first
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.
MDW-RDU
ORD-RDU
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
CHI-DU8
MDW-RDU
ORD-RDU
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 April 10, 2026.
Booking 63 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 March is currently the most expensive (average of $157). 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 abril 11, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 11% on flights from Chicago to Durham by exploring options for tickets at noon.
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 April 11, 2026.
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. Monday 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 abril 11, 2026.
The most flights from CHI to DU8 are scheduled on a Friday (34 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (20 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 abril 11, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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.
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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Alternative routes for Chicago to Durham
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Complete your trip
Complete your trip to Durham by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Durham by cabin class
Find flights from Chicago to Durham, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Durham flights
Browse other Chicago and Durham flight options. Last updated on abril 11, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on abril 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Durham flights
Consider these flights traveling from Chicago to Durham.
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 abril 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$305 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$180 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$168 | Average$294 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$169 | Average$356 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$223 | Average$324 | FlexibilityNo cancel fee | On-timeN/A |