$84+ Cheap flights from Chicago (CHI) to Greenville (GSP)
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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Sep 12 — Sep 191
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Greenville 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 Greenville are usually found in January or February, booked 89 days in advance, depart on a Saturday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Greenville
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Cheapest flights from Chicago to GreenvilleExplore the most affordable flight options available from Chicago to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
Explore the most affordable flight options available from Chicago to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2026.
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.
Tue 9/157:11 am -
1 stop9h 03m
Fri 9/182:18 pm -
1 stop26h 02m
Deal found 8/11![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop10h 19m
Mon 9/217:03 pm -
2 stops21h 17m
Deal found 8/12![Multiple Airlines logo]()
$187
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 9/247:11 am -
1 stop29h 17m
Mon 9/287:03 pm -
2 stops21h 17m
Deal found 8/11![Multiple Airlines logo]()
$190
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.
Mon 8/318:00 am -
1 stop3h 30m
Tue 9/15:30 pm -
1 stop3h 40m
Deal found 8/10![Southwest logo]()
$195
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:05 am -
1 stop5h 50m
Sat 10/35:35 pm -
1 stop5h 05m
Deal found 8/12![Southwest logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:11 am -
2 stops10h 12m
Mon 10/52:50 pm -
1 stop25h 30m
Deal found 8/12![Multiple Airlines logo]()
$211
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 9/237:11 am -
2 stops11h 33m
Mon 9/2812:11 pm -
1 stop28h 09m
Deal found 8/11![Multiple Airlines logo]()
$215
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.
Thu 9/107:11 am -
1 stop29h 17m
Tue 9/1512:29 pm -
1 stop27h 51m
Deal found 8/10![Multiple Airlines logo]()
$216
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 9/28:05 am -
1 stop22h 52m
Thu 9/103:52 pm -
1 stop8h 07m
Deal found 8/11![Multiple Airlines logo]()
$217
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 9/108:50 am -
2 stops8h 30m
Tue 9/151:20 pm -
2 stops7h 50m
Deal found 8/10![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:45 pm -
1 stop5h 45m
Fri 9/186:55 pm -
1 stop4h 30m
Deal found 8/12![Southwest logo]()
$224
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:00 pm -
2 stops6h 15m
Thu 9/176:55 pm -
1 stop4h 30m
Deal found 8/12![Southwest logo]()
$230
Best flights from Chicago to GreenvilleDiscover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
Discover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop10h 19m
Mon 9/217:03 pm -
2 stops21h 17m
Deal found 8/12![Multiple Airlines logo]()
$187
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.
Mon 8/318:00 am -
1 stop3h 30m
Tue 9/15:30 pm -
1 stop3h 40m
Deal found 8/10![Southwest logo]()
$195
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:55 am -
Nonstop2h 03m
Sun 9/276:20 am -
Nonstop2h 09m
Deal found 8/11![United Airlines logo]()
$279
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.
Mon 10/195:15 pm -
1 stop3h 36m
Sat 10/247:00 am -
1 stop4h 37m
Deal found 8/10![Delta logo]()
$299
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.
Wed 9/212:45 pm -
1 stop5h 40m
Thu 9/104:40 pm -
1 stop5h 20m
Deal found 8/11![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:55 am -
2 stops8h 40m
Sat 10/312:45 pm -
2 stops6h 05m
Deal found 8/12![Southwest logo]()
$210
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:10 am -
2 stops8h 20m
Wed 9/161:20 pm -
2 stops7h 50m
Deal found 8/12![Southwest logo]()
$210
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 9/251:55 pm -
Nonstop2h 10m
Mon 9/285:46 pm -
Nonstop2h 19m
Deal found 8/9![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/231:19 pm -
1 stop3h 58m
Sat 9/267:15 am -
1 stop6h 24m
Deal found 8/12![Delta logo]()
$299
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 9/162:00 pm -
2 stops6h 00m
Fri 9/186:55 pm -
1 stop4h 30m
Deal found 8/10![Southwest logo]()
$230
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:15 pm -
1 stop4h 36m
Sun 10/117:00 am -
1 stop4h 03m
Deal found 8/12![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:29 am -
Nonstop2h 06m
Mon 9/216:10 pm -
Nonstop2h 22m
Deal found 8/12![United Airlines logo]()
$299
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.
Thu 11/51:55 pm -
1 stop6h 32m
Mon 11/910:56 am -
1 stop4h 03m
Deal found 8/8![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:40 am -
1 stop5h 10m
Sat 9/267:15 am -
1 stop6h 43m
Deal found 8/12![Delta logo]()
$299
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 9/255:55 am -
1 stop5h 35m
Fri 10/22:10 pm -
1 stop6h 45m
Deal found 8/11![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:30 am -
1 stop6h 20m
Sat 10/37:15 am -
1 stop4h 22m
Deal found 8/12![Delta logo]()
$299
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.
Fri 9/186:29 am -
Nonstop2h 06m
Mon 9/216:10 pm -
Nonstop2h 22m
Deal found 8/10![United Airlines logo]()
$373
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 10/18:35 am -
1 stop10h 25m
Tue 10/67:20 pm -
1 stop3h 50m
Deal found 8/10![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/217:10 am -
1 stop4h 58m
Mon 12/287:55 pm -
1 stop4h 55m
Deal found 8/12![Delta logo]()
$299
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.
Fri 10/231:55 pm -
1 stop6h 32m
Sun 10/255:40 am -
1 stop3h 59m
Deal found 8/10![Delta logo]()
$299
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:55 pm -
1 stop6h 31m
Sun 9/275:45 am -
1 stop3h 51m
Deal found 8/11![Delta logo]()
$299
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 am -
1 stop4h 10m
Sun 8/302:51 pm -
1 stop4h 58m
Deal found 8/9![Delta logo]()
$319
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated August 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated August 13, 2026 and is based on user searches.
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.
Mon 8/318:00 am -
1 stop3h 30m
Tue 9/15:30 pm -
1 stop3h 40m
Deal found 8/10![Southwest logo]()
$195
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 9/28:05 am -
1 stop22h 52m
Thu 9/103:52 pm -
1 stop8h 07m
Deal found 8/11![Multiple Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:00 pm -
2 stops6h 15m
Thu 9/176:55 pm -
1 stop4h 30m
Deal found 8/12![Southwest logo]()
$230
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.
Thu 9/107:11 am -
1 stop29h 17m
Tue 9/1512:29 pm -
1 stop27h 51m
Deal found 8/10![Multiple Airlines logo]()
$216
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 9/108:50 am -
2 stops8h 30m
Tue 9/151:20 pm -
2 stops7h 50m
Deal found 8/10![Southwest logo]()
$222
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.
Tue 9/157:11 am -
1 stop9h 03m
Fri 9/182:18 pm -
1 stop26h 02m
Deal found 8/11![Multiple Airlines logo]()
$178
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:45 pm -
1 stop5h 45m
Fri 9/186:55 pm -
1 stop4h 30m
Deal found 8/12![Southwest logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:50 pm -
1 stop15h 55m
Mon 9/217:03 pm -
2 stops21h 17m
Deal found 8/12![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop10h 19m
Mon 9/217:03 pm -
2 stops21h 17m
Deal found 8/12![Multiple Airlines logo]()
$187
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 9/237:11 am -
2 stops11h 33m
Mon 9/2812:11 pm -
1 stop28h 09m
Deal found 8/11![Multiple Airlines logo]()
$215
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 9/247:11 am -
1 stop29h 17m
Mon 9/287:03 pm -
2 stops21h 17m
Deal found 8/11![Multiple Airlines logo]()
$190
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:05 am -
1 stop5h 50m
Sat 10/35:35 pm -
1 stop5h 05m
Deal found 8/12![Southwest logo]()
$200
One-way flights from Chicago to GreenvilleSearch for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated August 13, 2026.
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 9/247:11 am -
1 stop29h 17m
Deal found 8/11![Multiple Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:05 am -
1 stop22h 52m
Deal found 8/12![Multiple Airlines logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:11 am -
1 stop10h 19m
Deal found 8/12![Multiple Airlines logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:11 am -
2 stops25h 16m
Deal found 8/12![Multiple Airlines logo]()
$92
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 10/67:11 am -
1 stop9h 03m
Deal found 8/10![Multiple Airlines logo]()
$94
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.
Mon 8/318:00 am -
1 stop3h 30m
Deal found 8/10![Southwest logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:11 am -
2 stops10h 12m
Deal found 8/12![Multiple Airlines logo]()
$96
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:40 pm -
1 stop5h 15m
Deal found 8/12![Southwest logo]()
$100
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.
Thu 9/107:11 am -
1 stop29h 17m
Deal found 8/9![Multiple Airlines logo]()
$106
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 10/87:45 am -
1 stop23h 26m
Deal found 8/11![Multiple Airlines logo]()
$109
This Southwest deal was found by Cheapflights users on 8/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:45 pm -
1 stop7h 45m
Deal found 8/12![Southwest logo]()
$130
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.
Tue 9/812:45 pm -
1 stop5h 45m
Deal found 8/9![Southwest logo]()
$150
Find flight deals from Chicago to Greenville
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Greenville (GSP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Kiwi.com) |
One-way from | $84 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $314 |
Good round-trip deal | $277 or less |
Good one-way deal | $189 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Greenville 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 13, 2026.
Use the filters below to find and compare flights from Chicago to Greenville that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Fri 9/18
7:11 am-6:30 pm
1 stop10h 19m
Greenville
Mon 9/21
7:03 pm-3:20 pm
2 stops21h 17m
$187
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 8/31
8:00 am-12:30 pm
1 stop3h 30m
Greenville
Tue 9/1
5:30 pm-8:10 pm
1 stop3h 40m
$195
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 9/2
12:45 pm-7:25 pm
1 stop5h 40m
Greenville
Thu 9/10
4:40 pm-9:00 pm
1 stop5h 20m
$200
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Sat 9/26
7:55 am-5:35 pm
2 stops8h 40m
Greenville
Sat 10/3
12:45 pm-5:50 pm
2 stops6h 05m
$210
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 9/9
10:10 am-7:30 pm
2 stops8h 20m
Greenville
Wed 9/16
1:20 pm-8:10 pm
2 stops7h 50m
$210
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 9/16
2:00 pm-9:00 pm
2 stops6h 00m
Greenville
Fri 9/18
6:55 pm-10:25 pm
1 stop4h 30m
$230
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Fri 9/25
5:55 am-12:30 pm
1 stop5h 35m
Greenville
Fri 10/2
2:10 pm-7:55 pm
1 stop6h 45m
$274
Quickest round-trip
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Thu 9/24
6:55 am-9:58 am
Nonstop2h 03m
Greenville
Sun 9/27
6:20 am-7:29 am
Nonstop2h 09m
$279
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Fri 9/25
1:55 pm-5:05 pm
Nonstop2h 10m
Greenville
Mon 9/28
5:46 pm-7:05 pm
Nonstop2h 19m
$279
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Thu 10/1
8:35 am-8:00 pm
1 stop10h 25m
Greenville
Tue 10/6
7:20 pm-10:10 pm
1 stop3h 50m
$295
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago to Greenville
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Greenville in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Greenville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Greenville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Greenville flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Greenville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Greenville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Greenville
Have a flexible travel schedule? Discover the best time to fly to Greenville from Chicago with our price prediction graph.
CHI-GSP
ORD-GSP
MDW-GSP
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 Greenville
CHI-GSP
ORD-GSP
MDW-GSP
What is the cheapest month to book a flight from Chicago to Greenville?
Currently, January is the cheapest month in which you can book a flight from Chicago to Greenville (average of $243). Flying from Chicago to Greenville in May is currently the most expensive (average of $359). 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 GSP?
Find hourly flight availability from Chicago to Greenville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 13, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Chicago to Greenville
Explore weekly flight availability from Chicago to Greenville. 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 13, 2026.
The most flights from CHI to GSP are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Chicago to Greenville?
Airfare is below average for this route at the moment.
Chicago to Greenville flights typically cost between $269 and $358 in September.The cheapest round-trip price found within the last 5 days was $178 on Multiple Airlines (Sep 15-Sep 18).
How far ahead should I book a flight from Chicago to Greenville?
Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Greenville. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Chicago to Greenville?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Greenville. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Chicago to Greenville flight should consider departing on Wednesday at noon 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 Greenville
Get insights into the airlines that provide service to Greenville. 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 Greenville. Reviews last updated August 13, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Greenville by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.1
Food
6.7
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Entertainment
7.1
Food
6.7
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Entertainment
7.1
Food
6.7
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Greenville. 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 Greenville?
Book flights to Greenville if you plan to visit one of these locationsGreer
Simpsonville
Greenwood
Duncan
Anderson
Seneca
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Other flights to Greenville
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Chicago and Greenville flights
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Top 2 airlines flying from Chicago to Greenville
Discover the top 2 airlines that operate flights from Chicago to Greenville. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$300 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$318 | FlexibilityNo cancel fee | On-time69% |