$115+ Cheap flights from Chicago (CHI) to Greenville (GSP)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Oct 21 — Oct 281
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 Wednesday and return on a Saturday
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 September 21, 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 September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 11/58:00 am -
1 stop23h 15m
Tue 11/1011:28 am -
2 stops31h 48m
Deal found 9/20![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:00 am -
1 stop23h 15m
Mon 11/98:32 pm -
1 stop21h 31m
Deal found 9/18![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop27h 02m
Mon 11/28:32 pm -
1 stop21h 31m
Deal found 9/17![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 08m
Wed 10/78:24 pm -
2 stops20h 06m
Deal found 9/19![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:30 am -
1 stop12h 42m
Mon 11/308:32 pm -
1 stop29h 27m
Deal found 9/17![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:04 am -
1 stop23h 11m
Mon 10/262:49 pm -
2 stops23h 02m
Deal found 9/19![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:55 pm -
Nonstop2h 04m
Sat 11/711:40 am -
Nonstop2h 20m
Deal found 9/18![American Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:00 am -
2 stops11h 12m
Mon 11/28:32 pm -
1 stop21h 31m
Deal found 9/17![Multiple Airlines logo]()
$315
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm -
Nonstop2h 06m
Sun 10/186:01 am -
Nonstop2h 21m
Deal found 9/16![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:08 am -
Nonstop2h 06m
Mon 12/2811:44 am -
Nonstop2h 22m
Deal found 9/16![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:04 am -
1 stop5h 56m
Sat 10/247:20 am -
1 stop6h 27m
Deal found 9/17![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/21. 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 10/302:50 pm -
2 stops5h 45m
Mon 11/28:50 pm -
1 stop4h 15m
Deal found 9/21![Southwest logo]()
$344
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 September 21, 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 September 21, 2026.
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/166:17 pm -
Nonstop2h 00m
Sun 10/186:20 am -
Nonstop2h 09m
Deal found 9/21![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/20. 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 11/136:00 am -
1 stop4h 07m
Mon 11/167:19 pm -
1 stop4h 35m
Deal found 9/20![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 9/20. 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 10/253:00 pm -
2 stops6h 55m
Wed 10/281:25 pm -
2 stops9h 35m
Deal found 9/20![Southwest logo]()
$369
This KAYAK deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:54 pm -
Nonstop2h 06m
Mon 10/266:43 pm -
Nonstop2h 30m
Deal found 9/16![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:17 pm -
Nonstop2h 00m
Sun 10/186:20 am -
Nonstop2h 09m
Deal found 9/16![United Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 9/20. 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 10/196:04 am -
1 stop3h 56m
Sat 10/247:00 am -
1 stop4h 37m
Deal found 9/20![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:55 pm -
Nonstop2h 10m
Sat 10/107:35 pm -
1 stop4h 56m
Deal found 9/16![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 9/20. 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 11/126:00 am -
1 stop4h 07m
Sun 11/155:40 am -
1 stop5h 44m
Deal found 9/20![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:05 am -
2 stops7h 55m
Mon 10/198:40 pm -
1 stop4h 15m
Deal found 9/18![Southwest logo]()
$423
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:17 pm -
Nonstop2h 00m
Mon 10/197:35 pm -
1 stop4h 57m
Deal found 9/17![United Airlines logo]()
$375
This KAYAK deal was found by Cheapflights users on 9/21. 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.
Sun 10/117:54 pm -
Nonstop2h 06m
Thu 10/158:33 pm -
1 stop4h 35m
Deal found 9/21![American Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 9/20. 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.
Sun 10/115:27 am -
1 stop4h 33m
Wed 10/1411:05 am -
1 stop6h 27m
Deal found 9/20![Delta logo]()
$424
This Southwest deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:05 am -
1 stop4h 25m
Sun 10/117:35 pm -
1 stop5h 35m
Deal found 9/19![Southwest logo]()
$469
This KAYAK deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:45 pm -
2 stops8h 36m
Mon 10/128:33 pm -
1 stop4h 35m
Deal found 9/16![American Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:55 pm -
Nonstop2h 04m
Sat 12/52:04 pm -
Nonstop2h 11m
Deal found 9/16![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:04 am -
1 stop5h 56m
Sun 10/187:20 am -
1 stop6h 27m
Deal found 9/16![Delta logo]()
$459
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:25 am -
Nonstop1h 56m
Tue 11/36:20 am -
Nonstop2h 16m
Deal found 9/18![United Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 9/21. 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 12/224:05 pm -
1 stop4h 35m
Sun 12/2712:45 pm -
1 stop9h 20m
Deal found 9/21![Southwest logo]()
$509
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:04 am -
1 stop3h 56m
Wed 10/77:20 am -
1 stop6h 27m
Deal found 9/18![Delta logo]()
$577
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:49 pm -
1 stop4h 20m
Thu 10/87:20 am -
1 stop6h 27m
Deal found 9/19![Delta logo]()
$577
This Delta deal was found by Cheapflights users on 9/20. 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 10/25:10 pm -
1 stop3h 40m
Wed 10/77:20 am -
1 stop6h 27m
Deal found 9/20![Delta logo]()
$609
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated September 21, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:00 pm -
1 stop3h 35m
Tue 10/67:20 pm -
1 stop3h 55m
Deal found 9/16![Southwest logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 08m
Wed 10/78:24 pm -
2 stops20h 06m
Deal found 9/19![Multiple Airlines logo]()
$301
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:17 pm -
Nonstop2h 00m
Sun 10/186:20 am -
Nonstop2h 09m
Deal found 9/17![United Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/21. 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 10/166:17 pm -
Nonstop2h 00m
Mon 10/196:20 am -
Nonstop2h 09m
Deal found 9/21![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:17 pm -
Nonstop2h 00m
Thu 10/227:35 pm -
1 stop4h 57m
Deal found 9/17![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm -
Nonstop2h 06m
Sun 10/186:01 am -
Nonstop2h 21m
Deal found 9/16![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm -
Nonstop2h 06m
Mon 10/196:02 pm -
1 stop7h 06m
Deal found 9/16![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:04 am -
1 stop5h 56m
Sat 10/247:20 am -
1 stop6h 27m
Deal found 9/17![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:54 pm -
Nonstop2h 06m
Tue 10/276:43 pm -
Nonstop2h 30m
Deal found 9/18![American Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:04 am -
1 stop23h 11m
Mon 10/262:49 pm -
2 stops23h 02m
Deal found 9/19![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:51 am -
1 stop27h 02m
Mon 11/28:32 pm -
1 stop21h 31m
Deal found 9/17![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:00 am -
2 stops11h 12m
Mon 11/28:32 pm -
1 stop21h 31m
Deal found 9/17![Multiple Airlines logo]()
$315
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 September 21, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:00 am -
2 stops11h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop23h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:04 am -
2 stops34h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/218:04 am -
2 stops24h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 am -
2 stops24h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:04 am -
2 stops9h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/177:15 am -
2 stops35h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:15 am -
2 stops25h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/228:04 am -
1 stop23h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/296:16 am -
2 stops25h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
2 stops24h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$159
This Delta deal was found by Cheapflights users on 9/21. 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 10/296:04 am -
1 stop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Delta logo]()
$170
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 September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $281 (Kiwi.com) |
One-way from | $115 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $351 |
Good round-trip deal | $299 or less |
Good one-way deal | $149 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 7,457,451 searches. Data last updated September 21, 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
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 11/23
6:00 am-11:07 am
1 stop4h 07m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Sat 12/12
1:25 pm-7:30 pm
1 stop5h 05m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Thu 10/29
6:04 am-11:00 am
1 stop3h 56m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Wed 10/21
5:27 am-1:00 pm
1 stop6h 33m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Mon 11/16
6:15 pm-11:53 pm
1 stop4h 38m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Wed 12/16
8:04 am-3:45 pm
1 stop6h 41m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Tue 11/17
8:04 am-1:15 pm
1 stop4h 11m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Sat 10/10
1:23 pm-8:21 pm
1 stop5h 58m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$170
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Fri 10/30
11:50 am-8:00 pm
1 stop7h 10m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
Quickest round-trip
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Sat 10/3
4:00 pm-8:35 pm
1 stop3h 35m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
Showing 1-10 of 36 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 September.
| 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 $277). Flying from Chicago to Greenville in May is currently the most expensive (average of $366). 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 September 21, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 13% on the cost of your flight, compared to a flight at noon.
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 $294 and $410 in November.The cheapest round-trip price found within the last 5 days was $281 on Multiple Airlines (Nov 5-Nov 10).
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 September 19, 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. Monday 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 September 21, 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.
Comfort
7.3
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Food
6.7
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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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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$312 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$326 | FlexibilityNo cancel fee | On-time69% |