$89+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
May 22 — May 291
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 July, booked 52 days in advance, depart on a Saturday or Thursday and return on a Thursday
Cheap flight deals from Chicago to Greenville
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Best
Last-minute
One-way
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 April 22, 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 April 22, 2026.
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 6/13:50 pm
MDW
- GSP
1 stop5h 45m
Southwest
Wed 6/35:05 pm
GSP
- MDW
1 stop6h 10m
Southwest
Deal found 4/20![Southwest logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/45:05 am
ORD
- GSP
1 stop10h 48m
Multiple Airlines
Fri 5/85:43 pm
GSP
- ORD
1 stop7h 16m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/298:05 am
ORD
- GSP
1 stop7h 10m
Multiple Airlines
Mon 6/15:05 pm
GSP
- ORD
1 stop20h 32m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 4/21. 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.
Wed 5/132:40 pm
ORD
- GSP
1 stop6h 00m
Southwest
Sat 5/166:25 am
GSP
- ORD
1 stop10h 05m
Southwest
Deal found 4/21![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/239:10 am
MDW
- GSP
1 stop6h 25m
Southwest
Sun 5/248:35 am
GSP
- MDW
1 stop7h 20m
Southwest
Deal found 4/19![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 4/21. 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 5/1910:10 am
MDW
- GSP
2 stops5h 10m
Southwest
Tue 5/266:45 am
GSP
- MDW
2 stops10h 00m
Southwest
Deal found 4/21![Southwest logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 5/103:44 pm
ORD
- GSP
1 stop24h 09m
Multiple Airlines
Mon 5/188:28 pm
GSP
- ORD
1 stop26h 46m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$250
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Wed 6/247:20 am
GSP
- ORD
Nonstop2h 26m
American Airlines
Deal found 4/17![American Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 4/20. 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.
Wed 5/1311:55 am
ORD
- GSP
2 stops8h 45m
Southwest
Thu 5/146:25 am
GSP
- ORD
1 stop7h 25m
Southwest
Deal found 4/20![Southwest logo]()
$261
This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:40 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Sat 6/66:41 pm
GSP
- ORD
Nonstop2h 31m
American Airlines
Deal found 4/17![American Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:15 pm
ORD
- GSP
Nonstop2h 03m
American Airlines
Mon 6/16:41 pm
GSP
- ORD
Nonstop2h 34m
American Airlines
Deal found 4/21![American Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 7/87:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Mon 7/133:10 pm
GSP
- ORD
1 stop29h 29m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$264
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 April 22, 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 April 22, 2026.
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/112:40 pm
ORD
- GSP
1 stop6h 35m
Southwest
Tue 5/126:45 am
GSP
- ORD
1 stop7h 05m
Southwest
Deal found 4/20![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 8/293:35 pm
ORD
- GSP
1 stop7h 03m
Delta
Sat 9/51:10 pm
GSP
- ORD
1 stop6h 29m
Delta
Deal found 4/17![Delta logo]()
$275
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/157:50 pm
ORD
- GSP
Nonstop2h 08m
United Airlines
Wed 5/2010:33 am
GSP
- ORD
1 stop4h 55m
United Airlines
Deal found 4/21![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 4/18. 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.
Thu 7/211:35 am
ORD
- GSP
1 stop7h 47m
Delta
Sun 7/58:52 am
GSP
- ORD
1 stop6h 37m
Delta
Deal found 4/18![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1711:50 am
MDW
- GSP
1 stop6h 10m
Southwest
Sun 6/217:30 pm
GSP
- MDW
1 stop5h 50m
Southwest
Deal found 4/17![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 6/122:30 pm
ORD
- GSP
1 stop7h 05m
Delta
Mon 6/157:10 am
GSP
- ORD
1 stop6h 29m
Delta
Deal found 4/17![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/21. 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.
Thu 5/282:40 pm
ORD
- GSP
1 stop6h 55m
Southwest
Mon 6/16:25 am
GSP
- ORD
2 stops10h 05m
Southwest
Deal found 4/21![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 4/18. 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.
Thu 7/166:30 am
ORD
- GSP
1 stop4h 43m
Delta
Mon 7/203:06 pm
GSP
- ORD
1 stop6h 27m
Delta
Deal found 4/18![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/236:10 am
MDW
- GSP
2 stops9h 25m
Southwest
Sun 5/248:35 am
GSP
- MDW
1 stop7h 20m
Southwest
Deal found 4/19![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 4/17. 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.
Tue 5/57:10 am
ORD
- GSP
1 stop6h 07m
Delta
Sat 5/167:20 am
GSP
- ORD
1 stop4h 09m
Delta
Deal found 4/17![Delta logo]()
$302
This Delta deal was found by Cheapflights users on 4/20. 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 6/222:07 pm
ORD
- GSP
1 stop6h 41m
Delta
Sat 6/277:10 am
GSP
- ORD
1 stop4h 25m
Delta
Deal found 4/20![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 4/19. 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.
Fri 6/125:05 pm
MDW
- GSP
1 stop4h 40m
Southwest
Mon 6/156:50 pm
GSP
- MDW
2 stops7h 10m
Southwest
Deal found 4/19![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 4/20. 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.
Tue 5/512:52 pm
MDW
- GSP
1 stop5h 52m
Delta
Sat 5/1612:40 pm
GSP
- MDW
1 stop6h 53m
Delta
Deal found 4/20![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 4/21. 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.
Sat 5/24:20 pm
MDW
- GSP
1 stop3h 20m
Southwest
Wed 5/65:05 pm
GSP
- MDW
1 stop3h 55m
Southwest
Deal found 4/21![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 4/20. 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.
Mon 5/48:00 am
MDW
- GSP
2 stops8h 50m
Southwest
Wed 5/68:20 am
GSP
- MDW
2 stops8h 30m
Southwest
Deal found 4/20![Southwest logo]()
$345
This Delta deal was found by Cheapflights users on 4/19. 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.
Fri 6/125:11 pm
MDW
- GSP
1 stop5h 48m
Delta
Mon 6/157:10 am
GSP
- MDW
1 stop6h 26m
Delta
Deal found 4/19![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 4/19. 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.
Thu 5/145:30 am
ORD
- GSP
1 stop4h 05m
Delta
Sun 5/177:20 am
GSP
- ORD
1 stop6h 41m
Delta
Deal found 4/19![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 4/20. 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.
Tue 6/2311:25 am
MDW
- GSP
2 stops7h 50m
Southwest
Tue 6/308:25 am
GSP
- MDW
2 stops9h 40m
Southwest
Deal found 4/20![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:50 pm
MDW
- GSP
1 stop5h 45m
Southwest
Mon 6/16:25 pm
GSP
- MDW
1 stop6h 05m
Southwest
Deal found 4/17![Southwest logo]()
$349
This Southwest deal was found by Cheapflights users on 4/19. 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.
Mon 5/48:00 am
MDW
- GSP
2 stops8h 50m
Southwest
Fri 5/86:25 pm
GSP
- MDW
2 stops5h 25m
Southwest
Deal found 4/19![Southwest logo]()
$370
This Southwest deal was found by Cheapflights users on 4/18. 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.
Thu 6/181:00 pm
MDW
- GSP
2 stops7h 35m
Southwest
Sun 6/217:30 pm
GSP
- MDW
1 stop5h 50m
Southwest
Deal found 4/18![Southwest logo]()
$374
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated April 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/45:05 am
ORD
- GSP
1 stop10h 48m
Multiple Airlines
Fri 5/85:43 pm
GSP
- ORD
1 stop7h 16m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 5/103:44 pm
ORD
- GSP
1 stop24h 09m
Multiple Airlines
Mon 5/188:28 pm
GSP
- ORD
1 stop26h 46m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$250
This Southwest deal was found by Cheapflights users on 4/21. 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.
Wed 5/132:40 pm
ORD
- GSP
1 stop6h 00m
Southwest
Sat 5/166:25 am
GSP
- ORD
1 stop10h 05m
Southwest
Deal found 4/21![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 4/20. 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.
Wed 5/1311:55 am
ORD
- GSP
2 stops8h 45m
Southwest
Thu 5/146:25 am
GSP
- ORD
1 stop7h 25m
Southwest
Deal found 4/20![Southwest logo]()
$261
This Southwest deal was found by Cheapflights users on 4/20. 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.
Fri 5/153:50 pm
MDW
- GSP
1 stop5h 45m
Southwest
Sun 5/248:35 am
GSP
- MDW
1 stop7h 20m
Southwest
Deal found 4/20![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/1611:10 am
ORD
- GSP
Nonstop2h 00m
United Airlines
Sat 5/235:41 pm
GSP
- ORD
Nonstop2h 17m
United Airlines
Deal found 4/18![United Airlines logo]()
$262
This Southwest deal was found by Cheapflights users on 4/21. 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 5/1910:10 am
MDW
- GSP
2 stops5h 10m
Southwest
Tue 5/266:45 am
GSP
- MDW
2 stops10h 00m
Southwest
Deal found 4/21![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/239:10 am
MDW
- GSP
1 stop6h 25m
Southwest
Sun 5/248:35 am
GSP
- MDW
1 stop7h 20m
Southwest
Deal found 4/19![Southwest logo]()
$247
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:15 pm
ORD
- GSP
Nonstop2h 03m
American Airlines
Mon 6/16:41 pm
GSP
- ORD
Nonstop2h 34m
American Airlines
Deal found 4/21![American Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/298:05 am
ORD
- GSP
1 stop7h 10m
Multiple Airlines
Mon 6/15:05 pm
GSP
- ORD
1 stop20h 32m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$243
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/306:40 pm
ORD
- GSP
Nonstop2h 09m
United Airlines
Tue 6/96:00 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 4/18![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 5/304:20 pm
MDW
- GSP
1 stop3h 20m
Southwest
Sat 6/68:40 pm
GSP
- MDW
1 stop3h 40m
Southwest
Deal found 4/19![Southwest logo]()
$274
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 April 22, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 6/167:52 am
ORD
- GSP
1 stop30h 06m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$89
This Southwest deal was found by Cheapflights users on 4/20. 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.
Wed 6/34:50 pm
MDW
- GSP
1 stop3h 50m
Southwest
Deal found 4/20![Southwest logo]()
$93
This Southwest deal was found by Cheapflights users on 4/21. 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 5/1910:10 am
MDW
- GSP
2 stops5h 10m
Southwest
Deal found 4/21![Southwest logo]()
$102
This Southwest deal was found by Cheapflights users on 4/19. 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.
Mon 5/186:15 pm
MDW
- GSP
1 stop3h 20m
Southwest
Deal found 4/19![Southwest logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Wed 7/157:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 7/97:55 am
ORD
- GSP
1 stop11h 01m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 5/124:05 pm
ORD
- GSP
2 stops39h 38m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 7/187:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:50 pm
ORD
- GSP
2 stops16h 39m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$123
This Southwest deal was found by Cheapflights users on 4/20. 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.
Wed 6/32:40 pm
ORD
- GSP
1 stop6h 00m
Southwest
Deal found 4/20![Southwest logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:40 pm
ORD
- GSP
2 stops19h 03m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 4/19. 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 6/2312:27 pm
MDW
- GSP
2 stops25h 31m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$129
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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $231 (Southwest) |
One-way from | $89 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $312 |
Good round-trip deal | $327 or less |
Good one-way deal | $186 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 April 22, 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 - GSP
ORDGSP
Chicago O'Hare Intl
Mon 5/11
2:40 pm-10:15 pm
1 stop6h 35m
Greenville
Tue 5/12
6:45 am-12:50 pm
1 stop7h 05m
$269
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Sat 8/29
3:35 pm-11:38 pm
1 stop7h 03m
Greenville
Sat 9/5
1:10 pm-6:39 pm
1 stop6h 29m
$275
Quickest round-trip
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Fri 5/15
7:50 pm-10:58 pm
Nonstop2h 08m
Greenville
Wed 5/20
10:33 am-2:28 pm
1 stop4h 55m
$279
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Thu 7/2
11:35 am-8:22 pm
1 stop7h 47m
Greenville
Sun 7/5
8:52 am-2:29 pm
1 stop6h 37m
$289
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Fri 6/12
2:30 pm-10:35 pm
1 stop7h 05m
Greenville
Mon 6/15
7:10 am-12:39 pm
1 stop6h 29m
$289
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Thu 7/16
6:30 am-12:13 pm
1 stop4h 43m
Greenville
Mon 7/20
3:06 pm-8:33 pm
1 stop6h 27m
$289
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Wed 6/17
11:50 am-7:00 pm
1 stop6h 10m
Greenville
Sun 6/21
7:30 pm-12:20 am
1 stop5h 50m
$297
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Thu 5/28
2:40 pm-10:35 pm
1 stop6h 55m
Greenville
Mon 6/1
6:25 am-3:30 pm
2 stops10h 05m
$300
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Tue 5/5
7:10 am-2:17 pm
1 stop6h 07m
Greenville
Sat 5/16
7:20 am-10:29 am
1 stop4h 09m
$302
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Mon 6/22
2:07 pm-9:48 pm
1 stop6h 41m
Greenville
Sat 6/27
7:10 am-10:35 am
1 stop4h 25m
$307
Showing 1-10 of 43 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 April.
| 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
How far ahead should I book a flight from Chicago to Greenville?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Greenville. Price data was last updated on April 17, 2026.
Booking 52 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 month to book a flight from Chicago to Greenville?
Currently, June is the cheapest month in which you can book a flight from Chicago to Greenville (average of $146). Flying from Chicago to Greenville in February is currently the most expensive (average of $202). 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 April 22, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight in the evening.
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 April 18, 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 evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 April 22, 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 (10 on average).
How much does it cost to fly round-trip from Chicago to Greenville?
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 April 22, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican 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.
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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
Seneca
Anderson
Browse thousands of different options on Cheapflights for your next trip
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Complete your trip
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Other flights to Greenville
Explore flights to Greenville departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Chicago and Greenville flights
Browse other Chicago and Greenville flight options. Last updated on April 22, 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 April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Greenville
Discover the top 3 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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$214 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$202 | Average$285 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$321 | FlexibilityNo cancel fee | On-time69% |