$97+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Jul 11 — Jul 181
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 89 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 June 11, 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 June 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Fri 8/286:41 pm
GSP
- ORD
1 stop18h 44m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:05 am
ORD
- GSP
1 stop10h 51m
Multiple Airlines
Sun 7/128:37 am
GSP
- ORD
1 stop28h 38m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:20 am
MDW
- GSP
1 stop5h 00m
Southwest
Mon 10/59:00 pm
GSP
- MDW
1 stop3h 55m
Southwest
Deal found 6/7![Southwest logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:05 am
ORD
- GSP
1 stop22h 52m
Multiple Airlines
Thu 8/68:37 am
GSP
- ORD
1 stop28h 38m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/88:05 am
ORD
- GSP
1 stop22h 52m
Multiple Airlines
Mon 8/108:13 pm
GSP
- ORD
2 stops17h 02m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$258
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 7/11:55 pm
ORD
- GSP
Nonstop2h 05m
United Airlines
Sat 7/46:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/9![United Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:17 pm
ORD
- GSP
Nonstop2h 09m
United Airlines
Sun 7/126:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/8![United Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Fri 8/214:55 pm
GSP
- ORD
1 stop20h 30m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Sat 9/56:29 pm
GSP
- ORD
Nonstop2h 30m
American Airlines
Deal found 6/9![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Tue 7/711:31 am
GSP
- ORD
Nonstop2h 09m
American Airlines
Deal found 6/7![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Thu 7/97:20 pm
GSP
- ORD
1 stop5h 10m
American Airlines
Deal found 6/9![American Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 6/9. 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.
Mon 9/143:20 pm
MDW
- GSP
1 stop5h 15m
Southwest
Wed 9/165:30 pm
GSP
- MDW
1 stop3h 40m
Southwest
Deal found 6/9![Southwest logo]()
$280
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 June 11, 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 June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:17 pm
ORD
- GSP
Nonstop2h 09m
United Airlines
Sun 7/126:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/7![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 8/296:05 am
MDW
- GSP
1 stop5h 36m
Delta
Sat 9/55:20 pm
GSP
- MDW
1 stop6h 16m
Delta
Deal found 6/10![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/9. 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 7/75:20 pm
MDW
- GSP
1 stop3h 45m
Southwest
Wed 7/157:40 pm
GSP
- MDW
1 stop4h 35m
Southwest
Deal found 6/9![Southwest logo]()
$289
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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.
Fri 7/38:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Thu 7/97:20 pm
GSP
- ORD
Nonstop2h 31m
American Airlines
Deal found 6/5![American Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:40 am
ORD
- GSP
1 stop4h 40m
United Airlines
Sat 8/85:43 pm
GSP
- ORD
Nonstop2h 17m
United Airlines
Deal found 6/6![United Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 8/84:39 pm
MDW
- GSP
1 stop4h 51m
Delta
Sun 8/96:55 am
GSP
- MDW
1 stop5h 56m
Delta
Deal found 6/10![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 7/119:15 am
MDW
- GSP
1 stop9h 45m
Southwest
Sun 7/127:30 pm
GSP
- MDW
1 stop5h 55m
Southwest
Deal found 6/10![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 6/9. 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.
Tue 6/305:30 am
ORD
- GSP
1 stop5h 48m
Delta
Sun 7/57:10 am
GSP
- ORD
1 stop4h 40m
Delta
Deal found 6/9![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:30 pm
MDW
- GSP
1 stop6h 10m
Southwest
Sun 7/127:30 pm
GSP
- MDW
1 stop5h 55m
Southwest
Deal found 6/7![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 6/10. 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 8/215:30 am
ORD
- GSP
1 stop4h 10m
Delta
Sun 8/2311:10 am
GSP
- ORD
1 stop6h 07m
Delta
Deal found 6/10![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/10. 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 7/67:15 am
MDW
- GSP
1 stop4h 00m
Southwest
Sun 7/127:30 pm
GSP
- MDW
1 stop5h 55m
Southwest
Deal found 6/10![Southwest logo]()
$304
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 6/266:55 am
ORD
- GSP
Nonstop2h 00m
United Airlines
Sun 6/286:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/5![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 8/295:30 am
ORD
- GSP
1 stop6h 11m
Delta
Sat 9/55:20 pm
GSP
- ORD
1 stop4h 35m
Delta
Deal found 6/8![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:45 pm
MDW
- GSP
1 stop5h 40m
Southwest
Thu 8/274:40 pm
GSP
- MDW
1 stop5h 20m
Southwest
Deal found 6/7![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 6/9. 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.
Wed 7/296:00 am
MDW
- GSP
1 stop3h 57m
Delta
Mon 8/37:15 am
GSP
- MDW
1 stop6h 24m
Delta
Deal found 6/9![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:05 pm
MDW
- GSP
1 stop4h 50m
Southwest
Mon 7/131:55 pm
GSP
- MDW
1 stop7h 10m
Southwest
Deal found 6/6![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 8/87:00 am
ORD
- GSP
1 stop3h 51m
Delta
Sun 8/97:15 am
GSP
- ORD
1 stop6h 53m
Delta
Deal found 6/9![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:35 am
MDW
- GSP
1 stop4h 40m
Southwest
Thu 8/66:55 pm
GSP
- MDW
1 stop4h 25m
Southwest
Deal found 6/6![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 6/9. 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.
Fri 9/412:46 pm
MDW
- GSP
1 stop4h 59m
Delta
Sun 9/65:20 pm
GSP
- MDW
1 stop6h 16m
Delta
Deal found 6/9![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:15 am
MDW
- GSP
1 stop4h 00m
Southwest
Thu 7/166:50 pm
GSP
- MDW
1 stop6h 20m
Southwest
Deal found 6/7![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:35 am
ORD
- GSP
1 stop4h 39m
Delta
Sun 8/25:44 am
GSP
- ORD
1 stop3h 51m
Delta
Deal found 6/8![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:05 am
ORD
- GSP
1 stop4h 50m
Delta
Sun 8/97:15 am
GSP
- ORD
1 stop4h 27m
Delta
Deal found 6/7![Delta logo]()
$299
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated June 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 6/306:55 am
ORD
- GSP
Nonstop2h 00m
United Airlines
Sun 7/56:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/9![United Airlines logo]()
$291
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 7/11:55 pm
ORD
- GSP
Nonstop2h 05m
United Airlines
Sat 7/46:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/9![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:00 am
ORD
- GSP
1 stop5h 07m
American Airlines
Wed 7/87:20 pm
GSP
- ORD
1 stop5h 10m
American Airlines
Deal found 6/7![American Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Tue 7/711:31 am
GSP
- ORD
Nonstop2h 09m
American Airlines
Deal found 6/7![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:59 pm
ORD
- GSP
Nonstop1h 59m
American Airlines
Thu 7/97:30 pm
GSP
- ORD
1 stop5h 31m
American Airlines
Deal found 6/10![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:00 am
ORD
- GSP
Nonstop2h 01m
American Airlines
Mon 7/67:30 pm
GSP
- ORD
1 stop5h 31m
American Airlines
Deal found 6/9![American Airlines logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:17 pm
ORD
- GSP
Nonstop2h 09m
United Airlines
Sun 7/126:10 am
GSP
- ORD
Nonstop2h 20m
United Airlines
Deal found 6/8![United Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 6/9. 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 7/710:00 am
MDW
- GSP
2 stops8h 00m
Southwest
Wed 7/157:40 pm
GSP
- MDW
1 stop4h 35m
Southwest
Deal found 6/9![Southwest logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:05 am
ORD
- GSP
1 stop22h 52m
Multiple Airlines
Tue 7/1411:07 am
GSP
- ORD
2 stops26h 08m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:50 am
MDW
- GSP
1 stop6h 10m
Southwest
Tue 7/141:50 pm
GSP
- MDW
1 stop6h 45m
Southwest
Deal found 6/8![Southwest logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:05 am
ORD
- GSP
1 stop10h 51m
Multiple Airlines
Sun 7/128:37 am
GSP
- ORD
1 stop28h 38m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:30 pm
MDW
- GSP
1 stop6h 10m
Southwest
Tue 7/281:50 pm
GSP
- MDW
1 stop5h 05m
Southwest
Deal found 6/9![Southwest logo]()
$289
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 June 11, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Southwest deal was found by Cheapflights users on 6/9. 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.
Wed 9/29:05 am
MDW
- GSP
1 stop6h 40m
Southwest
Deal found 6/9![Southwest logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:55 am
ORD
- GSP
1 stop23h 02m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:13 pm
ORD
- GSP
1 stop13h 15m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 8/217:55 am
ORD
- GSP
1 stop7h 10m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:55 am
ORD
- GSP
1 stop7h 49m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:05 am
ORD
- GSP
1 stop22h 52m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/318:05 am
ORD
- GSP
2 stops10h 28m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Sat 8/88:05 am
ORD
- GSP
1 stop22h 52m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 6/9. 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.
Thu 9/31:00 pm
MDW
- GSP
2 stops6h 15m
Southwest
Deal found 6/9![Southwest logo]()
$131
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:00 am
MDW
- GSP
1 stop6h 20m
Southwest
Deal found 6/9![Southwest logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 9/47:55 am
ORD
- GSP
1 stop8h 44m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:48 pm
ORD
- GSP
Nonstop2h 02m
American Airlines
Deal found 6/10![American Airlines logo]()
$138
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Kiwi.com) |
One-way from | $97 (Southwest) |
Popular in | March |
Cheapest in | January |
Average price | $332 |
Good round-trip deal | $289 or less |
Good one-way deal | $288 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 June 11, 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
Thu 7/9
6:17 pm-9:26 pm
Nonstop2h 09m
Greenville
Sun 7/12
6:10 am-7:30 am
Nonstop2h 20m
$279
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Tue 8/4
8:40 am-2:20 pm
1 stop4h 40m
Greenville
Sat 8/8
5:43 pm-7:00 pm
Nonstop2h 17m
$285
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Sat 8/29
6:05 am-12:41 pm
1 stop5h 36m
Greenville
Sat 9/5
5:20 pm-10:36 pm
1 stop6h 16m
$289
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Tue 7/7
5:20 pm-10:05 pm
1 stop3h 45m
Greenville
Wed 7/15
7:40 pm-11:15 pm
1 stop4h 35m
$289
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Sat 8/8
4:39 pm-10:30 pm
1 stop4h 51m
Greenville
Sun 8/9
6:55 am-11:51 am
1 stop5h 56m
$289
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Tue 6/30
5:30 am-12:18 pm
1 stop5h 48m
Greenville
Sun 7/5
7:10 am-10:50 am
1 stop4h 40m
$289
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Fri 8/21
5:30 am-10:40 am
1 stop4h 10m
Greenville
Sun 8/23
11:10 am-4:17 pm
1 stop6h 07m
$289
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Sat 7/11
9:15 am-8:00 pm
1 stop9h 45m
Greenville
Sun 7/12
7:30 pm-12:25 am
1 stop5h 55m
$294
ChicagoGreenville
ORD - GSP
ORDGSP
Chicago O'Hare Intl
Sat 8/29
5:30 am-12:41 pm
1 stop6h 11m
Greenville
Sat 9/5
5:20 pm-8:55 pm
1 stop4h 35m
$295
ChicagoGreenville
MDW - GSP
MDWGSP
Chicago Midway
Wed 7/29
6:00 am-10:57 am
1 stop3h 57m
Greenville
Mon 8/3
7:15 am-12:39 pm
1 stop6h 24m
$297
Showing 1-10 of 37 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 June.
| 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
MDW-GSP
ORD-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
MDW-GSP
ORD-GSP
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 June 11, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 10% 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 June 11, 2026.
The most flights from CHI to GSP are scheduled on a Monday (20 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?
How far ahead should I book a flight from Chicago to Greenville?
Booking 88 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 June 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 June 11, 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.
Boarding
7.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Food
6.6
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Food
6.6
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Entertainment
7.1
Comfort
7.3
Overall
7.4
Food
6.6
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
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
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Other flights to Greenville
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Chicago and Greenville flights
Browse other Chicago and Greenville flight options. Last updated on June 11, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 11, 2026.
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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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$212 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$202 | Average$295 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$322 | FlexibilityNo cancel fee | On-time69% |