$93+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Greenville with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Greenville are usually found in January or February, booked 89 days in advance, depart on a Saturday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Greenville
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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 August 7, 2026.
Explore the most affordable flight options available from Chicago to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Thu 9/173:50 pm -
1 stop15h 55m
Mon 9/2112:11 pm -
1 stop28h 09m
Deal found 8/6![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/278:05 am -
2 stops10h 34m
Sun 8/308:37 am -
1 stop29h 13m
Deal found 8/4![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Thu 8/276:30 am -
Nonstop2h 06m
Tue 9/16:30 am -
Nonstop2h 17m
Deal found 8/5![United Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/162:56 pm -
Nonstop1h 57m
Wed 9/2311:33 am -
Nonstop2h 12m
Deal found 8/2![American Airlines logo]()
$280
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/278:00 am -
Nonstop2h 00m
Sun 8/307:39 am -
Nonstop2h 21m
Deal found 8/3![American Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:50 pm -
1 stop26h 59m
Wed 9/168:24 pm -
2 stops19h 21m
Deal found 8/3![Multiple Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 8/5. 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 8/78:24 pm -
Nonstop2h 01m
Sun 8/96:34 pm -
Nonstop2h 30m
Deal found 8/5![American Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/18:00 am -
Nonstop2h 00m
Tue 9/86:34 pm -
Nonstop2h 30m
Deal found 8/2![American Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:00 am -
1 stop3h 30m
Tue 9/18:15 am -
1 stop4h 20m
Deal found 8/5![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/91:27 pm -
1 stop3h 45m
Mon 10/127:10 am -
1 stop6h 37m
Deal found 8/4![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/1610:10 am -
2 stops8h 20m
Wed 9/238:15 am -
1 stop4h 20m
Deal found 8/2![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/208:00 am -
1 stop3h 30m
Thu 8/274:40 pm -
1 stop5h 20m
Deal found 8/2![Southwest logo]()
$314
Best flights from Chicago to GreenvilleDiscover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
Discover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 7, 2026.
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 10/96:17 pm -
Nonstop2h 00m
Tue 10/136:20 am -
Nonstop2h 09m
Deal found 8/6![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/167:40 am -
1 stop3h 45m
Wed 9/238:15 am -
1 stop4h 20m
Deal found 8/2![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:27 pm -
1 stop3h 45m
Tue 10/137:10 am -
1 stop6h 37m
Deal found 8/6![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:53 am -
1 stop4h 42m
Sun 8/236:34 pm -
Nonstop2h 30m
Deal found 8/6![American Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 10/76:55 am -
Nonstop2h 03m
Tue 10/136:20 am -
Nonstop2h 09m
Deal found 8/6![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/291:00 pm -
1 stop6h 37m
Mon 10/55:45 am -
1 stop5h 04m
Deal found 8/3![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 8/6. 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.
Tue 9/2211:10 am -
2 stops8h 50m
Thu 9/246:55 pm -
1 stop4h 30m
Deal found 8/6![Southwest logo]()
$304
This United Airlines deal was found by Cheapflights users on 8/5. 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 10/96:17 pm -
Nonstop2h 00m
Wed 10/142:16 pm -
Nonstop2h 17m
Deal found 8/5![United Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:04 am -
1 stop6h 01m
Sat 10/247:10 am -
1 stop6h 37m
Deal found 8/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 12/188:04 am -
1 stop4h 11m
Mon 12/215:40 am -
1 stop3h 54m
Deal found 8/3![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:55 pm -
1 stop6h 31m
Wed 9/237:15 am -
1 stop6h 44m
Deal found 8/2![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:27 am -
1 stop4h 33m
Sun 10/257:10 am -
1 stop6h 49m
Deal found 8/6![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/2710:50 am -
1 stop7h 15m
Sun 8/3010:33 am -
Nonstop2h 20m
Deal found 8/3![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/710:44 am -
1 stop6h 17m
Tue 10/131:50 pm -
1 stop6h 21m
Deal found 8/6![Delta logo]()
$299
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/296:11 am -
1 stop5h 30m
Sat 9/512:39 pm -
1 stop5h 20m
Deal found 8/3![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:46 pm -
1 stop6h 46m
Sun 8/236:55 am -
1 stop4h 04m
Deal found 8/6![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/186:05 am -
1 stop3h 57m
Sat 8/227:15 am -
1 stop6h 24m
Deal found 8/3![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/181:50 pm -
1 stop5h 42m
Sat 8/222:00 pm -
1 stop5h 59m
Deal found 8/4![Delta logo]()
$339
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated August 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/5. 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 8/78:24 pm -
Nonstop2h 01m
Sun 8/96:34 pm -
Nonstop2h 30m
Deal found 8/5![American Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 8/278:05 am -
2 stops10h 34m
Sun 8/308:37 am -
1 stop29h 13m
Deal found 8/4![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Thu 8/276:30 am -
Nonstop2h 06m
Tue 9/16:30 am -
Nonstop2h 17m
Deal found 8/5![United Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/278:00 am -
Nonstop2h 00m
Sun 8/307:39 am -
Nonstop2h 21m
Deal found 8/3![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 8/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:00 am -
1 stop3h 30m
Tue 9/18:15 am -
1 stop4h 20m
Deal found 8/5![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:46 pm -
1 stop6h 46m
Sun 8/308:49 am -
1 stop4h 02m
Deal found 8/4![Delta logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/18:00 am -
Nonstop2h 00m
Tue 9/86:34 pm -
Nonstop2h 30m
Deal found 8/2![American Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:50 pm -
1 stop26h 59m
Wed 9/168:24 pm -
2 stops19h 21m
Deal found 8/3![Multiple Airlines logo]()
$282
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/162:56 pm -
Nonstop1h 57m
Wed 9/2311:33 am -
Nonstop2h 12m
Deal found 8/2![American Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
1 stop26h 59m
Wed 9/238:24 pm -
2 stops18h 06m
Deal found 8/2![Multiple Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/1610:10 am -
2 stops8h 20m
Wed 9/238:15 am -
1 stop4h 20m
Deal found 8/2![Southwest logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Thu 9/173:50 pm -
1 stop15h 55m
Mon 9/2112:11 pm -
1 stop28h 09m
Deal found 8/6![Multiple Airlines 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 August 7, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/97:11 am -
2 stops25h 16m
Deal found 8/5![Multiple Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/37:11 am -
1 stop28h 28m
Deal found 8/6![Multiple Airlines logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 9/157:11 am -
1 stop9h 03m
Deal found 8/6![Multiple Airlines logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Tue 10/67:11 am -
1 stop9h 03m
Deal found 8/6![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 9/117:11 am -
2 stops9h 12m
Deal found 8/3![Multiple Airlines logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:05 am -
1 stop22h 52m
Deal found 8/4![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:11 am -
1 stop9h 03m
Deal found 8/2![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” 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 10/157:45 am -
1 stop23h 26m
Deal found 8/4![Multiple Airlines logo]()
$115
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:00 am -
1 stop3h 30m
Deal found 8/3![Southwest logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/2711:50 am -
2 stops30h 43m
Deal found 8/1![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” 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 8/3111:50 am -
2 stops26h 16m
Deal found 8/3![Multiple Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 8/275:55 am -
1 stop5h 35m
Deal found 8/1![Southwest logo]()
$150
Find flight deals from Chicago to Greenville
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Greenville (GSP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $274 (Kiwi.com) |
One-way from | $93 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $314 |
Good round-trip deal | $277 or less |
Good one-way deal | $253 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Greenville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 7, 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
Quickest round-trip
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Fri 10/9
6:17 pm-9:17 pm
Nonstop2h 00m
Greenville
Tue 10/13
6:20 am-7:29 am
Nonstop2h 09m
$279
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Wed 10/7
6:55 am-9:58 am
Nonstop2h 03m
Greenville
Tue 10/13
6:20 am-7:29 am
Nonstop2h 09m
$279
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Fri 10/9
6:17 pm-9:17 pm
Nonstop2h 00m
Greenville
Wed 10/14
2:16 pm-3:33 pm
Nonstop2h 17m
$279
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 9/16
7:40 am-12:25 pm
1 stop3h 45m
Greenville
Wed 9/23
8:15 am-11:35 am
1 stop4h 20m
$299
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Fri 10/9
1:27 pm-6:12 pm
1 stop3h 45m
Greenville
Tue 10/13
7:10 am-12:47 pm
1 stop6h 37m
$299
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 9/29
1:00 pm-8:37 pm
1 stop6h 37m
Greenville
Mon 10/5
5:45 am-9:49 am
1 stop5h 04m
$299
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/19
6:04 am-1:05 pm
1 stop6h 01m
Greenville
Sat 10/24
7:10 am-12:47 pm
1 stop6h 37m
$299
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Fri 12/18
8:04 am-1:15 pm
1 stop4h 11m
Greenville
Mon 12/21
5:40 am-8:34 am
1 stop3h 54m
$299
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Wed 9/16
1:55 pm-9:26 pm
1 stop6h 31m
Greenville
Wed 9/23
7:15 am-12:59 pm
1 stop6h 44m
$299
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Thu 10/22
5:27 am-11:00 am
1 stop4h 33m
Greenville
Sun 10/25
7:10 am-12:59 pm
1 stop6h 49m
$299
Showing 1-10 of 39 resultsSorted by cheapest first
Compare providers for flights from Chicago to Greenville
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Greenville in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Greenville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Greenville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Greenville flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Greenville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Greenville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Greenville
Have a flexible travel schedule? Discover the best time to fly to Greenville from Chicago with our price prediction graph.
CHI-GSP
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, January is the cheapest month in which you can book a flight from Chicago to Greenville (average of $243). Flying from Chicago to Greenville in May is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to GSP?
Find hourly flight availability from Chicago to Greenville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 7, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 6% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Chicago to Greenville
Explore weekly flight availability from Chicago to Greenville. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 7, 2026.
The most flights from CHI to GSP are scheduled on a Monday (21 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Chicago to Greenville?
Airfare is below average for this route at the moment.
Chicago to Greenville flights typically cost between $279 and $358 in September.The cheapest round-trip price found within the last 5 days was $274 on Multiple Airlines (Sep 17-Sep 21).
How far ahead should I book a flight from Chicago to Greenville?
Booking 87 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Greenville. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Chicago to Greenville?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Greenville. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Chicago to Greenville flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Greenville
Get insights into the airlines that provide service to Greenville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Greenville. Reviews last updated August 7, 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.
Crew
8.1
Food
6.7
Comfort
7.3
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Food
6.7
Comfort
7.3
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Food
6.7
Comfort
7.3
Entertainment
7.1
Boarding
7.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Greenville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Greenville?
Book flights to Greenville if you plan to visit one of these locationsGreer
Simpsonville
Greenwood
Duncan
Anderson
Seneca
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Other flights to Greenville
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Top 2 airlines flying from Chicago to Greenville
Discover the top 2 airlines that operate flights from Chicago to Greenville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$302 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$319 | FlexibilityNo cancel fee | On-time69% |