$125+ Cheap flights from Chicago (CHI) to Greenville (GSP)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GSP
Oct 4 — Oct 111
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Greenville with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Greenville are usually found in January or February, booked 89 days in advance, depart on a Saturday or Wednesday and return on a Thursday
Cheap flight deals from Chicago to Greenville
Cheapest
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 September 4, 2026.
Explore the most affordable flight options available from Chicago to Greenville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:04 am -
2 stops9h 19m
Mon 10/193:20 pm -
1 stop25h 10m
Deal found 8/30![Multiple Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Tue 9/227:11 am -
1 stop9h 03m
Fri 9/257:03 pm -
2 stops21h 17m
Deal found 9/1![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/138:04 am -
1 stop8h 10m
Fri 10/238:47 pm -
2 stops19h 43m
Deal found 8/30![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/307:11 am -
2 stops11h 33m
Tue 10/612:29 pm -
1 stop27h 51m
Deal found 8/30![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Tue 9/297:11 am -
1 stop9h 03m
Tue 10/612:29 pm -
2 stops24h 22m
Deal found 9/1![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/138:04 am -
1 stop8h 10m
Tue 10/2011:28 am -
2 stops29h 02m
Deal found 9/2![Multiple Airlines logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 9/266:20 am -
2 stops12h 24m
Tue 9/2912:29 pm -
1 stop27h 51m
Deal found 9/2![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 10/37:11 am -
1 stop28h 28m
Wed 10/78:24 pm -
2 stops20h 06m
Deal found 9/2![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/246:20 am -
2 stops30h 08m
Tue 9/2912:29 pm -
1 stop27h 51m
Deal found 9/1![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/257:11 am -
2 stops10h 12m
Mon 9/283:18 pm -
1 stop25h 02m
Deal found 8/30![Multiple Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 9/2. 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.
Tue 10/136:04 am -
1 stop5h 56m
Sat 10/1712:54 pm -
1 stop6h 06m
Deal found 9/2![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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 10/141:35 pm -
2 stops5h 30m
Mon 10/198:40 pm -
1 stop4h 15m
Deal found 9/2![Southwest logo]()
$324
Best flights from Chicago to GreenvilleDiscover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
Discover carefully curated flight deals from Chicago to Greenville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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
Sun 10/116:20 am -
Nonstop2h 09m
Deal found 8/29![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/306:05 am -
1 stop4h 03m
Wed 10/77:20 am -
1 stop6h 27m
Deal found 8/30![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/3. 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 10/196:30 pm -
1 stop3h 20m
Wed 10/287:20 pm -
1 stop3h 55m
Deal found 9/3![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:55 pm -
Nonstop2h 10m
Tue 9/292:51 pm -
1 stop4h 50m
Deal found 9/2![United Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/67:40 am -
1 stop4h 00m
Tue 10/67:20 pm -
1 stop3h 55m
Deal found 8/30![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 9/2. 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.
Thu 12/36:00 am -
1 stop4h 13m
Mon 12/77:00 am -
1 stop7h 01m
Deal found 9/2![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/34:30 pm -
1 stop5h 30m
Sat 10/1012:54 pm -
1 stop6h 06m
Deal found 8/30![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:55 pm -
Nonstop2h 10m
Sun 10/46:20 am -
Nonstop2h 09m
Deal found 9/1![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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.
Sat 9/268:05 am -
1 stop5h 50m
Tue 9/291:20 pm -
2 stops7h 50m
Deal found 9/2![Southwest logo]()
$324
This Delta deal was found by Cheapflights users on 9/3. 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.
Mon 10/1912:49 pm -
1 stop6h 32m
Sat 10/247:20 am -
1 stop6h 27m
Deal found 9/3![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/3. 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.
Tue 9/298:50 am -
2 stops6h 55m
Thu 10/18:40 pm -
1 stop4h 15m
Deal found 9/3![Southwest logo]()
$324
This Delta deal was found by Cheapflights users on 9/3. 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 10/136:04 am -
1 stop5h 56m
Tue 10/205:00 pm -
1 stop6h 33m
Deal found 9/3![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Fri 10/96:17 pm -
Nonstop2h 00m
Mon 10/126:20 am -
Nonstop2h 09m
Deal found 9/3![United Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 9/1. 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.
Mon 10/196:30 pm -
1 stop3h 20m
Thu 10/228:25 am -
2 stops6h 00m
Deal found 9/1![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 9/2. 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.
Sat 10/38:05 am -
1 stop3h 45m
Wed 10/711:05 am -
1 stop6h 27m
Deal found 9/2![Delta logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:55 am -
Nonstop2h 03m
Sat 10/106:20 am -
Nonstop2h 09m
Deal found 8/30![United Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Sun 10/46:55 am -
Nonstop2h 03m
Sun 10/116:20 am -
Nonstop2h 09m
Deal found 8/30![United Airlines logo]()
$379
This KAYAK deal was found by Cheapflights users on 9/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:44 am -
1 stop6h 02m
Wed 9/302:00 pm -
1 stop5h 45m
Deal found 9/1![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:29 am -
Nonstop2h 01m
Sat 11/286:20 am -
Nonstop2h 16m
Deal found 9/1![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:17 pm -
Nonstop2h 00m
Sun 10/46:20 am -
Nonstop2h 09m
Deal found 8/31![United Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:30 pm -
2 stops20h 30m
Sat 10/242:51 pm -
1 stop4h 50m
Deal found 9/2![United Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:25 am -
Nonstop2h 08m
Tue 10/204:00 pm -
1 stop6h 32m
Deal found 8/30![United Airlines logo]()
$462
Last-minute flights from Chicago to GreenvilleDiscover last-minute flight deals from Chicago to Greenville. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Greenville. Data last updated September 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Tue 9/227:11 am -
1 stop9h 03m
Fri 9/257:03 pm -
2 stops21h 17m
Deal found 9/1![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 9/246:20 am -
2 stops30h 08m
Tue 9/2912:29 pm -
1 stop27h 51m
Deal found 9/1![Multiple Airlines logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/257:11 am -
2 stops10h 12m
Mon 9/283:18 pm -
1 stop25h 02m
Deal found 8/30![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 9/266:20 am -
2 stops12h 24m
Tue 9/2912:29 pm -
1 stop27h 51m
Deal found 9/2![Multiple Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Tue 9/297:11 am -
1 stop9h 03m
Tue 10/612:29 pm -
2 stops24h 22m
Deal found 9/1![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/307:11 am -
2 stops11h 33m
Tue 10/612:29 pm -
1 stop27h 51m
Deal found 8/30![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 10/37:11 am -
1 stop28h 28m
Wed 10/78:24 pm -
2 stops20h 06m
Deal found 9/2![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/138:04 am -
1 stop8h 10m
Fri 10/238:47 pm -
2 stops19h 43m
Deal found 8/30![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/138:04 am -
1 stop8h 10m
Tue 10/2011:28 am -
2 stops29h 02m
Deal found 9/2![Multiple Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 9/2. 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.
Tue 10/136:04 am -
1 stop5h 56m
Sat 10/1712:54 pm -
1 stop6h 06m
Deal found 9/2![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 9/2. 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 10/141:40 pm -
2 stops5h 25m
Tue 10/207:20 pm -
1 stop3h 55m
Deal found 9/2![Southwest logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:04 am -
2 stops9h 19m
Mon 10/193:20 pm -
1 stop25h 10m
Deal found 8/30![Multiple Airlines logo]()
$270
One-way flights from Chicago to GreenvilleSearch for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
Search for one-way flight options from Chicago to Greenville. Find affordable one-way fares based on user searches. Data last updated September 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Wed 9/237:11 am -
2 stops25h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Sat 10/37:11 am -
2 stops25h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Multiple Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/307:11 am -
2 stops11h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/318:00 am -
2 stops25h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$143
This Mytrip deal was found by Cheapflights users on 9/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:10 pm -
1 stop13h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Avelo Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 9/2. 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 9/243:20 pm -
1 stop5h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 9/2. 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 9/105:55 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/38:40 am -
2 stops9h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 9/2. 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.
Mon 10/2611:05 am -
2 stops7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Southwest logo]()
$175
This Southwest deal was found by Cheapflights users on 9/1. 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 9/1710:30 am -
1 stop4h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Southwest logo]()
$180
This KAYAK deal was found by Cheapflights users on 9/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:00 pm -
1 stop3h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Delta logo]()
$184
Find flight deals from Chicago to Greenville
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Greenville (GSP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $270 (Kiwi.com) |
One-way from | $125 (Kiwi.com) |
Popular in | May |
Cheapest in | January |
Average price | $314 |
Good round-trip deal | $279 or less |
Good one-way deal | $139 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Greenville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 4, 2026.
Use the filters below to find and compare flights from Chicago to Greenville that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Thu 9/24
1:55 pm-5:05 pm
Nonstop2h 10m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$150
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/26
6:04 am-1:00 pm
1 stop5h 56m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Thu 9/24
5:55 am-12:30 pm
1 stop5h 35m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Sat 10/3
4:00 pm-8:35 pm
1 stop3h 35m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 11/10
5:13 pm-10:12 pm
1 stop3h 59m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/19
6:30 pm-10:50 pm
1 stop3h 20m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
ORD Chicago O'Hare Intl - GSP Greenville
ORDGSP
Chicago O'Hare Intl
Tue 12/1
2:44 pm-9:49 pm
1 stop6h 05m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Tue 9/29
12:45 pm-7:30 pm
2 stops5h 45m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$165
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Mon 10/26
11:05 am-8:00 pm
2 stops7h 55m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$175
ChicagoGreenville
MDW Chicago Midway - GSP Greenville
MDWGSP
Chicago Midway
Wed 9/16
7:40 am-12:25 pm
1 stop3h 45m
Greenville
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$180
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Chicago to Greenville
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Greenville in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Greenville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Greenville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Greenville flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Greenville flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Greenville flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Greenville
Have a flexible travel schedule? Discover the best time to fly to Greenville from Chicago with our price prediction graph.
CHI-GSP
ORD-GSP
MDW-GSP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Greenville
CHI-GSP
ORD-GSP
MDW-GSP
What is the cheapest month to book a flight from Chicago to Greenville?
Currently, January is the cheapest month in which you can book a flight from Chicago to Greenville (average of $269). Flying from Chicago to Greenville in May is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to GSP?
Find hourly flight availability from Chicago to Greenville. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 4, 2026.
It’s optimal to fly from Chicago to Greenville in the morning. By choosing this option you can save up to 5% 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 September 4, 2026.
The most flights from CHI to GSP are scheduled on a Wednesday (23 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 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 $281 and $319 in October.The cheapest round-trip price found within the last 5 days was $270 on Multiple Airlines (Oct 16-Oct 19).
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 29, 2026.
Travelers seeking maximum savings on their Chicago to Greenville flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Greenville
Get insights into the airlines that provide service to Greenville. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Greenville. Reviews last updated September 4, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Greenville by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Crew
8.1
Boarding
7.7
Entertainment
7.1
Overall
7.4
Food
6.7
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Greenville. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Greenville?
Book flights to Greenville if you plan to visit one of these locationsGreer
Simpsonville
Greenwood
Duncan
Anderson
Seneca
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Greenville flight routes
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Greenville
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Greenville by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Greenville by cabin class
Find flights from Chicago to Greenville, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 September 4, 2026.
Chicago and Greenville flights
Browse other Chicago and Greenville flight options. Last updated on September 4, 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 September 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Greenville
Discover the top 2 airlines that operate flights from Chicago to Greenville. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$306 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$212 | Average$320 | FlexibilityNo cancel fee | On-time69% |