$139+ Cheap flights from Chicago (CHI) to Charleston (CHS)
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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Oct 12 — Oct 191
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Charleston 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 Charleston are usually found in September or January, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Friday
Cheap flight deals from Chicago to Charleston
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Best
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Cheapest flights from Chicago to CharlestonExplore the most affordable flight options available from Chicago to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
Explore the most affordable flight options available from Chicago to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/156:58 pm -
1 stop12h 50m
Wed 10/213:42 pm -
1 stop16h 49m
Deal found 9/9![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:46 am -
1 stop22h 52m
Fri 10/233:27 pm -
1 stop17h 24m
Deal found 9/10![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Fri 12/45:00 am -
1 stop15h 01m
Sun 12/610:15 pm -
1 stop15h 35m
Deal found 9/8![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 10/198:04 am -
1 stop11h 57m
Thu 10/2210:13 pm -
1 stop18h 17m
Deal found 9/7![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/168:11 pm -
1 stop11h 27m
Wed 10/213:42 pm -
1 stop16h 49m
Deal found 9/12![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 10/17:11 am -
1 stop8h 00m
Mon 10/54:57 pm -
1 stop23h 23m
Deal found 9/8![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/158:04 am -
1 stop7h 07m
Tue 10/201:21 pm -
2 stops27h 09m
Deal found 9/9![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/156:58 pm -
1 stop12h 50m
Sun 10/182:13 pm -
1 stop18h 18m
Deal found 9/11![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop7h 11m
Sat 10/316:00 am -
2 stops13h 16m
Deal found 9/11![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:11 pm -
1 stop11h 27m
Mon 10/193:27 pm -
1 stop17h 24m
Deal found 9/10![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 10/268:04 am -
1 stop11h 57m
Fri 10/308:58 pm -
2 stops19h 39m
Deal found 9/7![Multiple Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 9/7. 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 10/61:30 pm -
Nonstop2h 10m
Tue 10/137:15 am -
Nonstop2h 10m
Deal found 9/7![Southwest logo]()
$321
Best flights from Chicago to CharlestonDiscover carefully curated flight deals from Chicago to Charleston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
Discover carefully curated flight deals from Chicago to Charleston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 12, 2026.
This United Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 10/77:00 am -
Nonstop2h 27m
Wed 10/147:53 pm -
1 stop4h 39m
Deal found 9/8![United Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 9/9. 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 10/201:30 pm -
Nonstop2h 10m
Fri 10/237:15 pm -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 12/36:49 am -
1 stop5h 10m
Sun 12/67:01 pm -
1 stop5h 51m
Deal found 9/10![Delta logo]()
$390
This KAYAK deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Mon 9/219:53 am -
Nonstop2h 23m
Thu 9/246:39 pm -
1 stop6h 17m
Deal found 9/11![American Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:10 pm -
Nonstop2h 23m
Mon 10/267:19 pm -
Nonstop2h 41m
Deal found 9/10![United Airlines logo]()
$338
This Southwest deal was found by Cheapflights users on 9/8. 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 10/211:35 pm -
2 stops5h 50m
Wed 10/286:40 am -
1 stop5h 15m
Deal found 9/8![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/142:25 pm -
Nonstop2h 37m
Thu 10/1511:27 am -
Nonstop2h 33m
Deal found 9/11![United Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 9/9. 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 10/111:50 am -
1 stop11h 25m
Mon 10/57:15 pm -
Nonstop2h 10m
Deal found 9/9![Southwest logo]()
$370
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/36:17 pm -
Nonstop2h 43m
Thu 11/510:23 am -
1 stop5h 15m
Deal found 9/11![United Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 9/7. 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 10/1312:25 pm -
1 stop8h 35m
Sat 10/178:30 am -
Nonstop2h 10m
Deal found 9/7![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:25 pm -
Nonstop2h 05m
Sat 12/126:40 am -
2 stops8h 45m
Deal found 9/11![Southwest logo]()
$386
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Mon 10/1910:39 am -
Nonstop2h 25m
Thu 10/224:58 pm -
Nonstop2h 32m
Deal found 9/7![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 10/3012:55 pm -
Nonstop2h 10m
Sun 11/17:10 pm -
Nonstop2h 15m
Deal found 9/8![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 9/8. 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.
Fri 12/41:25 pm -
Nonstop2h 05m
Sun 12/67:10 pm -
Nonstop2h 15m
Deal found 9/8![Southwest logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:33 am -
Nonstop2h 25m
Sat 9/266:51 pm -
Nonstop2h 39m
Deal found 9/10![United Airlines logo]()
$451
This Southwest deal was found by Cheapflights users on 9/7. 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.
Mon 10/1912:55 pm -
Nonstop2h 10m
Thu 10/224:45 pm -
1 stop4h 10m
Deal found 9/7![Southwest logo]()
$393
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/66:10 pm -
Nonstop2h 23m
Fri 10/97:53 pm -
1 stop4h 39m
Deal found 9/11![United Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sun 11/297:50 am -
Nonstop2h 10m
Thu 12/38:00 am -
Nonstop2h 15m
Deal found 9/9![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/36:00 am -
1 stop5h 45m
Thu 11/511:00 am -
2 stops6h 45m
Deal found 9/11![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 9/1710:33 am -
Nonstop2h 25m
Sun 9/206:30 am -
Nonstop2h 30m
Deal found 9/9![United Airlines logo]()
$547
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated September 12, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated September 12, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 10/17:11 am -
1 stop8h 00m
Mon 10/54:57 pm -
1 stop23h 23m
Deal found 9/8![Multiple Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 9/7. 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 10/61:30 pm -
Nonstop2h 10m
Tue 10/137:15 am -
Nonstop2h 10m
Deal found 9/7![Southwest logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/156:58 pm -
1 stop12h 50m
Wed 10/213:42 pm -
1 stop16h 49m
Deal found 9/9![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/158:04 am -
1 stop7h 07m
Tue 10/201:21 pm -
2 stops27h 09m
Deal found 9/9![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/156:58 pm -
1 stop12h 50m
Sun 10/182:13 pm -
1 stop18h 18m
Deal found 9/11![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/168:11 pm -
1 stop11h 27m
Wed 10/213:42 pm -
1 stop16h 49m
Deal found 9/12![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:11 pm -
1 stop11h 27m
Mon 10/193:27 pm -
1 stop17h 24m
Deal found 9/10![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 10/198:04 am -
1 stop11h 57m
Thu 10/2210:13 pm -
1 stop18h 17m
Deal found 9/7![Multiple Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 9/8. 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.
Mon 10/1912:55 pm -
Nonstop2h 10m
Thu 10/224:45 pm -
1 stop4h 10m
Deal found 9/8![Southwest logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:46 am -
1 stop22h 52m
Fri 10/233:27 pm -
1 stop17h 24m
Deal found 9/10![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 10/268:04 am -
1 stop11h 57m
Fri 10/308:58 pm -
2 stops19h 39m
Deal found 9/7![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop7h 11m
Sat 10/316:00 am -
2 stops13h 16m
Deal found 9/11![Multiple Airlines logo]()
$302
One-way flights from Chicago to CharlestonSearch for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated September 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Fri 12/45:00 am -
1 stop15h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/78:00 am -
1 stop10h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 11/58:00 am -
1 stop7h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/206:00 am -
2 stops25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:04 am -
1 stop11h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 11/128:00 am -
1 stop7h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Mon 12/75:00 am -
1 stop15h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Mon 11/97:50 pm -
2 stops35h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Tue 12/88:10 am -
2 stops13h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Sun 12/610:52 am -
1 stop19h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/46:16 am -
2 stops11h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$160
This Southwest deal was found by Cheapflights users on 9/8. 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.
Thu 10/2912:55 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$161
Find flight deals from Chicago to Charleston
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Charleston (CHS). 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 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Kiwi.com) |
One-way from | $139 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $329 |
Good round-trip deal | $254 or less |
Good one-way deal | $199 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Charleston 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 12, 2026.
Use the filters below to find and compare flights from Chicago to Charleston that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Wed 11/11
2:30 pm-6:04 pm
Nonstop2h 34m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
Quickest round-trip
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Thu 11/26
2:40 pm-5:45 pm
Nonstop2h 05m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$161
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Wed 10/7
6:30 am-11:35 am
1 stop4h 05m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Sat 10/10
8:05 am-3:28 pm
1 stop6h 23m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Wed 11/4
8:05 am-1:13 pm
1 stop4h 08m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 10/6
8:05 am-1:00 pm
1 stop3h 55m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 10/13
6:30 am-11:35 am
1 stop4h 05m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Sat 12/5
8:00 am-1:23 pm
1 stop4h 23m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Wed 11/4
6:04 am-11:07 am
1 stop4h 03m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Thu 12/10
1:02 pm-5:56 pm
1 stop3h 54m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$171
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Chicago to Charleston
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 Charleston in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Charleston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charleston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Charleston flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Charleston 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-Charleston 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 Charleston
Have a flexible travel schedule? Discover the best time to fly to Charleston from Chicago with our price prediction graph.
CHI-CHS
ORD-CHS
MDW-CHS
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 Charleston
CHI-CHS
ORD-CHS
MDW-CHS
What is the cheapest month to book a flight from Chicago to Charleston?
Currently, September is the cheapest month in which you can book a flight from Chicago to Charleston (average of $329). Flying from Chicago to Charleston in March is currently the most expensive (average of $417). 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 CHS?
Find hourly flight availability from Chicago to Charleston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 12, 2026.
When flying from Chicago to Charleston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 3% versus a flight in the evening.
Weekly flight availability from Chicago to Charleston
Explore weekly flight availability from Chicago to Charleston. 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 12, 2026.
The most flights from CHI to CHS are scheduled on a Friday (18 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Chicago to Charleston?
Airfare is typical for this route at the moment.
Chicago to Charleston flights typically cost between $269 and $520 in October.The cheapest round-trip price found within the last 5 days was $271 on Multiple Airlines (Oct 15-Oct 21).
How far ahead should I book a flight from Chicago to Charleston?
The price you pay for your flight from Chicago to Charleston may vary depending on when you book. For the best chance of a lower fare, look to book 36 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Chicago to Charleston?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Charleston. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Chicago to Charleston flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to Charleston flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Charleston trip
Our travel experts
Reviews of airlines servicing Charleston
Get insights into the airlines that provide service to Charleston. 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 Charleston. Reviews last updated September 12, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago to Charleston. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago to Charleston. 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 Charleston?
Book flights to Charleston if you plan to visit one of these locationsNorth Charleston
Santee
Summerville
Walterboro
Mount Pleasant
Goose Creek
Edisto Beach
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Other flights to Charleston
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Complete your trip
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Chicago and Charleston flights
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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 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Charleston
Discover the top 3 airlines that operate flights from Chicago to Charleston. 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 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$238 | Average$411 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$405 | FlexibilityNo cancel fee | On-time63% |