$119+ Cheap flights from Chicago (CHI) to Charleston (CHS)
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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Sep 26 — Oct 31
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 January or February, booked 83 days in advance, depart on a Tuesday or Wednesday and return on a Friday
Cheap flight deals from Chicago to Charleston
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Best
Last-minute
One-way
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 August 27, 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 August 27, 2026.
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/228:40 pm -
Nonstop2h 19m
Sat 10/247:16 am -
Nonstop2h 43m
Deal found 8/25![American Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/108:15 am -
Nonstop2h 05m
Sat 10/178:30 am -
Nonstop2h 10m
Deal found 8/26![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/711:45 am -
Nonstop2h 17m
Wed 10/147:16 am -
Nonstop2h 43m
Deal found 8/23![American Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 -
2 stops29h 13m
Tue 9/293:00 pm -
1 stop8h 59m
Deal found 8/25![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/143:50 pm -
1 stop15h 48m
Wed 9/166:00 am -
2 stops33h 45m
Deal found 8/24![Multiple Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/68:40 pm -
Nonstop2h 19m
Tue 10/133:53 pm -
Nonstop2h 44m
Deal found 8/22![American Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/292:45 pm -
1 stop3h 40m
Tue 11/38:00 am -
Nonstop2h 15m
Deal found 8/26![Southwest logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/217:11 am -
2 stops28h 20m
Mon 9/284:57 pm -
1 stop23h 23m
Deal found 8/26![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 -
1 stop12h 45m
Mon 9/284:57 pm -
1 stop23h 23m
Deal found 8/24![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/143:50 pm -
1 stop15h 48m
Tue 9/223:00 pm -
1 stop8h 59m
Deal found 8/24![Multiple Airlines logo]()
$249
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/236:05 am -
1 stop6h 02m
Wed 9/306:40 am -
1 stop6h 14m
Deal found 8/25![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/257:35 am -
Nonstop2h 20m
Wed 9/307:35 am -
Nonstop2h 10m
Deal found 8/26![Southwest logo]()
$258
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 August 27, 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 August 27, 2026.
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/108:15 am -
Nonstop2h 05m
Tue 10/137:15 am -
Nonstop2h 10m
Deal found 8/23![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/298:50 am -
1 stop4h 48m
Sat 10/313:29 pm -
Nonstop2h 36m
Deal found 8/22![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/108:05 am -
1 stop6h 23m
Tue 10/1312:40 pm -
1 stop5h 18m
Deal found 8/23![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/292:45 pm -
1 stop3h 40m
Tue 11/38:00 am -
Nonstop2h 15m
Deal found 8/26![Southwest logo]()
$243
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/410:40 am -
Nonstop2h 16m
Mon 11/97:52 pm -
1 stop5h 10m
Deal found 8/25![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/285:30 am -
1 stop5h 08m
Sat 10/310:46 am -
1 stop6h 51m
Deal found 8/22![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/108:15 am -
Nonstop2h 05m
Sat 10/1712:00 pm -
1 stop5h 10m
Deal found 8/26![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/67:00 am -
1 stop4h 20m
Tue 10/137:10 am -
1 stop6h 49m
Deal found 8/22![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/2611:45 am -
2 stops6h 40m
Tue 9/296:45 am -
2 stops9h 40m
Deal found 8/24![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/66:08 pm -
1 stop4h 51m
Tue 11/105:20 am -
1 stop5h 02m
Deal found 8/26![Delta logo]()
$278
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/2310:33 am -
Nonstop2h 25m
Sun 9/276:30 am -
Nonstop2h 30m
Deal found 8/25![United Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/246:10 pm -
Nonstop2h 23m
Sun 9/276:30 am -
Nonstop2h 30m
Deal found 8/25![United Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/95:30 am -
1 stop5h 08m
Wed 9/167:10 am -
1 stop6h 49m
Deal found 8/24![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/256:15 pm -
Nonstop2h 15m
Mon 9/286:35 am -
2 stops6h 40m
Deal found 8/24![Southwest logo]()
$324
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 10/75:27 am -
1 stop5h 08m
Mon 10/125:30 am -
1 stop4h 09m
Deal found 8/22![Delta logo]()
$304
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/226:30 am -
1 stop7h 20m
Sat 9/263:00 pm -
1 stop4h 41m
Deal found 8/26![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/257:55 pm -
Nonstop2h 05m
Thu 10/297:15 pm -
Nonstop2h 10m
Deal found 8/25![Southwest logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/118:50 am -
1 stop4h 38m
Fri 11/137:52 pm -
1 stop5h 09m
Deal found 8/23![United Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/205:00 am -
2 stops7h 05m
Mon 9/216:30 pm -
Nonstop2h 10m
Deal found 8/22![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/812:45 pm -
Nonstop2h 05m
Wed 11/1111:00 am -
2 stops8h 25m
Deal found 8/26![Southwest logo]()
$343
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated August 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/143:50 pm -
1 stop15h 48m
Wed 9/166:00 am -
2 stops33h 45m
Deal found 8/24![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/143:50 pm -
1 stop15h 48m
Tue 9/223:00 pm -
1 stop8h 59m
Deal found 8/24![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/153:50 pm -
1 stop15h 48m
Thu 9/172:13 pm -
1 stop9h 46m
Deal found 8/24![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/153:50 pm -
1 stop15h 48m
Tue 9/223:00 pm -
1 stop8h 59m
Deal found 8/24![Multiple Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/169:53 am -
Nonstop2h 23m
Mon 9/217:18 am -
Nonstop2h 42m
Deal found 8/26![American Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/166:00 pm -
Nonstop2h 15m
Sat 9/197:35 am -
Nonstop2h 10m
Deal found 8/24![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/163:16 pm -
Nonstop2h 26m
Sat 9/192:06 pm -
1 stop4h 32m
Deal found 8/26![American Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/217:11 am -
2 stops28h 20m
Mon 9/284:57 pm -
1 stop23h 23m
Deal found 8/26![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 -
2 stops29h 13m
Tue 9/293:00 pm -
1 stop8h 59m
Deal found 8/25![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/223:50 pm -
1 stop15h 48m
Thu 10/110:05 pm -
1 stop17h 40m
Deal found 8/26![Multiple Airlines logo]()
$252
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/236:00 pm -
Nonstop2h 15m
Wed 9/301:25 pm -
2 stops7h 45m
Deal found 8/24![Southwest logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 -
1 stop12h 45m
Mon 9/284:57 pm -
1 stop23h 23m
Deal found 8/24![Multiple Airlines logo]()
$245
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 August 27, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/78:40 pm -
Nonstop2h 19m
Deal found 8/26![American Airlines logo]()
$119
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/131:30 pm -
Nonstop2h 10m
Deal found 8/23![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 -
2 stops29h 13m
Deal found 8/26![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/238:04 am -
1 stop11h 52m
Deal found 8/25![Multiple Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/208:10 am -
1 stop4h 25m
Deal found 8/26![Southwest logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/247:11 am -
1 stop7h 52m
Deal found 8/23![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 -
2 stops28h 20m
Deal found 8/26![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 -
1 stop12h 45m
Deal found 8/25![Multiple Airlines logo]()
$135
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/252:25 pm -
Nonstop2h 37m
Deal found 8/24![United Airlines logo]()
$140
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/256:15 pm -
Nonstop2h 15m
Deal found 8/26![Southwest logo]()
$140
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/235:09 pm -
1 stop5h 50m
Deal found 8/24![Delta logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/216:25 am -
3 stops29h 06m
Deal found 8/25![Multiple Airlines logo]()
$153
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 August 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (American Airlines) |
One-way from | $119 (American Airlines) |
Popular in | March |
Cheapest in | January |
Average price | $401 |
Good round-trip deal | $254 or less |
Good one-way deal | $158 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 August 27, 2026.
Use the filters below to find and compare flights from Chicago to Charleston that are best for you.
Fly from
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ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Sat 10/10
8:15 am-11:20 am
Nonstop2h 05m
Charleston
Tue 10/13
7:15 am-8:25 am
Nonstop2h 10m
$237
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Thu 10/29
2:45 pm-7:25 pm
1 stop3h 40m
Charleston
Tue 11/3
8:00 am-9:15 am
Nonstop2h 15m
$243
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Thu 10/29
8:50 am-2:38 pm
1 stop4h 48m
Charleston
Sat 10/31
3:29 pm-5:05 pm
Nonstop2h 36m
$247
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Wed 11/4
10:40 am-1:56 pm
Nonstop2h 16m
Charleston
Mon 11/9
7:52 pm-12:02 am
1 stop5h 10m
$247
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Sat 10/10
8:15 am-11:20 am
Nonstop2h 05m
Charleston
Sat 10/17
12:00 pm-4:10 pm
1 stop5h 10m
$247
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
Tue 10/13
12:40 pm-4:58 pm
1 stop5h 18m
$257
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Mon 9/28
5:30 am-11:38 am
1 stop5h 08m
Charleston
Sat 10/3
10:46 am-4:37 pm
1 stop6h 51m
$257
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 10/6
7:00 am-12:20 pm
1 stop4h 20m
Charleston
Tue 10/13
7:10 am-12:59 pm
1 stop6h 49m
$257
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Sat 9/26
11:45 am-7:25 pm
2 stops6h 40m
Charleston
Tue 9/29
6:45 am-3:25 pm
2 stops9h 40m
$267
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Fri 11/6
6:08 pm-11:59 pm
1 stop4h 51m
Charleston
Tue 11/10
5:20 am-9:22 am
1 stop5h 02m
$278
Showing 1-10 of 43 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 August.
| 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 $350). Flying from Chicago to Charleston in April is currently the most expensive (average of $416). 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 August 27, 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 23% 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 August 27, 2026.
The most flights from CHI to CHS are scheduled on a Monday (18 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Chicago to Charleston?
Airfare is below average for this route at the moment.
Chicago to Charleston flights typically cost between $283 and $533 in October.The cheapest round-trip price found within the last 5 days was $237 on American Airlines (Oct 22-Oct 24).
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 August 22, 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. Thursday at noon 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 August 27, 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.
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Comfort
8.0
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
Explore flights to Charleston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 27, 2026.
Complete your trip
Complete your trip to Charleston by adding a car rental and/or hotel reservation to your travel itinerary.
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Chicago and Charleston flights
Browse other Chicago and Charleston flight options. Last updated on August 27, 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 August 27, 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 August 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$239 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$243 | Average$370 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$254 | Average$405 | FlexibilityNo cancel fee | On-time63% |