$125+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
Oct 28 — Nov 41
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 40 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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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 28, 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 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 10/268:04 am -
1 stop11h 57m
Wed 10/286:00 am -
2 stops34h 37m
Deal found 9/25![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 11/97:50 pm -
2 stops35h 48m
Wed 11/117:54 pm -
1 stop20h 43m
Deal found 9/25![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Sat 10/318:00 am -
1 stop10h 12m
Tue 11/103:00 pm -
2 stops28h 16m
Deal found 9/23![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Thu 10/298:00 am -
1 stop7h 11m
Fri 10/308:58 pm -
2 stops19h 39m
Deal found 9/26![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Sat 10/318:00 am -
1 stop10h 12m
Sat 11/76:00 am -
2 stops13h 16m
Deal found 9/23![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Sat 11/148:00 am -
1 stop10h 14m
Tue 11/173:00 pm -
2 stops22h 51m
Deal found 9/25![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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
Thu 11/512:17 pm -
Nonstop2h 42m
Deal found 9/27![American Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 9/24. 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.
Mon 10/1912:55 pm -
Nonstop2h 10m
Sat 10/318:20 am -
Nonstop2h 10m
Deal found 9/24![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:38 am -
Nonstop2h 17m
Mon 10/263:45 pm -
Nonstop2h 44m
Deal found 9/28![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/25. 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.
Sat 11/78:59 pm -
Nonstop2h 18m
Mon 11/912:17 pm -
Nonstop2h 42m
Deal found 9/25![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Sat 10/318:00 am -
1 stop10h 12m
Tue 11/33:00 pm -
2 stops22h 51m
Deal found 9/26![Multiple Airlines logo]()
$303
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/271:30 pm -
Nonstop2h 10m
Thu 10/294:45 pm -
1 stop4h 10m
Deal found 9/27![Southwest logo]()
$303
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 28, 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 28, 2026.
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/248:15 am -
Nonstop2h 05m
Mon 10/268:45 pm -
1 stop4h 10m
Deal found 9/28![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Sat 10/176:18 pm -
Nonstop2h 23m
Tue 10/204:58 pm -
Nonstop2h 32m
Deal found 9/23![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/76:30 am -
1 stop5h 48m
Mon 11/97:04 pm -
1 stop5h 50m
Deal found 9/27![Delta logo]()
$317
This JetBlue deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:38 pm -
1 stop6h 14m
Sun 10/256:56 pm -
1 stop6h 01m
Deal found 9/27![JetBlue logo]()
$389
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/3012:55 pm -
Nonstop2h 10m
Mon 11/27:10 pm -
Nonstop2h 15m
Deal found 9/25![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 9/26. 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.
Mon 10/1912:55 pm -
Nonstop2h 10m
Sat 10/316:10 am -
2 stops8h 05m
Deal found 9/26![Southwest logo]()
$312
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 1/1410:30 am -
Nonstop2h 21m
Sun 1/174:45 pm -
Nonstop2h 35m
Deal found 9/24![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 11/187:05 am -
2 stops9h 20m
Sat 11/217:00 pm -
Nonstop2h 20m
Deal found 9/28![Southwest logo]()
$312
This Delta deal was found by Cheapflights users on 9/26. 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.
Wed 11/251:05 pm -
1 stop7h 08m
Wed 12/212:55 pm -
1 stop4h 21m
Deal found 9/26![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Wed 11/1810:40 am -
Nonstop2h 16m
Sun 11/227:00 pm -
Nonstop2h 40m
Deal found 9/26![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 9/25. 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.
Tue 10/271:40 pm -
2 stops5h 45m
Sat 10/318:20 am -
Nonstop2h 10m
Deal found 9/25![Southwest logo]()
$312
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 12/246:25 pm -
Nonstop2h 32m
Sun 1/36:00 am -
Nonstop2h 36m
Deal found 9/24![United Airlines logo]()
$378
This JetBlue deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:38 pm -
1 stop6h 15m
Sun 10/186:50 pm -
1 stop5h 40m
Deal found 9/27![JetBlue logo]()
$464
This Southwest deal was found by Cheapflights users on 9/23. 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 10/311:30 pm -
Nonstop2h 10m
Tue 11/1011:00 am -
1 stop6h 15m
Deal found 9/23![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 9/23. 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 3/207:10 am -
1 stop5h 37m
Mon 3/2212:15 pm -
1 stop7h 17m
Deal found 9/23![Delta logo]()
$465
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Tue 10/1310:39 am -
Nonstop2h 25m
Wed 10/213:00 pm -
1 stop7h 29m
Deal found 9/25![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 9/23. 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 10/3112:30 pm -
1 stop3h 40m
Sat 11/73:35 pm -
2 stops7h 50m
Deal found 9/23![Southwest logo]()
$342
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Sat 10/1010:39 am -
Nonstop2h 25m
Mon 10/1910:20 am -
1 stop7h 32m
Deal found 9/25![United Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/3012:55 pm -
Nonstop2h 10m
Sun 11/18:55 pm -
1 stop4h 10m
Deal found 9/25![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/25. 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 10/157:00 am -
Nonstop2h 27m
Thu 10/226:30 am -
Nonstop2h 30m
Deal found 9/25![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/181:25 pm -
Nonstop2h 05m
Sun 11/225:30 am -
2 stops7h 30m
Deal found 9/27![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 9/25. 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.
Sat 10/106:18 pm -
Nonstop2h 23m
Sun 10/186:30 am -
Nonstop2h 30m
Deal found 9/25![United Airlines logo]()
$434
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated September 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated September 28, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/24. 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.
Mon 10/1912:55 pm -
Nonstop2h 10m
Sat 10/318:20 am -
Nonstop2h 10m
Deal found 9/24![Southwest logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/26. 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.
Wed 10/217:00 am -
Nonstop2h 27m
Fri 10/236:50 pm -
Nonstop2h 39m
Deal found 9/26![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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
Thu 11/512:17 pm -
Nonstop2h 42m
Deal found 9/27![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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
Tue 10/2710:16 am -
1 stop5h 04m
Deal found 9/27![American Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:38 am -
Nonstop2h 17m
Mon 10/263:45 pm -
Nonstop2h 44m
Deal found 9/28![American Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/248:15 am -
Nonstop2h 05m
Mon 10/268:45 pm -
1 stop4h 10m
Deal found 9/28![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 10/268:04 am -
1 stop11h 57m
Wed 10/286:00 am -
2 stops34h 37m
Deal found 9/25![Multiple Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/271:30 pm -
Nonstop2h 10m
Thu 10/294:45 pm -
1 stop4h 10m
Deal found 9/27![Southwest logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Thu 10/298:00 am -
1 stop7h 11m
Fri 10/308:58 pm -
2 stops19h 39m
Deal found 9/26![Multiple Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Sat 10/318:00 am -
1 stop10h 12m
Tue 11/103:00 pm -
2 stops28h 16m
Deal found 9/23![Multiple Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Sat 10/318:00 am -
1 stop10h 12m
Sat 11/76:00 am -
2 stops13h 16m
Deal found 9/23![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Sat 10/318:00 am -
1 stop10h 12m
Tue 11/33:00 pm -
2 stops22h 51m
Deal found 9/26![Multiple Airlines logo]()
$303
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 28, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated September 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 2/238:25 am -
1 stop9h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 10/208:04 am -
2 stops28h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 10/268:04 am -
1 stop11h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 2/222:30 pm -
1 stop27h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Fri 11/138:00 am -
1 stop12h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Wed 10/148:04 am -
2 stops30h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/268:05 am -
Nonstop2h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![American Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 9/25. 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.
Mon 10/2612:55 pm -
Nonstop2h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Southwest logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 10/246:00 am -
2 stops25h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Multiple Airlines logo]()
$153
This Delta deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/266:04 am -
1 stop5h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$159
This Southwest deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” 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 11/2712:45 pm -
Nonstop2h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Southwest logo]()
$160
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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (Kiwi.com) |
One-way from | $125 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $329 |
Good round-trip deal | $372 or less |
Good one-way deal | $198 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 28, 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
Quickest round-trip
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Mon 10/26
12:55 pm-4:05 pm
Nonstop2h 10m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Tue 10/27
8:05 am-3:15 pm
1 stop6h 10m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Sat 10/24
10:39 am-2:04 pm
Nonstop2h 25m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Thu 11/26
8:00 am-3:09 pm
1 stop6h 09m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Thu 11/12
5:20 pm-12:35 am
1 stop6h 15m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Mon 10/26
5:09 pm-11:59 pm
1 stop5h 50m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Sat 10/24
4:19 pm-9:41 pm
1 stop4h 22m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
MDW Chicago Midway - CHS Charleston
MDWCHS
Chicago Midway
Thu 11/26
11:27 am-4:29 pm
1 stop4h 02m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Fri 10/23
6:10 pm-9:33 pm
Nonstop2h 23m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
ChicagoCharleston
ORD Chicago O'Hare Intl - CHS Charleston
ORDCHS
Chicago O'Hare Intl
Fri 11/27
2:32 pm-6:06 pm
Nonstop2h 34m
Charleston
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$160
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 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 $328). 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 28, 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 in the evening, which can drop the price by up to 2% versus a flight in the morning.
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 28, 2026.
The most flights from CHI to CHS are scheduled on a Monday (22 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (13 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 $323 and $548 in January.The cheapest round-trip price found within the last 5 days was $250 on Multiple Airlines (Jan 28-Feb 2).
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 51 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 26, 2026.
Travelers seeking maximum savings on their Chicago to Charleston flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday afternoons 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 28, 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.
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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 September 28, 2026.
Complete your trip
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Chicago and Charleston flights
Browse other Chicago and Charleston flight options. Last updated on September 28, 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 28, 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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$413 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$254 | Average$406 | FlexibilityNo cancel fee | On-time63% |