$175+ Cheap flights from Chicago (CHI) to Charleston, WV (CRW)
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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Oct 19 — Oct 261
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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 19, 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 19, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/86:51 am -
Nonstop1h 52m
Sun 10/1110:29 am -
Nonstop2h 00m
Deal found 9/15![United Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:51 am -
Nonstop1h 52m
Sun 10/116:05 pm -
Nonstop1h 58m
Deal found 9/19![United Airlines logo]()
$304
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/44:19 pm -
1 stop4h 48m
Sun 11/86:58 pm -
1 stop4h 35m
Deal found 9/15![Delta logo]()
$308
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/211:47 am -
1 stop5h 50m
Sun 12/65:00 am -
1 stop7h 02m
Deal found 9/16![American Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/27:05 am -
2 stops10h 14m
Sun 12/62:32 pm -
1 stop5h 33m
Deal found 9/16![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:51 am -
Nonstop1h 52m
Mon 10/56:05 pm -
Nonstop1h 58m
Deal found 9/16![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 10/85:00 am -
1 stop4h 29m
Mon 10/127:59 pm -
1 stop5h 09m
Deal found 9/18![American Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/410:25 am -
Nonstop1h 50m
Sun 11/86:02 am -
Nonstop2h 03m
Deal found 9/15![United Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/16:29 am -
1 stop4h 32m
Mon 10/57:59 pm -
1 stop5h 09m
Deal found 9/16![American Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 12/239:10 pm -
Nonstop1h 51m
Sun 12/275:51 pm -
Nonstop2h 09m
Deal found 9/18![United Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 9/296:51 am -
Nonstop1h 52m
Sun 10/410:29 am -
Nonstop2h 00m
Deal found 9/17![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/29:43 pm -
Nonstop1h 45m
Sun 12/68:40 am -
Nonstop2h 03m
Deal found 9/16![United Airlines logo]()
$359
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 19, 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 19, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/44:19 pm -
1 stop4h 48m
Sun 11/86:58 pm -
1 stop4h 35m
Deal found 9/15![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:39 am -
Nonstop1h 52m
Wed 10/710:29 am -
Nonstop2h 00m
Deal found 9/18![United Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/410:25 am -
Nonstop1h 50m
Sun 11/86:02 am -
Nonstop2h 03m
Deal found 9/15![United Airlines logo]()
$329
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 12/239:10 pm -
Nonstop1h 51m
Sun 12/275:51 pm -
Nonstop2h 09m
Deal found 9/18![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
2 stops8h 25m
Sun 10/46:54 pm -
1 stop6h 05m
Deal found 9/15![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 1/86:15 pm -
Nonstop1h 54m
Sun 1/105:12 am -
Nonstop2h 17m
Deal found 9/15![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/79:20 pm -
Nonstop1h 39m
Sun 10/1110:29 am -
Nonstop2h 00m
Deal found 9/16![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:30 pm -
1 stop4h 36m
Wed 10/76:58 pm -
1 stop4h 35m
Deal found 9/18![Delta logo]()
$443
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” 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 12/29:43 pm -
Nonstop1h 45m
Sun 12/68:40 am -
Nonstop2h 03m
Deal found 9/18![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:04 am -
1 stop6h 54m
Tue 11/36:00 am -
2 stops7h 47m
Deal found 9/16![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 12/38:04 am -
1 stop4h 48m
Sun 12/66:00 am -
2 stops11h 17m
Deal found 9/19![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/26:05 am -
1 stop6h 48m
Sun 10/46:54 pm -
1 stop4h 50m
Deal found 9/15![Delta logo]()
$548
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:04 am -
1 stop6h 54m
Mon 10/126:58 pm -
1 stop4h 35m
Deal found 9/17![Delta logo]()
$668
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/76:04 am -
1 stop6h 54m
Thu 10/86:00 am -
1 stop5h 03m
Deal found 9/14![Delta logo]()
$772
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated September 19, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 9/296:51 am -
Nonstop1h 52m
Sun 10/410:29 am -
Nonstop2h 00m
Deal found 9/17![United Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:59 am -
1 stop5h 55m
Sun 10/48:17 pm -
1 stop4h 42m
Deal found 9/17![American Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:55 pm -
2 stops8h 25m
Sun 10/46:54 pm -
1 stop6h 05m
Deal found 9/15![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:51 am -
Nonstop1h 52m
Mon 10/56:05 pm -
Nonstop1h 58m
Deal found 9/16![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/16:29 am -
1 stop4h 32m
Mon 10/57:59 pm -
1 stop5h 09m
Deal found 9/16![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:05 am -
1 stop6h 48m
Mon 10/56:54 pm -
1 stop4h 50m
Deal found 9/16![Delta logo]()
$413
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/76:29 am -
1 stop6h 55m
Sun 10/117:59 pm -
1 stop5h 09m
Deal found 9/16![American Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/79:20 pm -
Nonstop1h 39m
Sun 10/1110:29 am -
Nonstop2h 00m
Deal found 9/16![United Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/86:51 am -
Nonstop1h 52m
Sun 10/1110:29 am -
Nonstop2h 00m
Deal found 9/15![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/85:00 am -
1 stop4h 29m
Mon 10/127:59 pm -
1 stop5h 09m
Deal found 9/17![American Airlines logo]()
$308
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:51 am -
Nonstop1h 52m
Sun 10/116:05 pm -
Nonstop1h 58m
Deal found 9/19![United Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:00 am -
1 stop4h 29m
Sun 10/117:59 pm -
1 stop5h 09m
Deal found 9/18![American Airlines logo]()
$383
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 19, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/216:00 am -
2 stops26h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/216:21 am -
2 stops25h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$192
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/145:00 am -
1 stop4h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$198
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/179:02 am -
1 stop4h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/146:00 am -
2 stops26h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/146:21 am -
3 stops30h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/18:05 am -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$238
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:20 am -
1 stop5h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:20 pm -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![United Airlines logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/238:11 pm -
2 stops40h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/146:04 am -
1 stop6h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/171:27 pm -
2 stops7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Delta logo]()
$310
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 (CRW). 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 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $289 (United Airlines) |
One-way from | $175 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $328 |
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 19, 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
MDW Chicago Midway - CRW Charleston Yeager
MDWCRW
Chicago Midway
Wed 10/21
6:21 am-9:19 am
2 stops25h 58m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$192
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Fri 10/23
5:00 am-10:29 am
1 stop4h 29m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$198
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Mon 10/19
6:40 pm-11:59 pm
1 stop4h 19m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$199
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Wed 10/21
7:40 am-9:19 am
3 stops24h 39m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
ChicagoCharleston
MDW Chicago Midway - CRW Charleston Yeager
MDWCRW
Chicago Midway
Wed 10/14
6:21 am-2:03 pm
3 stops30h 42m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$222
Quickest round-trip
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Mon 10/19
9:20 pm-11:59 pm
Nonstop1h 39m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Wed 10/21
6:51 am-9:43 am
Nonstop1h 52m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Sat 10/17
9:20 pm-11:59 pm
Nonstop1h 39m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Wed 10/14
2:35 pm-5:28 pm
Nonstop1h 53m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
ChicagoCharleston
MDW Chicago Midway - CRW Charleston Yeager
MDWCRW
Chicago Midway
Mon 10/19
5:09 pm-11:30 pm
1 stop5h 21m
Charleston Yeager
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$273
Showing 1-10 of 35 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 |
- Most accurate provider: When it comes to deals on Chicago-Charleston, West Virginia flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Charleston, West Virginia flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Charleston, West Virginia flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Charleston, West Virginia 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, West Virginia 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-CRW
ORD-CRW
MDW-CRW
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-CRW
ORD-CRW
MDW-CRW
What is the cheapest month to book a flight from Chicago to Charleston, West Virginia?
Currently, May is the cheapest month in which you can book a flight from Chicago to Charleston, West Virginia (average of $253). Flying from Chicago to Charleston, West Virginia in October is currently the most expensive (average of $586). 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 CRW?
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 19, 2026.
One of the essential ways to save on airfare from Chicago to Charleston, West Virginia is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 29% on airfare.
How much does it cost to fly round-trip from Chicago to Charleston, West Virginia?
Airfare is below average for this route at the moment.
Chicago to Charleston, West Virginia flights typically cost between $320 and $345 in October.The cheapest round-trip price found within the last 5 days was $289 on United Airlines (Oct 8-Oct 11).
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 19, 2026.
Read through reviews of airlines operating flights from Chicago to Charleston, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to 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 locationsCross Lanes
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Other flights to Charleston
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Chicago and Charleston flights
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Other flights from Chicago
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Top airline flying from Chicago to Charleston
Discover the top airline 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 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$178 | Average$323 | FlexibilityNo cancel fee | On-time69% |