$155+ Cheap flights from Chicago (CHI) to Charleston, WV (CRW)
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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CRW
Sep 25 — Oct 21
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 August 26, 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 26, 2026.
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.
Wed 9/236:51 am -
Nonstop1h 52m
Wed 9/306:05 pm -
Nonstop1h 58m
Deal found 8/24![United Airlines logo]()
$249
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 10/286:15 pm -
Nonstop1h 59m
Mon 11/26:02 am -
Nonstop2h 03m
Deal found 8/25![United Airlines logo]()
$256
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.
Sat 11/1410:25 am -
Nonstop1h 48m
Sun 11/151:50 pm -
Nonstop2h 05m
Deal found 8/23![United Airlines logo]()
$258
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 10/65:09 pm -
1 stop5h 21m
Tue 10/136:00 am -
1 stop6h 54m
Deal found 8/22![Delta logo]()
$268
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 12/28:04 am -
1 stop4h 48m
Sun 12/66:00 am -
1 stop7h 26m
Deal found 8/25![Delta logo]()
$268
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 10/65:00 am -
1 stop6h 14m
Tue 10/136:12 pm -
1 stop6h 56m
Deal found 8/22![American Airlines logo]()
$270
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 11/1210:25 am -
Nonstop1h 50m
Sun 11/156:02 am -
Nonstop2h 03m
Deal found 8/25![United Airlines logo]()
$276
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.
Fri 11/2010:25 am -
Nonstop1h 50m
Sun 11/226:02 am -
Nonstop2h 03m
Deal found 8/22![United Airlines logo]()
$281
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.
Tue 12/15:14 pm -
1 stop5h 26m
Wed 3/316:40 pm -
1 stop4h 30m
Deal found 8/23![Delta logo]()
$283
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.
Sat 10/36:39 am -
Nonstop1h 52m
Sun 10/47:03 am -
Nonstop1h 57m
Deal found 8/24![United Airlines logo]()
$283
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.
Thu 11/128:04 am -
1 stop4h 51m
Sun 11/156:58 pm -
1 stop5h 56m
Deal found 8/25![Delta logo]()
$288
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.
Tue 12/12:44 pm -
2 stops7h 56m
Mon 4/56:40 pm -
1 stop6h 10m
Deal found 8/23![Delta logo]()
$289
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 26, 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 26, 2026.
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.
Tue 10/69:20 pm -
Nonstop1h 39m
Tue 10/136:05 pm -
Nonstop1h 58m
Deal found 8/22![United Airlines logo]()
$249
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.
Wed 10/76:04 am -
1 stop6h 54m
Wed 10/146:00 am -
1 stop6h 54m
Deal found 8/23![Delta logo]()
$268
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 10/65:09 pm -
1 stop5h 21m
Tue 10/136:00 am -
1 stop6h 54m
Deal found 8/22![Delta logo]()
$268
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 11/1210:25 am -
Nonstop1h 50m
Sun 11/156:02 am -
Nonstop2h 03m
Deal found 8/25![United Airlines logo]()
$276
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 11/145:30 am -
1 stop4h 10m
Sun 11/156:00 am -
1 stop5h 25m
Deal found 8/23![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/311:30 am -
1 stop5h 48m
Sun 12/66:58 pm -
1 stop6h 01m
Deal found 8/21![Delta logo]()
$268
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 10/66:30 am -
1 stop6h 28m
Tue 10/132:38 pm -
1 stop7h 00m
Deal found 8/22![Delta logo]()
$268
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.
Thu 11/126:23 am -
2 stops10h 55m
Thu 11/192:35 pm -
1 stop5h 30m
Deal found 8/23![Delta logo]()
$274
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.
Fri 11/138:04 am -
1 stop4h 51m
Mon 11/166:00 am -
2 stops8h 59m
Deal found 8/22![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/27:00 am -
2 stops10h 18m
Sun 12/611:10 am -
1 stop4h 28m
Deal found 8/21![Delta logo]()
$274
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.
Tue 12/12:44 pm -
2 stops7h 56m
Mon 4/56:40 pm -
1 stop6h 10m
Deal found 8/23![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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.
Sun 10/186:04 am -
1 stop6h 54m
Sun 10/256:58 pm -
1 stop4h 35m
Deal found 8/21![Delta logo]()
$313
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.
Tue 12/111:28 am -
1 stop5h 51m
Fri 4/26:40 pm -
1 stop4h 30m
Deal found 8/23![Delta logo]()
$313
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.
Thu 11/121:05 pm -
1 stop4h 13m
Thu 11/1911:20 am -
1 stop5h 58m
Deal found 8/23![Delta logo]()
$313
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.
Tue 12/11:41 pm -
2 stops8h 59m
Sat 4/36:00 am -
1 stop6h 56m
Deal found 8/23![Delta logo]()
$319
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated August 26, 2026 and is based on user searches.
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.
Mon 8/313:25 pm -
1 stop7h 06m
Sun 9/611:07 am -
2 stops10h 23m
Deal found 8/23![Delta logo]()
$334
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.
Mon 8/314:39 pm -
1 stop5h 52m
Sun 9/66:00 am -
1 stop5h 10m
Deal found 8/23![Delta logo]()
$433
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.
Thu 9/39:10 pm -
Nonstop1h 49m
Tue 9/810:20 am -
Nonstop2h 00m
Deal found 8/24![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/36:40 am -
1 stop6h 30m
Tue 9/84:45 pm -
1 stop5h 11m
Deal found 8/21![Delta logo]()
$328
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.
Fri 9/45:49 pm -
1 stop4h 10m
Mon 9/76:20 am -
1 stop6h 55m
Deal found 8/25![American Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:00 am -
Nonstop1h 54m
Mon 9/77:03 am -
Nonstop1h 57m
Deal found 8/21![United Airlines logo]()
$279
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.
Tue 9/85:49 pm -
1 stop4h 10m
Sat 9/124:09 pm -
1 stop7h 22m
Deal found 8/23![American Airlines logo]()
$298
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.
Tue 9/89:10 pm -
Nonstop1h 49m
Sat 9/126:05 pm -
Nonstop1h 57m
Deal found 8/24![United Airlines logo]()
$349
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 9/96:51 am -
Nonstop1h 52m
Sun 9/136:05 pm -
Nonstop1h 57m
Deal found 8/25![United Airlines logo]()
$322
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.
Wed 9/236:51 am -
Nonstop1h 52m
Wed 9/306:05 pm -
Nonstop1h 58m
Deal found 8/24![United Airlines logo]()
$249
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:29 am -
1 stop4h 32m
Wed 9/306:15 am -
1 stop6h 59m
Deal found 8/24![American Airlines logo]()
$268
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 9/2311:17 am -
2 stops11h 03m
Wed 9/302:33 pm -
1 stop5h 12m
Deal found 8/24![Delta logo]()
$274
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 26, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:50 pm -
1 stop16h 29m
Deal found 8/21![Multiple Airlines logo]()
$155
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.
Sun 9/135:18 am -
1 stop4h 07m
Deal found 8/22![American Airlines logo]()
$178
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:28 pm -
2 stops36h 51m
Deal found 8/22![Multiple Airlines logo]()
$181
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.
Sat 10/179:02 am -
1 stop4h 22m
Deal found 8/26![American Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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
Deal found 8/21![American Airlines logo]()
$213
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/315:21 am -
1 stop4h 19m
Deal found 8/21![American Airlines logo]()
$215
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.
Tue 9/81:25 pm -
1 stop4h 00m
Deal found 8/23![American Airlines logo]()
$218
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.
Sun 9/138:59 pm -
Nonstop1h 49m
Deal found 8/22![United Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/304:34 pm -
1 stop6h 29m
Deal found 8/21![American Airlines logo]()
$250
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 10/86:51 am -
Nonstop1h 52m
Deal found 8/25![United Airlines logo]()
$254
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.
Sat 10/173:30 pm -
2 stops16h 49m
Deal found 8/26![Multiple Airlines logo]()
$394
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.
Sun 9/1310:48 am -
1 stop4h 04m
Deal found 8/26![Delta logo]()
$434
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 August 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $249 (United Airlines) |
One-way from | $155 (Kiwi.com) |
Popular in | June |
Cheapest in | May |
Average price | $338 |
Good round-trip deal | $317 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 26, 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
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Tue 10/6
9:20 pm-11:59 pm
Nonstop1h 39m
Charleston Yeager
Tue 10/13
6:05 pm-7:03 pm
Nonstop1h 58m
$249
ChicagoCharleston
MDW Chicago Midway - CRW Charleston Yeager
MDWCRW
Chicago Midway
Wed 10/7
6:04 am-1:58 pm
1 stop6h 54m
Charleston Yeager
Wed 10/14
6:00 am-11:54 am
1 stop6h 54m
$268
ChicagoCharleston
MDW Chicago Midway - CRW Charleston Yeager
MDWCRW
Chicago Midway
Tue 10/6
5:09 pm-11:30 pm
1 stop5h 21m
Charleston Yeager
Tue 10/13
6:00 am-11:54 am
1 stop6h 54m
$268
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Sat 11/14
5:30 am-10:40 am
1 stop4h 10m
Charleston Yeager
Sun 11/15
6:00 am-10:25 am
1 stop5h 25m
$268
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Thu 12/3
11:30 am-6:18 pm
1 stop5h 48m
Charleston Yeager
Sun 12/6
6:58 pm-11:59 pm
1 stop6h 01m
$268
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Tue 10/6
6:30 am-1:58 pm
1 stop6h 28m
Charleston Yeager
Tue 10/13
2:38 pm-8:38 pm
1 stop7h 00m
$268
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Thu 11/12
6:23 am-6:18 pm
2 stops10h 55m
Charleston Yeager
Thu 11/19
2:35 pm-7:05 pm
1 stop5h 30m
$274
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Fri 11/13
8:04 am-1:55 pm
1 stop4h 51m
Charleston Yeager
Mon 11/16
6:00 am-1:59 pm
2 stops8h 59m
$274
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Wed 12/2
7:00 am-6:18 pm
2 stops10h 18m
Charleston Yeager
Sun 12/6
11:10 am-2:38 pm
1 stop4h 28m
$274
ChicagoCharleston
ORD Chicago O'Hare Intl - CRW Charleston Yeager
ORDCRW
Chicago O'Hare Intl
Thu 11/12
10:25 am-1:15 pm
Nonstop1h 50m
Charleston Yeager
Sun 11/15
6:02 am-7:05 am
Nonstop2h 03m
$276
Showing 1-10 of 29 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 |
- 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 June is currently the most expensive (average of $526). 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 August 26, 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.
Weekly flight availability from Chicago to Charleston, West Virginia
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 26, 2026.
The most flights from CHI to CRW are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
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 26, 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
Overall
7.4
Crew
8.1
Boarding
7.7
Food
6.7
Entertainment
7.1
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Comfort
7.3
Overall
7.4
Crew
8.1
Boarding
7.7
Food
6.7
Entertainment
7.1
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
Explore flights to Charleston departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 26, 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 26, 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 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$178 | Average$320 | FlexibilityNo cancel fee | On-time69% |