$84+ Cheap flights from Chicago (CHI) to Charleston (CHS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CHS
May 16 — May 231
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 August or January, booked 60 days in advance, depart on a Tuesday or Monday and return on a Friday
Cheap flight deals from Chicago to Charleston
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to CharlestonExplore the most affordable flight options available from Chicago to Charleston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 16, 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 April 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/112:47 pm
ORD
- CHS
1 stop21h 21m
Multiple Airlines
Sun 5/310:48 pm
CHS
- ORD
2 stops13h 44m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/236:55 am
ORD
- CHS
2 stops24h 43m
Multiple Airlines
Tue 5/263:13 pm
CHS
- ORD
1 stop8h 01m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 4/14. 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.
Sun 10/45:30 am
ORD
- CHS
1 stop4h 55m
Delta
Sat 10/245:55 pm
CHS
- ORD
1 stop4h 50m
Delta
Deal found 4/14![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 4/14. 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.
Sat 6/274:25 pm
MDW
- CHS
1 stop4h 41m
Delta
Thu 7/26:43 pm
CHS
- MDW
1 stop4h 34m
Delta
Deal found 4/14![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:41 pm
ORD
- CHS
Nonstop2h 19m
American Airlines
Mon 6/17:19 pm
CHS
- ORD
1 stop6h 23m
American Airlines
Deal found 4/14![American Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 4/15. 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 4/2812:52 pm
MDW
- CHS
1 stop6h 49m
Delta
Wed 4/2912:41 pm
CHS
- MDW
1 stop6h 55m
Delta
Deal found 4/15![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/272:40 pm
ORD
- CHS
1 stop4h 20m
Southwest
Mon 6/16:00 am
CHS
- ORD
2 stops10h 30m
Southwest
Deal found 4/13![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2712:50 pm
MDW
- CHS
2 stops6h 35m
Southwest
Sat 5/307:15 pm
CHS
- MDW
1 stop4h 20m
Southwest
Deal found 4/13![Southwest logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/96:41 pm
ORD
- CHS
1 stop4h 18m
American Airlines
Mon 5/117:07 am
CHS
- ORD
Nonstop2h 40m
American Airlines
Deal found 4/13![American Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 4/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:10 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Wed 6/247:00 am
CHS
- MDW
Nonstop2h 10m
Southwest
Deal found 4/15![Southwest logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/111:28 am
ORD
- CHS
2 stops21h 47m
Multiple Airlines
Mon 5/48:28 pm
CHS
- ORD
1 stop16h 55m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:14 am
MDW
- CHS
1 stop22h 24m
Multiple Airlines
Thu 4/3010:49 pm
CHS
- MDW
2 stops21h 42m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$279
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 April 16, 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 April 16, 2026.
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/610:15 am
MDW
- CHS
2 stops8h 45m
Southwest
Mon 5/117:55 pm
CHS
- MDW
1 stop4h 35m
Southwest
Deal found 4/12![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:00 pm
ORD
- CHS
1 stop6h 36m
Delta
Thu 5/287:59 pm
CHS
- ORD
1 stop5h 00m
Delta
Deal found 4/11![Delta logo]()
$285
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Tue 8/186:45 am
ORD
- CHS
Nonstop2h 19m
United Airlines
Sun 8/238:55 am
CHS
- ORD
Nonstop2h 30m
United Airlines
Deal found 4/15![United Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/298:15 am
ORD
- CHS
Nonstop2h 16m
American Airlines
Mon 6/112:58 pm
CHS
- ORD
1 stop5h 42m
American Airlines
Deal found 4/15![American Airlines logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 5/1412:19 pm
MDW
- CHS
2 stops19h 26m
Multiple Airlines
Sun 5/172:53 pm
CHS
- MDW
1 stop26h 04m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2010:15 am
MDW
- CHS
2 stops9h 10m
Southwest
Wed 5/272:25 pm
CHS
- MDW
2 stops6h 10m
Southwest
Deal found 4/13![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/1910:30 am
ORD
- CHS
Nonstop2h 21m
United Airlines
Wed 5/201:19 pm
CHS
- ORD
Nonstop2h 36m
United Airlines
Deal found 4/13![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:05 am
ORD
- CHS
1 stop6h 42m
Delta
Sun 6/75:10 am
CHS
- ORD
1 stop4h 28m
Delta
Deal found 4/12![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:10 pm
ORD
- CHS
Nonstop2h 35m
United Airlines
Fri 6/196:00 am
CHS
- ORD
Nonstop2h 33m
United Airlines
Deal found 4/14![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:45 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Sun 6/73:25 pm
CHS
- MDW
2 stops6h 00m
Southwest
Deal found 4/14![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 4/14. 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.
Fri 5/12:25 pm
ORD
- CHS
1 stop6h 30m
Delta
Wed 5/611:26 am
CHS
- ORD
1 stop8h 13m
Delta
Deal found 4/14![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/151:00 pm
MDW
- CHS
2 stops7h 55m
Southwest
Fri 6/193:15 pm
CHS
- MDW
2 stops8h 45m
Southwest
Deal found 4/14![Southwest logo]()
$371
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Sun 6/146:45 am
ORD
- CHS
Nonstop2h 23m
United Airlines
Sat 6/206:00 am
CHS
- ORD
Nonstop2h 33m
United Airlines
Deal found 4/15![United Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 4/15. 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.
Thu 10/811:10 am
ORD
- CHS
1 stop4h 41m
Delta
Thu 10/156:30 am
CHS
- ORD
1 stop6h 36m
Delta
Deal found 4/15![Delta logo]()
$403
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:25 pm
ORD
- CHS
Nonstop2h 23m
United Airlines
Sat 8/227:52 pm
CHS
- ORD
1 stop4h 29m
United Airlines
Deal found 4/14![United Airlines logo]()
$401
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:10 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Sat 6/272:30 pm
CHS
- MDW
2 stops7h 40m
Southwest
Deal found 4/12![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:10 am
ORD
- CHS
1 stop4h 44m
Delta
Sun 8/307:10 am
CHS
- ORD
1 stop6h 29m
Delta
Deal found 4/11![Delta logo]()
$409
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:45 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Sat 6/207:20 am
CHS
- MDW
2 stops6h 50m
Southwest
Deal found 4/14![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Sun 6/146:45 am
ORD
- CHS
Nonstop2h 23m
United Airlines
Fri 6/196:00 am
CHS
- ORD
Nonstop2h 33m
United Airlines
Deal found 4/15![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 4/15. 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.
Sun 4/266:00 am
MDW
- CHS
1 stop4h 20m
Delta
Fri 5/16:25 am
CHS
- MDW
1 stop4h 31m
Delta
Deal found 4/15![Delta logo]()
$422
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:00 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Sun 5/106:55 pm
CHS
- MDW
Nonstop2h 20m
Southwest
Deal found 4/12![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 4/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:50 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Sun 5/177:50 pm
CHS
- MDW
1 stop4h 50m
Southwest
Deal found 4/15![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 4/279:00 am
MDW
- CHS
1 stop7h 05m
Southwest
Thu 4/307:40 am
CHS
- MDW
Nonstop2h 15m
Southwest
Deal found 4/13![Southwest logo]()
$479
Last-minute flights from Chicago to CharlestonDiscover last-minute flight deals from Chicago to Charleston. Data last updated April 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Charleston. Data last updated April 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:14 am
MDW
- CHS
1 stop22h 24m
Multiple Airlines
Thu 4/3010:49 pm
CHS
- MDW
2 stops21h 42m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$279
This Delta deal was found by Cheapflights users on 4/15. 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 4/2810:41 am
MDW
- CHS
1 stop3h 49m
Delta
Thu 4/305:20 am
CHS
- MDW
1 stop5h 36m
Delta
Deal found 4/15![Delta logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/112:47 pm
ORD
- CHS
1 stop21h 21m
Multiple Airlines
Sun 5/310:48 pm
CHS
- ORD
2 stops13h 44m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/111:28 am
ORD
- CHS
2 stops21h 47m
Multiple Airlines
Mon 5/48:28 pm
CHS
- ORD
1 stop16h 55m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/96:41 pm
ORD
- CHS
1 stop4h 18m
American Airlines
Mon 5/117:07 am
CHS
- ORD
Nonstop2h 40m
American Airlines
Deal found 4/13![American Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/99:15 am
MDW
- CHS
2 stops8h 55m
Southwest
Mon 5/117:40 am
CHS
- MDW
Nonstop2h 15m
Southwest
Deal found 4/13![Southwest logo]()
$280
This Mytrip deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:33 pm
ORD
- CHS
2 stops17h 11m
Spirit Airlines
Thu 5/142:39 pm
CHS
- ORD
2 stops18h 43m
Spirit Airlines
Deal found 4/13![Spirit Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 4/14. 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 5/207:07 am
ORD
- CHS
1 stop5h 56m
Delta
Mon 5/255:15 am
CHS
- ORD
1 stop4h 24m
Delta
Deal found 4/14![Delta logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/236:55 am
ORD
- CHS
2 stops24h 43m
Multiple Airlines
Tue 5/263:13 pm
CHS
- ORD
1 stop8h 01m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$273
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/272:40 pm
ORD
- CHS
1 stop4h 20m
Southwest
Mon 6/16:00 am
CHS
- ORD
2 stops10h 30m
Southwest
Deal found 4/13![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/2712:50 pm
MDW
- CHS
2 stops6h 35m
Southwest
Mon 6/12:15 pm
CHS
- MDW
1 stop4h 35m
Southwest
Deal found 4/13![Southwest logo]()
$276
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:41 pm
ORD
- CHS
Nonstop2h 19m
American Airlines
Mon 6/17:19 pm
CHS
- ORD
1 stop6h 23m
American Airlines
Deal found 4/14![American Airlines logo]()
$275
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 April 16, 2026.
Search for one-way flight options from Chicago to Charleston. Find affordable one-way fares based on user searches. Data last updated April 16, 2026.
This Delta deal was found by Cheapflights users on 4/15. 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.
Sat 5/308:10 am
ORD
- CHS
1 stop6h 39m
Delta
Deal found 4/15![Delta logo]()
$84
This Delta deal was found by Cheapflights users on 4/15. 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 5/610:41 am
MDW
- CHS
1 stop3h 49m
Delta
Deal found 4/15![Delta logo]()
$84
This Delta deal was found by Cheapflights users on 4/14. 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.
Sun 5/107:07 am
ORD
- CHS
1 stop6h 00m
Delta
Deal found 4/14![Delta logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/114:52 pm
MDW
- CHS
1 stop16h 06m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/123:55 pm
ORD
- CHS
1 stop16h 43m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$99
This Delta deal was found by Cheapflights users on 4/14. 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 5/69:35 am
ORD
- CHS
1 stop7h 32m
Delta
Deal found 4/14![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 4/14. 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.
Tue 5/126:23 am
MDW
- CHS
1 stop4h 47m
Delta
Deal found 4/14![Delta logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 5/112:47 pm
ORD
- CHS
1 stop21h 21m
Spirit Airlines
Deal found 4/15![Spirit Airlines logo]()
$108
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:30 pm
MDW
- CHS
Nonstop2h 05m
Southwest
Deal found 4/11![Southwest logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/81:49 pm
ORD
- CHS
1 stop22h 55m
Spirit Airlines
Deal found 4/13![Spirit Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:14 am
MDW
- CHS
1 stop30h 11m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$116
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:45 am
ORD
- CHS
Nonstop2h 23m
United Airlines
Deal found 4/12![United Airlines logo]()
$119
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 April 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Kiwi.com) |
One-way from | $84 (Delta) |
Popular in | March |
Cheapest in | August |
Average price | $389 |
Good round-trip deal | $337 or less |
Good one-way deal | $194 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 2,558,603 searches. Data last updated April 16, 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 - CHS
MDWCHS
Chicago Midway
Wed 5/6
10:15 am-8:00 pm
2 stops8h 45m
Charleston
Mon 5/11
7:55 pm-11:30 pm
1 stop4h 35m
$276
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Sat 5/23
12:00 pm-7:36 pm
1 stop6h 36m
Charleston
Thu 5/28
7:59 pm-11:59 pm
1 stop5h 00m
$285
ChicagoCharleston
MDW - CHS
MDWCHS
Chicago Midway
Wed 5/20
10:15 am-8:25 pm
2 stops9h 10m
Charleston
Wed 5/27
2:25 pm-7:35 pm
2 stops6h 10m
$307
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Tue 8/18
6:45 am-10:04 am
Nonstop2h 19m
Charleston
Sun 8/23
8:55 am-10:25 am
Nonstop2h 30m
$309
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Tue 5/19
10:30 am-1:51 pm
Nonstop2h 21m
Charleston
Wed 5/20
1:19 pm-2:55 pm
Nonstop2h 36m
$317
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Fri 5/29
8:15 am-11:31 am
Nonstop2h 16m
Charleston
Mon 6/1
12:58 pm-5:40 pm
1 stop5h 42m
$333
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Wed 6/3
7:05 am-2:47 pm
1 stop6h 42m
Charleston
Sun 6/7
5:10 am-8:38 am
1 stop4h 28m
$333
ChicagoCharleston
ORD - CHS
ORDCHS
Chicago O'Hare Intl
Mon 6/15
2:10 pm-5:45 pm
Nonstop2h 35m
Charleston
Fri 6/19
6:00 am-7:33 am
Nonstop2h 33m
$341
ChicagoCharleston
MDW - CHS
MDWCHS
Chicago Midway
Thu 6/4
7:45 pm-10:50 pm
Nonstop2h 05m
Charleston
Sun 6/7
3:25 pm-8:25 pm
2 stops6h 00m
$362
ChicagoCharleston
MDW - CHS
MDWCHS
Chicago Midway
Mon 6/15
1:00 pm-9:55 pm
2 stops7h 55m
Charleston
Fri 6/19
3:15 pm-11:00 pm
2 stops8h 45m
$371
Showing 1-10 of 44 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 April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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
How far ahead should I book a flight from Chicago to Charleston?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Charleston. Price data was last updated on April 10, 2026.
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 60 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Charleston?
Currently, May is the cheapest month in which you can book a flight from Chicago to Charleston (average of $46). Flying from Chicago to Charleston in March is currently the most expensive (average of $298). 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 April 16, 2026.
When flying from Chicago to Charleston, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 7% versus a flight in the morning.
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 April 11, 2026.
Travelers seeking maximum savings on their Chicago to Charleston flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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 April 16, 2026.
The most flights from CHI to CHS are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 on average).
How much does it cost to fly round-trip from Chicago to Charleston?
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 April 16, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
Isle of Palms
Mount Pleasant
Goose Creek
Edisto Beach
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Charleston
See prices for flight routes from nearby airports that may be better suited for you.
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 April 16, 2026.
Complete your trip
Complete your trip to Charleston by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Charleston by cabin class
Find flights from Chicago to Charleston, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Charleston flights
Browse other Chicago and Charleston flight options. Last updated on April 16, 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 April 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Chicago to Charleston
Discover the top 5 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 2,558,603 searches. Data last updated April 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$109 | Average$179 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$149 | Average$238 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$377 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$209 | Average$363 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$231 | Average$393 | FlexibilityNo cancel fee | On-time69% |