$117+ Cheap flights from Charleston, WV (CRW) to Kissimmee, FL
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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Jul 28 — Aug 41
Round-trip
1 adult, Economy
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Find cheap flights from Charleston to Kissimmee 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 Charleston Yeager to Kissimmee are usually found in January or July, booked 36 days in advance, depart on a Thursday or Friday and return on a Monday
Cheap flight deals from Charleston to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Charleston to KissimmeeExplore the most affordable flight options available from Charleston to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.
Explore the most affordable flight options available from Charleston to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 9/177:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$117
This Priceline deal was found by Cheapflights users on 6/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 8/277:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/202:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 9/247:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$132
This Breeze Airways deal was found by Cheapflights users on 6/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Tue 7/73:12 pm
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$168
This Breeze Airways deal was found by Cheapflights users on 6/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 8/207:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 7/307:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 8/167:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 7/307:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 12/107:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:43 pm
CRW
- MCO
Nonstop2h 09m
Multiple Airlines
Thu 9/177:40 am
MCO
- CRW
1 stop6h 23m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$232
This Breeze Airways deal was found by Cheapflights users on 6/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$233
Best flights from Charleston to KissimmeeDiscover carefully curated flight deals from Charleston to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
Discover carefully curated flight deals from Charleston to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 28, 2026.
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:51 pm
CRW
- MCO
1 stop4h 11m
Delta
Thu 7/305:30 am
MCO
- CRW
1 stop4h 54m
Delta
Deal found 6/28![Delta logo]()
$238
This American Airlines deal was found by Cheapflights users on 6/26. 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 9/264:09 pm
CRW
- MCO
1 stop7h 03m
American Airlines
Sat 10/36:00 am
MCO
- CRW
1 stop6h 05m
American Airlines
Deal found 6/26![American Airlines logo]()
$270
This Breeze Airways deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sat 7/187:30 am
MCO
- CRW
1 stop6h 12m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$399
This Delta deal was found by Cheapflights users on 6/23. 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 7/306:51 pm
CRW
- MCO
1 stop6h 14m
Delta
Sat 8/85:30 am
MCO
- CRW
1 stop4h 57m
Delta
Deal found 6/23![Delta logo]()
$283
This Delta deal was found by Cheapflights users on 6/25. 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 7/96:51 pm
CRW
- MCO
1 stop5h 07m
Delta
Sat 7/186:15 am
MCO
- CRW
1 stop4h 09m
Delta
Deal found 6/25![Delta logo]()
$290
This Delta deal was found by Cheapflights users on 6/26. 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.
Sat 9/194:42 pm
CRW
- MCO
1 stop3h 48m
Delta
Thu 9/244:40 pm
MCO
- CRW
1 stop6h 40m
Delta
Deal found 6/26![Delta logo]()
$336
This Delta deal was found by Cheapflights users on 6/25. 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 8/66:46 pm
CRW
- MCO
1 stop6h 18m
Delta
Sun 8/96:55 pm
MCO
- CRW
1 stop4h 36m
Delta
Deal found 6/25![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 6/26. 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.
Mon 7/276:51 pm
CRW
- MCO
1 stop4h 11m
Delta
Mon 8/35:45 pm
MCO
- CRW
1 stop5h 46m
Delta
Deal found 6/26![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:42 pm
CRW
- MCO
1 stop7h 10m
Delta
Sat 7/115:30 am
MCO
- CRW
1 stop4h 54m
Delta
Deal found 6/28![Delta logo]()
$410
Last-minute flights from Charleston to KissimmeeDiscover last-minute flight deals from Charleston to Kissimmee. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Kissimmee. Data last updated June 28, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 6/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Tue 7/73:12 pm
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$168
This Delta deal was found by Cheapflights users on 6/24. 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.
Sat 7/46:00 am
CRW
- MCO
1 stop3h 58m
Delta
Thu 7/96:15 am
MCO
- CRW
1 stop4h 09m
Delta
Deal found 6/24![Delta logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$190
This Breeze Airways deal was found by Cheapflights users on 6/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 7/127:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 6/26. 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 7/112:22 pm
CRW
- MCO
1 stop26h 16m
Breeze Airways
Thu 7/167:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$288
This Delta deal was found by Cheapflights users on 6/26. 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 7/126:51 pm
CRW
- MCO
1 stop6h 14m
Delta
Thu 7/166:15 am
MCO
- CRW
1 stop4h 09m
Delta
Deal found 6/26![Delta logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 7/307:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 7/307:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 6/23. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 8/27:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$263
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:35 am
CRW
- MCO
1 stop5h 22m
American Airlines
Tue 8/46:22 am
MCO
- CRW
1 stop4h 08m
American Airlines
Deal found 6/28![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 6/25. 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 7/306:51 pm
CRW
- MCO
1 stop6h 14m
Delta
Sat 8/85:30 am
MCO
- CRW
1 stop4h 57m
Delta
Deal found 6/25![Delta logo]()
$283
One-way flights from Charleston to KissimmeeSearch for one-way flight options from Charleston to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
Search for one-way flight options from Charleston to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:51 pm
CRW
- MCO
1 stop6h 14m
Delta
Deal found 6/28![Delta logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3110:59 am
CRW
- MCO
2 stops27h 24m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$180
This Delta deal was found by Cheapflights users on 6/25. 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.
Fri 7/316:51 pm
CRW
- MCO
1 stop6h 14m
Delta
Deal found 6/25![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/24. 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 7/237:00 am
CRW
- MCO
1 stop6h 13m
United Airlines
Deal found 6/24![United Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:30 pm
CRW
- MCO
2 stops8h 58m
American Airlines
Deal found 6/28![American Airlines logo]()
$338
This KAYAK deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:22 pm
CRW
- MCO
3 stops32h 37m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:56 am
CRW
- MCO
2 stops14h 12m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:00 am
CRW
- MCO
1 stop8h 03m
United Airlines
Deal found 6/24![United Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:06 pm
CRW
- MCO
2 stops12h 44m
American Airlines
Deal found 6/25![American Airlines logo]()
$464
Find flight deals from Charleston to Kissimmee
Keep the following information in mind while searching for Charleston to Kissimmee flight deals. Data was last updated June 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $358 |
Cheapflights Fare Finder
Customize your flight search to find flights from Charleston to Kissimmee 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 June 28, 2026.
Use the filters below to find and compare flights from Charleston to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Sun 7/26
6:51 pm-11:02 pm
1 stop4h 11m
Orlando
Thu 7/30
5:30 am-10:24 am
1 stop4h 54m
$238
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Sat 9/26
4:09 pm-11:12 pm
1 stop7h 03m
Orlando
Sat 10/3
6:00 am-12:05 pm
1 stop6h 05m
$270
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 7/30
6:51 pm-1:05 am
1 stop6h 14m
Orlando
Sat 8/8
5:30 am-10:27 am
1 stop4h 57m
$283
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 7/9
6:51 pm-11:58 pm
1 stop5h 07m
Orlando
Sat 7/18
6:15 am-10:24 am
1 stop4h 09m
$290
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Sat 9/19
4:42 pm-8:30 pm
1 stop3h 48m
Orlando
Thu 9/24
4:40 pm-11:20 pm
1 stop6h 40m
$336
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 8/6
6:46 pm-1:04 am
1 stop6h 18m
Orlando
Sun 8/9
6:55 pm-11:31 pm
1 stop4h 36m
$393
Quickest round-trip
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 7/9
2:45 pm-4:53 pm
Nonstop2h 08m
Orlando
Sat 7/18
7:30 am-1:42 pm
1 stop6h 12m
$399
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Mon 7/27
6:51 pm-11:02 pm
1 stop4h 11m
Orlando
Mon 8/3
5:45 pm-11:31 pm
1 stop5h 46m
$402
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Fri 7/3
2:42 pm-9:52 pm
1 stop7h 10m
Orlando
Sat 7/11
5:30 am-10:24 am
1 stop4h 54m
$410
Cheapest one-way
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 7/16
6:51 pm-1:05 am
1 stop6h 14m
$119
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Charleston to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Charleston with our price prediction graph.
CRW-MCO
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 Charleston to Kissimmee
CRW-K1S
CRW-MCO
What is the cheapest time of day to fly from CRW to K1S?
Find hourly flight availability from Charleston to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 28, 2026.
One of the essential ways to save on airfare from Charleston, West Virginia to Kissimmee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 61% on airfare.
How much does it cost to fly round-trip from Charleston, West Virginia to Kissimmee?
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated June 28, 2026.
Read through reviews of airlines operating flights from Charleston to Kissimmee, such as Breeze Airways,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.4
Comfort
8.2
Crew
8.8
Overall
8.2
Entertainment
6.7
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Comfort
8.2
Crew
8.8
Overall
8.2
Entertainment
6.7
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Comfort
8.2
Crew
8.8
Overall
8.2
Entertainment
6.7
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.4
Comfort
8.2
Crew
8.8
Overall
8.2
Entertainment
6.7
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Charleston to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Charleston to Kissimmee
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Charleston to Kissimmee by cabin class
Find flights from Charleston to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Charleston and Kissimmee flights
Browse other Charleston and Kissimmee flight options. Last updated on June 28, 2026.
Other flights from Charleston
Browse through other flights departing from Charleston. Flights are based on user searches made on Cheapflights and were last updated on June 28, 2026.
Popular flight searches
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Charleston to Kissimmee flights
Consider these flights traveling from Charleston to Kissimmee.
Top 3 airlines flying from Charleston to Kissimmee
Discover the top 3 airlines that operate flights from Charleston to Kissimmee. 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 June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$203 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$350 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$357 | FlexibilityNo cancel fee | On-time71% |