$88+ Cheap flights from Charleston, WV (CRW) to Kissimmee, FL
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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
CRW — MCO
Apr 24 — May 11
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 May or July, booked 43 days in advance, depart on a Monday or Friday and return on a Wednesday
Cheap flight deals from Charleston to Kissimmee
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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 March 25, 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 March 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 8/272:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 9/37:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Thu 9/172:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 9/247:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/21![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Tue 7/146:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 7/167:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Tue 7/286:03 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sun 8/27:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Sun 9/202:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 9/247:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/21![Breeze Airways logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/192:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 4/267:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$217
This Breeze Airways deal was found by Cheapflights users on 3/24. 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.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 4/267:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 5/242:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 5/287:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 4/307:10 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 3/21. 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.
Thu 9/172:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 9/277:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/21![Breeze Airways logo]()
$237
This Breeze Airways deal was found by Cheapflights users on 3/23. 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.
Sun 5/172:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Thu 5/217:05 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/302:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 5/37:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$247
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 March 25, 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 March 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sun 4/262:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 4/307:10 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$238
This Delta deal was found by Cheapflights users on 3/22. 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.
Thu 5/76:59 pm
CRW
- MCO
1 stop5h 56m
Delta
Sun 5/105:30 am
MCO
- CRW
1 stop5h 02m
Delta
Deal found 3/22![Delta logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/52:43 pm
CRW
- MCO
Nonstop2h 09m
Multiple Airlines
Thu 4/96:16 am
MCO
- CRW
1 stop7h 47m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$394
This Breeze Airways deal was found by Cheapflights users on 3/23. 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.
Thu 8/272:45 pm
CRW
- MCO
Nonstop2h 08m
Breeze Airways
Sat 8/297:30 am
MCO
- CRW
1 stop6h 12m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$306
This Delta deal was found by Cheapflights users on 3/21. 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.
Fri 5/226:00 am
CRW
- MCO
1 stop3h 47m
Delta
Thu 5/285:30 am
MCO
- CRW
1 stop5h 02m
Delta
Deal found 3/21![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 3/25. 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 8/206:40 pm
CRW
- MCO
1 stop6h 20m
Delta
Sun 8/236:15 am
MCO
- CRW
1 stop4h 11m
Delta
Deal found 3/25![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 3/22. 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.
Sun 4/56:59 pm
CRW
- MCO
1 stop4h 03m
Delta
Thu 4/95:30 am
MCO
- CRW
1 stop4h 49m
Delta
Deal found 3/22![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 3/24. 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.
Thu 7/96:56 pm
CRW
- MCO
1 stop5h 02m
Delta
Sun 7/125:30 am
MCO
- CRW
1 stop4h 54m
Delta
Deal found 3/24![Delta logo]()
$343
This Breeze Airways deal was found by Cheapflights users on 3/21. 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 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 3/21![Breeze Airways logo]()
$451
This Delta deal was found by Cheapflights users on 3/24. 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.
Thu 6/116:55 pm
CRW
- MCO
1 stop4h 57m
Delta
Thu 6/1810:05 am
MCO
- CRW
1 stop3h 57m
Delta
Deal found 3/24![Delta logo]()
$343
This Delta deal was found by Cheapflights users on 3/22. 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 4/106:59 pm
CRW
- MCO
1 stop6h 05m
Delta
Mon 4/135:30 am
MCO
- CRW
1 stop4h 52m
Delta
Deal found 3/22![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 3/24. 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.
Thu 4/237:20 pm
CRW
- MCO
1 stop5h 58m
Delta
Sun 4/265:30 am
MCO
- CRW
1 stop4h 50m
Delta
Deal found 3/24![Delta logo]()
$378
Last-minute flights from Charleston to KissimmeeDiscover last-minute flight deals from Charleston to Kissimmee. Data last updated March 25, 2026 and is based on user searches.
Discover last-minute flight deals from Charleston to Kissimmee. Data last updated March 25, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 3/25. 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.
Sun 4/52:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 4/97:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/192:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 4/267:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/198:52 pm
CRW
- MCO
2 stops18h 02m
Multiple Airlines
Sun 4/267:05 am
MCO
- CRW
Nonstop2h 14m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 3/25. 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 4/227:20 pm
CRW
- MCO
1 stop4h 46m
Delta
Sat 4/256:15 am
MCO
- CRW
1 stop4h 05m
Delta
Deal found 3/25![Delta logo]()
$280
This American Airlines deal was found by Cheapflights users on 3/25. 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.
Wed 4/226:00 am
CRW
- MCO
2 stops8h 13m
American Airlines
Sat 4/256:00 am
MCO
- CRW
1 stop4h 29m
American Airlines
Deal found 3/25![American Airlines logo]()
$286
This Breeze Airways deal was found by Cheapflights users on 3/24. 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.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 4/267:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 4/307:10 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Multiple Airlines
Thu 4/306:15 am
MCO
- CRW
1 stop7h 48m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sun 4/262:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Thu 4/307:10 am
MCO
- CRW
Nonstop2h 11m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sun 4/262:43 pm
CRW
- MCO
Nonstop2h 09m
Multiple Airlines
Thu 4/305:15 am
MCO
- CRW
2 stops14h 57m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Thu 4/302:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Sun 5/37:05 am
MCO
- CRW
Nonstop2h 14m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$247
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 March 25, 2026.
Search for one-way flight options from Charleston to Kissimmee. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
This Booking.com deal was found by Cheapflights users on 3/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Deal found 3/21![Breeze Airways logo]()
$88
This Booking.com deal was found by Cheapflights users on 3/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/52:43 pm
CRW
- MCO
Nonstop2h 09m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$129
This Delta deal was found by Cheapflights users on 3/23. 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.
Sun 4/267:20 pm
CRW
- MCO
1 stop5h 58m
Delta
Deal found 3/23![Delta logo]()
$134
This Delta deal was found by Cheapflights users on 3/25. 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.
Sat 4/184:10 pm
CRW
- MCO
1 stop5h 52m
Delta
Deal found 3/25![Delta logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 4/239:59 am
CRW
- MCO
1 stop13h 52m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Sun 4/269:59 am
CRW
- MCO
2 stops27h 59m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Sun 4/59:59 am
CRW
- MCO
1 stop30h 30m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:42 am
CRW
- MCO
2 stops7h 32m
American Airlines
Deal found 3/25![American Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 6/49:56 am
CRW
- MCO
1 stop22h 02m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$258
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 March 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $143 (Kiwi.com) |
One-way from | $88 (Booking.com) |
Popular in | February |
Cheapest in | May |
Average price | $378 |
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 March 25, 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
Quickest round-trip
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Sun 4/26
2:43 pm-4:52 pm
Nonstop2h 09m
Orlando
Thu 4/30
7:10 am-9:21 am
Nonstop2h 11m
$238
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 5/7
6:59 pm-12:55 am
1 stop5h 56m
Orlando
Sun 5/10
5:30 am-10:32 am
1 stop5h 02m
$271
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 8/27
2:45 pm-4:53 pm
Nonstop2h 08m
Orlando
Sat 8/29
7:30 am-1:42 pm
1 stop6h 12m
$306
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Fri 5/22
6:00 am-9:47 am
1 stop3h 47m
Orlando
Thu 5/28
5:30 am-10:32 am
1 stop5h 02m
$318
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 8/20
6:40 pm-1:00 am
1 stop6h 20m
Orlando
Sun 8/23
6:15 am-10:26 am
1 stop4h 11m
$318
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Sun 4/5
6:59 pm-11:02 pm
1 stop4h 03m
Orlando
Thu 4/9
5:30 am-10:19 am
1 stop4h 49m
$328
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 7/9
6:56 pm-11:58 pm
1 stop5h 02m
Orlando
Sun 7/12
5:30 am-10:24 am
1 stop4h 54m
$343
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 6/11
6:55 pm-11:52 pm
1 stop4h 57m
Orlando
Thu 6/18
10:05 am-2:02 pm
1 stop3h 57m
$343
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Fri 4/10
6:59 pm-1:04 am
1 stop6h 05m
Orlando
Mon 4/13
5:30 am-10:22 am
1 stop4h 52m
$372
CharlestonOrlando
CRW - MCO
CRWMCO
Charleston Yeager
Thu 4/23
7:20 pm-1:18 am
1 stop5h 58m
Orlando
Sun 4/26
5:30 am-10:20 am
1 stop4h 50m
$378
Showing 1-10 of 18 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
How far ahead should I book a flight from Charleston, West Virginia to Kissimmee?
Use this chart to determine the optimal time to book a round-trip flight from Charleston to Kissimmee. Price data was last updated on March 13, 2026.
The best time to book flights from Charleston, West Virginia to Kissimmee is 43 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Charleston, West Virginia to Kissimmee?
Currently, March is the cheapest month in which you can book a flight from Charleston, West Virginia to Kissimmee (average of $69). Flying from Charleston, West Virginia to Kissimmee in August is currently the most expensive (average of $106). 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 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 March 25, 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 54% 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 March 25, 2026.
Read through reviews of airlines operating flights from Charleston to Kissimmee, such as Breeze Airways,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.7
Entertainment
6.6
Boarding
8.3
Food
6.6
Comfort
8.2
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Entertainment
6.6
Boarding
8.3
Food
6.6
Comfort
8.2
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Entertainment
6.6
Boarding
8.3
Food
6.6
Comfort
8.2
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Entertainment
6.6
Boarding
8.3
Food
6.6
Comfort
8.2
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.7
Entertainment
6.6
Boarding
8.3
Food
6.6
Comfort
8.2
Overall
8.1
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
See prices for flight routes from nearby airports that may be better suited for you.
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 March 25, 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 March 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Charleston to Kissimmee flights
Consider these flights traveling from Charleston to Kissimmee.
Top 4 airlines flying from Charleston to Kissimmee
Discover the top 4 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 March 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$177 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$363 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$263 | Average$298 | FlexibilityNo cancel fee | On-time69% |