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Kissimmee

$37+ Cheap flights from Charleston (CHS) 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Jan 26 — Feb 21
Mon 1/26
Mon 2/2
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston to Kissimmee are usually found in August or June, booked 45 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Charleston to Kissimmee

Cheapest flights from Charleston to Kissimmee
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 December 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Mon 12/293:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Mon 1/57:30 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/25$257
This Kiwi.com deal was found by Cheapflights users on 12/24. 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.
Wed 12/316:25 amCHS - MCO
1 stop16h 20mMultiple Airlines
Sat 1/36:34 pmMCO - CHS
1 stop26h 49mMultiple Airlines
Deal found 12/24$264
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/302:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Thu 1/17:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/25$267
This Kiwi.com deal was found by Cheapflights users on 12/24. 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 12/252:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Fri 12/267:30 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/24$287
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/302:59 pmCHS - MCO
Nonstop1h 26mMultiple Airlines
Thu 1/16:45 amMCO - CHS
1 stop14h 38mMultiple Airlines
Deal found 12/25$292
This Expedia deal was found by Cheapflights users on 12/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:18 pmCHS - MCO
1 stop9h 27mMultiple Airlines
Mon 1/57:30 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 12/25$297
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Mon 12/293:33 pmCHS - MCO
Nonstop1h 26mMultiple Airlines
Sun 1/46:45 amMCO - CHS
1 stop14h 38mMultiple Airlines
Deal found 12/25$309
This Kiwi.com deal was found by Cheapflights users on 12/25. 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.
Mon 12/293:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 1/47:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/25$312
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/252:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 12/287:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/25$317
This Kiwi.com deal was found by Cheapflights users on 12/26. 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.
Mon 12/293:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Fri 1/27:30 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 12/26$322

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 December 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$70
(Booking.com)

One-way from

$37
(Booking.com)

Popular in

April

Cheapest in

August

Average price

$240
Provider with most accurate pricing for Charleston-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-Orlando (ORL) flights.
Search Deals
From Charleston to Kissimmee
Search Deals
One-way flight from Charleston to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 27, 2025.
Use the filters below to find and compare flights from Charleston to Kissimmee that are best for you.

Fly from

Charleston

Fly to

Kissimmee

Route

Depart

Return

Price

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sun 1/18

3:01 pm-4:29 pm

Nonstop1h 28m

Orlando

Thu 1/22

7:10 am-8:38 am

Nonstop1h 28m

$77

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 2/6

3:21 pm-4:49 pm

Nonstop1h 28m

Orlando

Mon 2/9

7:15 am-8:43 am

Nonstop1h 28m

$78

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 1/27

3:01 pm-4:29 pm

Nonstop1h 28m

Orlando

Fri 1/30

7:15 am-8:43 am

Nonstop1h 28m

$83

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 1/23

3:21 pm-4:49 pm

Nonstop1h 28m

Orlando

Fri 1/30

7:15 am-8:43 am

Nonstop1h 28m

$86

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 1/9

3:21 pm-4:49 pm

Nonstop1h 28m

Orlando

Tue 1/13

7:10 am-8:38 am

Nonstop1h 28m

$87

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 1/29

3:01 pm-4:29 pm

Nonstop1h 28m

Orlando

Sun 2/1

7:10 am-8:38 am

Nonstop1h 28m

$93

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 2/5

3:01 pm-4:29 pm

Nonstop1h 28m

Orlando

Sun 2/8

7:10 am-8:38 am

Nonstop1h 28m

$101

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 2/5

6:35 pm-11:59 pm

1 stop5h 24m

Orlando

Sun 2/8

7:10 am-8:38 am

Nonstop1h 28m

$105

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 1/19

3:21 pm-4:49 pm

Nonstop1h 28m

Orlando

Mon 1/26

7:15 am-8:43 am

Nonstop1h 28m

$113

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 1/26

3:21 pm-4:49 pm

Nonstop1h 28m

$37

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 21 results
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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.
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

How far ahead should I book a flight from Charleston 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 December 19, 2025.

To ensure you get the cheapest price possible for a flight from Charleston to Kissimmee, you should look to book at least 19 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Charleston to Kissimmee?

Currently, February is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $49). Flying from Charleston to Kissimmee in November is currently the most expensive (average of $110). 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 CHS 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 December 27, 2025.

One of the essential ways to save on airfare from Charleston to Kissimmee is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 24% on airfare.

What is the cheapest day to fly from Charleston to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Charleston to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Charleston to Kissimmee flight should consider departing on Sunday afternoons 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.

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 December 27, 2025.
See what other customers who have flown with Breeze Airways, Delta, and American Airlines from Charleston to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.7

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
249 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.7

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,016 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.7

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,066 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Food

6.7

Comfort

8.2

Crew

8.8

Entertainment

6.7

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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.

  • What airport do you fly from for flights from Charleston to Kissimmee?

    Charleston (CHS), located 10.2 mi from the city center, is the airport you fly out of when you book flights from Charleston to Kissimmee. 4 airlines have flights from Charleston to Kissimmee on a regular basis. Booking flights from Charleston to Kissimmee should not be difficult; the airport handles an average of 1 outbound flight to Kissimmee per day.

  • How long is the flight from Charleston to Kissimmee?

    Departing from Charleston to Kissimmee will take you 1h 28m. The distance from Charleston to Kissimmee is about 317 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Charleston to Kissimmee one-way?

    One-way options have recently been found by users for as low as $49 on Breeze Airways. Other airlines that offer cheap prices include Southwest from $78 and Delta from $90 one-way.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $144 for a flight from Charleston to Kissimmee. The cheapest flight overall is $44 while the most popular route, (Charleston - Orlando) is currently priced at $77.

  • Can I find deals for flights from Charleston to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Charleston to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Charleston to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Charleston to Kissimmee.

  • Can I find deals for business class flights from Charleston to Kissimmee?

    Yes. Cheapflights offers flight deals from Charleston to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Charleston to Kissimmee?

    Currently, February is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $49). Flying from Charleston to Kissimmee in November is currently the most expensive (average of $110). 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.

See more FAQs

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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 December 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$80Average$169FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$96Average$131FlexibilityNo cancel feeOn-time65%
DeltaCheapest$156Average$396FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$182Average$291FlexibilityNo cancel feeOn-time71%

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