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Kissimmee

$39+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
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

Find 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 November 6, 2025.

This Breeze Airways deal was found by Cheapflights users on 11/5. 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 12/42:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Thu 12/117:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 11/5$83
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/42:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 12/77:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 11/6$94
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/92:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 12/147:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 11/5$97
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 11/173:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Tue 11/187:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 11/5$107
This Priceline deal was found by Cheapflights users on 11/5. 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.
Thu 11/208:31 amCHS - MCO
1 stop5h 29mMultiple Airlines
Mon 11/247:30 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 11/5$125
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/49:49 pmCHS - MCO
1 stop9h 56mMultiple Airlines
Sun 12/77:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 11/5$126
This Priceline deal was found by Cheapflights users on 11/5. 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.
Mon 11/179:02 amCHS - MCO
1 stop6h 10mMultiple Airlines
Tue 11/187:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 11/5$127
This Breeze Airways deal was found by Cheapflights users on 11/5. 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 11/132:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Thu 11/207:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 11/5$128

Cheap flight deals from Charleston to Kissimmee

Keep the following information in mind while searching for Charleston to Kissimmee flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$82
(Priceline)

One-way from

$39
(Breeze Airways)

Popular in

November

Cheapest in

August

Average price

$345
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. 20% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 6, 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

Thu 12/4

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Thu 12/11

7:10 am-8:37 am

Nonstop1h 27m

$83

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 1/9

3:21 pm-4:49 pm

Nonstop1h 28m

Orlando

Mon 1/12

7:15 am-8:43 am

Nonstop1h 28m

$113

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 12/4

9:49 pm-7:45 am

1 stop9h 56m

Orlando

Sun 12/7

7:10 am-8:37 am

Nonstop1h 27m

$126

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 11/13

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Thu 11/20

7:10 am-8:37 am

Nonstop1h 27m

$128

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 12/30

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Thu 1/1

7:10 am-8:37 am

Nonstop1h 27m

$137

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 11/13

9:02 am-3:19 pm

1 stop6h 17m

Orlando

Thu 11/20

7:10 am-8:37 am

Nonstop1h 27m

$144

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 12/4

9:49 pm-7:45 am

1 stop9h 56m

Orlando

Sun 12/7

6:39 am-8:54 pm

1 stop14h 15m

$147

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 11/13

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Fri 11/14

7:30 am-8:57 am

Nonstop1h 27m

$153

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 12/10

7:00 am-12:55 pm

1 stop5h 55m

Orlando

Sat 12/13

1:50 pm-6:30 pm

1 stop4h 40m

$157

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 11/24

8:31 am-5:37 pm

2 stops9h 06m

Orlando

Thu 11/27

7:10 am-8:37 am

Nonstop1h 27m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 23 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 October 31, 2025.

To ensure you get the cheapest price possible for a flight from Charleston to Kissimmee, you should look to book at least 45 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 December is currently the most expensive (average of $96). 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 November 6, 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 25% 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 November 6, 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
8.1
Very good
225 reviews

Crew

8.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
225 reviews
Breeze Airways
8.1
Very good
225 reviews

Crew

8.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,004 reviews
Breeze Airways
8.1
Very good
225 reviews

Crew

8.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,041 reviews
Breeze Airways
8.1
Very good
225 reviews

Crew

8.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 0 outbound flights to Kissimmee per day.

  • How long is the flight from Charleston to Kissimmee?

    Departing from Charleston to Kissimmee will take you 1h 26m. The distance from Charleston to Kissimmee is about 317 mi. All flights are typically nonstop.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $167 for a flight from Charleston to Kissimmee. The cheapest flight overall is $49 while the most popular route, (Charleston - Orlando) is currently priced at $82.

  • 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 December is currently the most expensive (average of $96). 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.

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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$81Average$170FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$96Average$131FlexibilityNo cancel feeOn-time65%
DeltaCheapest$156Average$369FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$196Average$310FlexibilityNo cancel feeOn-time71%

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