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Kissimmee

$42+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
May 3 — May 101
Sun 5/3
Sun 5/10
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston to Kissimmee are usually found in August or June, booked 17 days in advance, depart on a Wednesday or Friday and return on a Thursday

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 April 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/31. 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 8/243:23 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Thu 8/277:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 3/31$77
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 8/313:23 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Wed 9/28:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 3/31$82
This Booking.com deal was found by Cheapflights users on 4/1. 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.
Fri 5/110:56 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 5/58:05 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 4/1$88
This Booking.com deal was found by Cheapflights users on 4/1. 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 5/242:53 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 6/28:30 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 4/1$92
This Breeze Airways deal was found by Cheapflights users on 3/31. 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 9/223:00 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sat 9/267:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 3/31$93
This Booking.com deal was found by Cheapflights users on 4/2. 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.
Sat 5/93:44 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 5/128:30 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 4/2$94
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:21 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Mon 4/207:15 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 3/29$99
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:44 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sun 5/247:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 4/1$100
This Mytrip deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:21 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 4/217:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 4/2$101
This Booking.com deal was found by Cheapflights users on 3/31. 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 4/3010:48 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Thu 5/77:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 3/31$104

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 April 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$77
(Kiwi.com)

One-way from

$42
(Booking.com)

Popular in

April

Cheapest in

August

Average price

$296
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. 4% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 3, 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

Price

Cheapest round-trip
Quickest round-trip

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 5/26

3:13 pm-4:41 pm

Nonstop1h 28m

Orlando

Sat 5/30

7:20 am-8:48 am

Nonstop1h 28m

$118

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 4/21

7:15 am-1:00 pm

1 stop5h 45m

Orlando

Tue 4/28

2:30 pm-8:00 pm

2 stops5h 30m

$164

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 4/29

6:40 am-12:40 pm

2 stops6h 00m

Orlando

Wed 5/6

1:25 pm-9:05 pm

1 stop7h 40m

$164

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sun 4/26

3:01 pm-4:29 pm

Nonstop1h 28m

Orlando

Sun 5/3

2:57 pm-4:25 pm

Nonstop1h 28m

$178

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sat 5/9

12:40 pm-5:35 pm

1 stop4h 55m

Orlando

Tue 5/12

9:10 am-3:00 pm

1 stop5h 50m

$188

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 5/6

12:00 pm-6:45 pm

2 stops6h 45m

Orlando

Fri 5/8

8:35 am-5:05 pm

1 stop8h 30m

$203

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 5/15

4:45 pm-12:05 am

1 stop7h 20m

Orlando

Mon 5/18

8:35 am-5:05 pm

1 stop8h 30m

$217

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 4/16

1:15 pm-7:00 pm

1 stop5h 45m

Orlando

Sat 4/18

8:45 am-6:35 pm

2 stops9h 50m

$222

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 5/11

5:45 pm-12:40 am

1 stop6h 55m

Orlando

Tue 5/12

7:05 am-12:25 pm

1 stop5h 20m

$237

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 5/1

5:50 pm-12:40 am

1 stop6h 50m

Orlando

Sun 5/10

7:55 am-1:25 pm

1 stop5h 30m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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 April 2, 2026.

To ensure you get the cheapest price possible for a flight from Charleston to Kissimmee, you should look to book at least 17 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, January is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $71). Flying from Charleston to Kissimmee in March is currently the most expensive (average of $118). 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 April 3, 2026.

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 evening could potentially save you up to 38% 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 March 28, 2026.

Travelers seeking maximum savings on their Charleston to Kissimmee flight should consider departing on Saturday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Charleston 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 April 3, 2026.
See what other customers who have flown with Breeze Airways,Delta, andAmerican 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
275 reviews

Crew

8.7

Overall

8.1

Food

6.6

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
275 reviews
Breeze Airways
8.1
Very good
275 reviews

Crew

8.7

Overall

8.1

Food

6.6

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,374 reviews
Breeze Airways
8.1
Very good
275 reviews

Crew

8.7

Overall

8.1

Food

6.6

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,552 reviews
Breeze Airways
8.1
Very good
275 reviews

Crew

8.7

Overall

8.1

Food

6.6

Comfort

8.2

Entertainment

6.6

Boarding

8.3

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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. 3 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 28m. The distance from Charleston to Kissimmee is about 317 mi. This flight may include one or multiple stops.

  • 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 $132 for a flight from Charleston to Kissimmee. The cheapest flight overall is $50 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, January is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $71). Flying from Charleston to Kissimmee in March is currently the most expensive (average of $118). 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 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 April 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$81Average$172FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$139Average$325FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$176Average$367FlexibilityNo cancel feeOn-time71%

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