HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$49+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 to Kissimmee are usually found in August or June, booked 45 days in advance, depart on a Tuesday or Thursday and return on a Thursday

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 September 15, 2025.

Round-trip from

$103
(Breeze Airways)

One-way from

$49
(Breeze Airways)

Popular in

November

Cheapest in

August

Average price

$185
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 ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 15, 2025.

This Priceline deal was found by Cheapflights users on 9/15. 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.
Tue 9/302:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Thu 10/27:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 9/15$92
This Breeze Airways deal was found by Cheapflights users on 9/13. 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
Tue 11/187:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 9/13$103
This Breeze Airways deal was found by Cheapflights users on 9/14. 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.
Fri 10/33:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 10/127:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 9/14$108
This Breeze Airways deal was found by Cheapflights users on 9/15. 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 10/22:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Sun 10/57:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 9/15$113
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/293:33 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Thu 10/27:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 9/15$114
This Priceline deal was found by Cheapflights users on 9/14. 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 9/252:59 pmCHS - MCO
Nonstop1h 26mMultiple Airlines
Mon 9/296:15 amMCO - CHS
1 stop10h 52mMultiple Airlines
Deal found 9/14$116
This Priceline deal was found by Cheapflights users on 9/15. 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 9/296:08 pmCHS - MCO
1 stop5h 51mMultiple Airlines
Thu 10/27:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 9/15$118
This Priceline deal was found by Cheapflights users on 9/15. 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.
Tue 9/302:59 pmCHS - MCO
Nonstop1h 26mMultiple Airlines
Thu 10/29:54 amMCO - CHS
1 stop7h 13mMultiple Airlines
Deal found 9/15$122
This Priceline deal was found by Cheapflights users on 9/14. 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 10/910:11 amCHS - MCO
1 stop6h 44mMultiple Airlines
Sun 10/127:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 9/14$135
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/179:10 pmCHS - MCO
1 stop23h 15mMultiple Airlines
Tue 10/217:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 9/14$142
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/26:08 pmCHS - MCO
1 stop18h 47mMultiple Airlines
Sun 10/57:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 9/14$145

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 September 15, 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 11/13

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Tue 11/18

7:10 am-8:37 am

Nonstop1h 27m

$103

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 10/3

3:33 pm-4:59 pm

Nonstop1h 26m

Orlando

Sun 10/12

7:10 am-8:37 am

Nonstop1h 27m

$108

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 10/23

10:11 am-4:55 pm

1 stop6h 44m

Orlando

Sun 10/26

7:10 am-8:37 am

Nonstop1h 27m

$149

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sat 11/1

10:55 am-4:20 pm

1 stop5h 25m

Orlando

Tue 11/4

11:20 am-5:05 pm

1 stop5h 45m

$157

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sat 10/11

1:30 pm-7:05 pm

1 stop5h 35m

Orlando

Wed 10/15

2:00 pm-8:35 pm

1 stop6h 35m

$157

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sat 11/8

1:25 pm-8:25 pm

1 stop7h 00m

Orlando

Sat 11/15

8:55 am-4:50 pm

1 stop7h 55m

$157

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 10/23

12:30 pm-8:50 pm

1 stop8h 20m

Orlando

Mon 10/27

7:10 am-11:55 am

1 stop4h 45m

$157

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 9/25

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Mon 9/29

7:30 am-8:57 am

Nonstop1h 27m

$163

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 10/15

5:35 am-2:05 pm

2 stops8h 30m

Orlando

Tue 10/21

9:00 am-5:45 pm

2 stops8h 45m

$167

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 10/9

2:59 pm-4:25 pm

Nonstop1h 26m

Orlando

Sun 10/12

7:10 am-8:37 am

Nonstop1h 27m

$168

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 results
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 September 12, 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, May is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $206). Flying from Charleston to Kissimmee in November is currently the most expensive (average of $289). 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 September 15, 2025.

When flying from Charleston to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 Tuesday at noon when fares are most often at their lowest. Tuesday 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 September 15, 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
8.0
Very good
205 reviews

Entertainment

6.5

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
8.0
Very good
7,954 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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. This flight may include one or multiple stops.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $118 for a flight from Charleston to Kissimmee. The cheapest flight overall is $46 while the most popular route, (Charleston - Orlando) is currently priced at $103.

  • 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, May is the cheapest month in which you can book a flight from Charleston to Kissimmee (average of $206). Flying from Charleston to Kissimmee in November is currently the most expensive (average of $289). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Charleston to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to Orlando flights
Charlotte to Fort Lauderdale flights
Charlotte to Miami flights
Charlotte to Tampa flights
Charlotte to West Palm Beach flights
Charleston to Fort Lauderdale flights
Charleston to Miami flights
Charleston to Orlando flights
Charlotte to Fort Myers flights
Myrtle Beach to Fort Lauderdale flights
Charlotte to Key West flights
Charlotte to Sarasota flights
Greenville to Miami flights
Columbia to Orlando flights
Myrtle Beach to Miami flights
Charlotte to Jacksonville flights
Columbia to Miami flights
Columbia to West Palm Beach flights
Savannah to Miami flights
Myrtle Beach to Orlando flights
Greenville to Fort Lauderdale flights
Charlotte to Pensacola flights
Greenville to Tampa flights
Greenville to Orlando flights
Charleston to Tampa flights
Charleston to Key West flights
Charleston to West Palm Beach flights
Columbia to Fort Lauderdale flights
Charlotte to Tallahassee flights
Charlotte to Panama City flights
Columbia to Tampa flights
Charlotte to Valparaiso flights
Myrtle Beach to West Palm Beach flights
Greenville to Fort Myers flights
Myrtle Beach to Fort Myers flights
Savannah to Fort Lauderdale flights
Greenville to West Palm Beach flights
Greenville to Pensacola flights
Charlotte to Melbourne flights
Augusta to Fort Lauderdale flights
Greenville to Orlando Sanford Intl flights
Savannah to Key West flights
Myrtle Beach to Key West flights
Savannah to West Palm Beach flights
Augusta to Miami flights
Charleston to Pensacola flights
Myrtle Beach to Tampa flights
Columbia to Key West flights
Charlotte to Daytona Beach flights
Myrtle Beach to Sarasota flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$81Average$170FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$95Average$120FlexibilityNo cancel feeOn-time65%
DeltaCheapest$156Average$355FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$315FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.