HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$44+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
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 July, booked 17 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

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 July 23, 2026.

This CheapOair deal was found by Cheapflights users on 7/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/83:00 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sat 12/127:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/19$117
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Sat 8/153:44 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sat 8/227:20 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/21$118
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Fri 8/213:23 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sun 8/307:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/22$121
This CheapOair deal was found by Cheapflights users on 7/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:44 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 8/257:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/22$122
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Sat 8/13:44 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 8/117:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/18$123
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/54:04 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sat 8/87:20 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/22$127
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Tue 9/13:13 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Tue 9/87:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/22$128
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Wed 8/54:04 pm
CHS
-
MCO
Nonstop1h 28m
Breeze Airways
Sun 8/97:10 am
MCO
-
CHS
Nonstop1h 28m
Breeze Airways
Deal found 7/20$129
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Tue 9/13:13 pm
CHS
-
MCO
Nonstop1h 28m
Multiple Airlines
Tue 9/81:45 pm
MCO
-
CHS
2 stops23h 39m
Multiple Airlines
Deal found 7/22$131
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Tue 9/14:04 pm
CHS
-
MCO
2 stops14h 36m
Multiple Airlines
Tue 9/297:10 am
MCO
-
CHS
Nonstop1h 28m
Multiple Airlines
Deal found 7/22$132
This Breeze Airways deal was found by Cheapflights users on 7/22. 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 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 7/22$133
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 8/204:51 pm
CHS
-
MCO
2 stops37h 49m
Multiple Airlines
Thu 8/277:10 am
MCO
-
CHS
Nonstop1h 28m
Multiple Airlines
Deal found 7/22$136

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(CheapOair)

One-way from

$44
(Kiwi.com)

Popular in

November

Cheapest in

August

Average price

$158
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. 17% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 23, 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

Fri 9/25

1:35 pm-2:59 pm

Nonstop1h 24m

Orlando

Sat 9/26

7:10 am-8:38 am

Nonstop1h 28m

$168

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sun 9/27

2:13 pm-3:41 pm

Nonstop1h 28m

Orlando

Sat 10/3

7:10 am-8:38 am

Nonstop1h 28m

$168

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 11/26

2:25 pm-8:36 pm

1 stop6h 11m

Orlando

Sat 12/5

7:00 am-1:47 pm

1 stop6h 47m

$217

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 10/13

7:10 pm-12:24 am

1 stop5h 14m

Orlando

Mon 10/19

7:45 pm-11:59 pm

1 stop4h 14m

$227

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 8/13

5:10 am-8:56 am

1 stop3h 46m

Orlando

Thu 8/20

5:30 am-10:20 am

1 stop4h 50m

$227

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 10/29

4:45 pm-11:50 pm

2 stops7h 05m

Orlando

Mon 11/2

7:20 am-3:50 pm

1 stop8h 30m

$232

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 8/21

1:15 pm-10:50 pm

2 stops9h 35m

Orlando

Sat 8/29

8:10 am-3:55 pm

2 stops7h 45m

$237

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 8/25

5:27 pm-10:16 pm

1 stop4h 49m

Orlando

Thu 8/27

9:55 am-4:33 pm

1 stop6h 38m

$239

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sat 8/29

11:00 am-4:55 pm

2 stops5h 55m

Orlando

Sun 8/30

9:05 am-2:05 pm

1 stop5h 00m

$267

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 8/12

6:45 am-2:35 pm

2 stops7h 50m

Orlando

Sat 8/15

1:35 pm-7:20 pm

1 stop5h 45m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 17 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

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 July 23, 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 afternoon could potentially save you up to 30% on airfare.

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 July 23, 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
8.2
Very good
300 reviews

Boarding

8.3

Overall

8.2

Food

6.7

Crew

8.8

Comfort

8.2

Entertainment

6.7

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
8.2
Very good
300 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Overall

8.2

Food

6.7

Crew

8.8

Comfort

8.2

Entertainment

6.7

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
7.8
Good
8,480 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Overall

8.2

Food

6.7

Crew

8.8

Comfort

8.2

Entertainment

6.7

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
11,833 reviews
Breeze Airways
8.2
Very good
300 reviews

Boarding

8.3

Overall

8.2

Food

6.7

Crew

8.8

Comfort

8.2

Entertainment

6.7

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 24m. 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 American Airlines from $95 one-way.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $150 for a flight from Charleston to Kissimmee. The cheapest flight overall is $56 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.

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 Fort Lauderdale flights
Charlotte to Orlando flights
Charlotte to Miami flights
Charlotte to Tampa flights
Charleston to Miami flights
Charlotte to West Palm Beach flights
Charleston to Fort Lauderdale flights
Charlotte to Key West flights
Columbia to Miami flights
Greenville to Miami flights
Charleston to Orlando flights
Charlotte to Jacksonville flights
Myrtle Beach to Fort Lauderdale flights
Charlotte to Pensacola flights
Charleston to Tampa flights
Charlotte to Panama City flights
Charlotte to Sarasota flights
Charlotte to Fort Myers flights
Columbia to Orlando flights
Greenville to Fort Lauderdale flights
Myrtle Beach to Miami flights
Myrtle Beach to Orlando flights
Greenville to Orlando flights
Greenville to Tampa flights
Savannah to Miami flights
Greenville to Sarasota flights
Greenville to Jacksonville flights
Columbia to Tampa flights
Myrtle Beach to Key West flights
Charlotte to Daytona Beach flights
Columbia to Fort Lauderdale flights
Savannah to Key West flights
Myrtle Beach to Tampa flights
Myrtle Beach to Sarasota flights
Greenville to Orlando Sanford Intl flights
Greenville to Key West flights
Savannah to Orlando flights
Savannah to Fort Lauderdale flights
Charlotte to Tallahassee flights
Greenville to Fort Myers flights
Greenville to Panama City flights
Charlotte to Melbourne flights
Augusta to Miami flights
Columbia to Pensacola flights
Charleston to Key West flights
Columbia to Key West flights
Charleston to West Palm Beach flights
Columbia to Fort Myers flights

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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$93Average$186FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$99Average$307FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$308FlexibilityNo 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.