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Kissimmee

$51+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Apr 1 — Apr 81
Tue 4/1
Tue 4/8
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston to Kissimmee are usually found in May or August, booked 65 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

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 March 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$82
(Priceline)

One-way from

$51
(Priceline)

Popular in

October

Cheapest in

May

Average price

$250
Provider with most accurate pricing for Charleston-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Charleston-Orlando (ORL) flights.
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From Charleston to Kissimmee
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One-way flight from Charleston to Kissimmee
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Highest demand for flights based on searches. 18% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 27, 2025.

This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/82:48 pmCHS - MCO
Nonstop1h 25mBreeze Airways
Sun 5/117:10 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 3/26$82
This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2410:25 amCHS - MCO
1 stop11h 28mSpirit Airlines
Tue 4/296:00 amMCO - CHS
1 stop3h 20mSpirit Airlines
Deal found 3/26$125
This Priceline deal was found by Cheapflights users on 3/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/213:05 pmCHS - MCO
Nonstop1h 26mMultiple Airlines
Thu 4/246:00 amMCO - CHS
1 stop3h 20mMultiple Airlines
Deal found 3/26$131
This Frontier deal was found by Cheapflights users on 3/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/58:26 pmCHS - MCO
1 stop11h 20mFrontier
Sun 4/139:01 amMCO - CHS
1 stop10h 01mFrontier
Deal found 3/25$189
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/212:40 pmCHS - MCO
2 stops10h 00mSouthwest
Mon 5/57:50 amMCO - CHS
2 stops8h 25mSouthwest
Deal found 3/25$191
This American Airlines deal was found by Cheapflights users on 3/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1312:47 pmCHS - MCO
1 stop6h 52mAmerican Airlines
Mon 6/166:36 pmMCO - CHS
1 stop5h 18mAmerican Airlines
Deal found 3/26$258
This Mytrip deal was found by Cheapflights users on 3/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/286:09 pmCHS - MCO
1 stop16h 49mAvelo Airlines
Sat 3/297:00 pmMCO - CHS
1 stop24h 19mAvelo Airlines
Deal found 3/26$356
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:59 amCHS - MCO
2 stops13h 25mUnited Airlines
Sun 11/97:08 pmMCO - CHS
1 stop14h 47mUnited Airlines
Deal found 3/26$725

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 March 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

Thu 5/8

2:48 pm-4:13 pm

Nonstop1h 25m

Orlando

Sun 5/11

7:10 am-8:37 am

Nonstop1h 27m

$82

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 4/24

10:25 am-9:53 pm

1 stop11h 28m

Orlando

Tue 4/29

6:00 am-9:20 am

1 stop3h 20m

$125

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 4/21

3:05 pm-4:31 pm

Nonstop1h 26m

Orlando

Thu 4/24

6:00 am-9:20 am

1 stop3h 20m

$131

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 5/2

12:40 pm-10:40 pm

2 stops10h 00m

Orlando

Mon 5/5

7:50 am-4:15 pm

2 stops8h 25m

$191

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Fri 6/13

12:47 pm-7:39 pm

1 stop6h 52m

Orlando

Mon 6/16

6:36 pm-11:54 pm

1 stop5h 18m

$258

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Tue 4/8

9:55 am-12:30 am

1 stop14h 35m

Orlando

Tue 4/15

8:45 am-7:01 pm

1 stop10h 16m

$769

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 5/12

4:30 pm-5:55 pm

Nonstop1h 25m

$51

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 4/23

7:30 pm-9:26 am

1 stop13h 56m

$66

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 5/12

5:25 pm-11:30 pm

1 stop6h 05m

$91

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 4/3

10:42 am-4:11 pm

1 stop5h 29m

$98

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 13 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 March 21, 2025.

To ensure you get the cheapest price possible for a flight from Charleston to Kissimmee, you should look to book at least 65 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 March 27, 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 Wednesday evenings 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.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 March 27, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Breeze Airways from Charleston to Kissimmee to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,895 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Breeze Airways
8.0
Very good
156 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Overall

8.1

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 $51 on Breeze Airways. Other airlines that offer cheap prices include Spirit Airlines from $66 and Southwest from $91 one-way.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $119 for a flight from Charleston to Kissimmee. The cheapest flight overall is $41 while the most popular route, (Charleston - Orlando) is currently priced at $92.

  • 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.

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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 March 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$68Average$137FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$90Average$163FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$156Average$367FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$338FlexibilityNo cancel feeOn-time71%
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