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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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — MCO
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston to Kissimmee are usually found in June or August, booked 36 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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 June 16, 2025.

Round-trip from

$102
(Expedia)

One-way from

$49
(Breeze Airways)

Popular in

November

Cheapest in

June

Average price

$167
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. 24% potential increase in price ($82 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 June 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 June 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Tue 9/162:59 pmCHS - MCO
Nonstop1h 26mBreeze Airways
Fri 9/267:30 amMCO - CHS
Nonstop1h 27mBreeze Airways
Deal found 6/15$85
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 9/257:26 pmCHS - MCO
1 stop3h 34mMultiple Airlines
Tue 9/307:10 amMCO - CHS
Nonstop1h 27mMultiple Airlines
Deal found 6/14$120
This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/277:26 pmCHS - MCO
1 stop3h 34mSpirit Airlines
Sun 9/287:40 pmMCO - CHS
1 stop22h 41mSpirit Airlines
Deal found 6/14$153
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/110:10 amCHS - MCO
1 stop6h 40mAmerican Airlines
Wed 10/227:06 pmMCO - CHS
1 stop3h 43mAmerican Airlines
Deal found 6/14$159
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/46:23 pmCHS - MCO
1 stop4h 51mDelta
Mon 8/117:55 pmMCO - CHS
1 stop3h 56mDelta
Deal found 6/15$160
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/108:35 amCHS - MCO
2 stops9h 15mSouthwest
Mon 9/226:30 amMCO - CHS
1 stop5h 50mSouthwest
Deal found 6/14$162
This JetBlue deal was found by Cheapflights users on 6/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1012:29 pmCHS - MCO
1 stop9h 01mJetBlue
Sun 9/143:10 pmMCO - CHS
1 stop8h 08mJetBlue
Deal found 6/14$227

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 June 16, 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 8/7

2:50 pm-4:17 pm

Nonstop1h 27m

Orlando

Sun 8/10

7:10 am-8:37 am

Nonstop1h 27m

$102

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Sun 7/13

2:50 pm-4:17 pm

Nonstop1h 27m

Orlando

Fri 7/18

6:50 am-2:45 pm

1 stop7h 55m

$150

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Mon 8/4

6:23 pm-11:14 pm

1 stop4h 51m

Orlando

Mon 8/11

7:55 pm-11:51 pm

1 stop3h 56m

$160

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 9/10

8:35 am-5:50 pm

2 stops9h 15m

Orlando

Mon 9/22

6:30 am-12:20 pm

1 stop5h 50m

$162

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 7/10

10:53 am-11:09 pm

1 stop12h 16m

Orlando

Mon 7/14

6:50 am-2:45 pm

1 stop7h 55m

$170

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 8/7

6:06 pm-12:06 am

1 stop6h 00m

Orlando

Sun 8/10

7:10 am-2:08 pm

1 stop6h 58m

$188

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 9/10

12:29 pm-9:30 pm

1 stop9h 01m

Orlando

Sun 9/14

3:10 pm-11:18 pm

1 stop8h 08m

$227

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Wed 8/6

7:38 pm-10:34 am

1 stop14h 56m

Orlando

Wed 8/20

9:00 am-2:33 pm

1 stop5h 33m

$391

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 8/7

2:50 pm-4:17 pm

Nonstop1h 27m

$49

CharlestonOrlando

CHS - MCO

CHSMCO

Charleston

Thu 8/14

5:30 am-1:05 pm

1 stop7h 35m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 17 results
1
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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 June 13, 2025.

To ensure you get the cheapest price possible for a flight from Charleston to Kissimmee, you should look to book at least 36 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 June 16, 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 June 16, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest and Delta 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.
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
181 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,278 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,963 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,801 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
181 reviews

Comfort

8.2

Food

6.7

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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 $49 on Breeze Airways. Other airlines that offer cheap prices include Southwest from $79 and American Airlines from $80 one-way.

  • What are the cheapest flights from Charleston to Kissimmee?

    On average you can expect to pay $136 for a flight from Charleston to Kissimmee. The cheapest flight overall is $49 while the most popular route, (Charleston - Orlando) is currently priced at $85.

  • 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$87Average$169FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$95Average$140FlexibilityNo cancel feeOn-time65%
DeltaCheapest$156Average$343FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$325FlexibilityNo cancel feeOn-time71%

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