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Kissimmee

$144+ Cheap flights from Jackson, MS (JAN) 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MCO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Jackson-Evers Intl to Kissimmee are usually found in September or January, booked 17 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Jackson to Kissimmee

Keep the following information in mind while searching for Jackson to Kissimmee flight deals. Data was last updated June 12, 2025.

Round-trip from

$289
(American Airlines)

One-way from

$144
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$360
From Jackson-Evers Intl to Kissimmee
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One-way flight from Jackson-Evers Intl to Kissimmee
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($6 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 Jackson to Kissimmee

Cheapest flights from Jackson to Kissimmee
Explore the most affordable flight options available from Jackson to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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.
Thu 9/1112:34 pmJAN - MCO
1 stop5h 16mAmerican Airlines
Mon 9/157:15 amMCO - JAN
1 stop6h 53mAmerican Airlines
Deal found 6/12$289
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Thu 8/1412:04 pmJAN - MCO
1 stop7h 36mUnited Airlines
Sun 8/173:47 pmMCO - JAN
1 stop4h 57mUnited Airlines
Deal found 6/12$306
This Southwest deal was found by Cheapflights users on 6/11. 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.
Tue 8/121:15 pmJAN - MCO
2 stops9h 05mSouthwest
Sat 8/166:30 amMCO - JAN
2 stops7h 00mSouthwest
Deal found 6/11$307
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 7/26:00 pmJAN - MCO
1 stop4h 12mDelta
Tue 7/86:15 amMCO - JAN
1 stop3h 23mDelta
Deal found 6/10$339

Cheapflights Fare Finder

Customize your flight search to find flights from Jackson 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 12, 2025.
Use the filters below to find and compare flights from Jackson to Kissimmee that are best for you.

Fly from

Jackson

Fly to

Kissimmee

Route

Depart

Return

Price

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Mon 9/1

9:15 am-6:07 pm

1 stop7h 52m

Orlando

Mon 9/8

3:41 pm-9:54 pm

1 stop7h 13m

$289

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Tue 8/12

3:55 pm-11:20 pm

1 stop6h 25m

Orlando

Sat 8/16

6:30 am-9:30 am

1 stop4h 00m

$297

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 8/22

6:00 am-1:55 pm

1 stop6h 55m

Orlando

Mon 8/25

6:30 pm-11:09 pm

1 stop5h 39m

$306

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 7/2

6:00 pm-11:12 pm

1 stop4h 12m

Orlando

Tue 7/8

6:15 am-8:38 am

1 stop3h 23m

$339

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 9/10

8:10 am-2:03 pm

1 stop4h 53m

$144

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Tue 9/2

12:04 pm-8:14 pm

1 stop7h 10m

$145

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Mon 8/4

5:10 am-1:20 pm

2 stops7h 10m

$150

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 8/15

1:09 pm-7:59 pm

1 stop5h 50m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Jackson to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Jackson 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 Jackson to Kissimmee

How far ahead should I book a flight from Jackson, Mississippi to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Jackson to Kissimmee. Price data was last updated on June 9, 2025.

Booking 17 days in advance of your planned departure date is, on average, the best time to get cheap flights from Jackson, Mississippi to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Jackson, Mississippi to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Jackson, Mississippi to Kissimmee (average of $206). Flying from Jackson, Mississippi 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 JAN to K1S?

Find hourly flight availability from Jackson 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 12, 2025.

When flying from Jackson, Mississippi 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.

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 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Jackson to Kissimmee by reading reviews from past customers. 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
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Jackson 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 Jackson to Kissimmee?

    Jackson-Evers Intl (JAN) is the airport you will fly out of if you book a flight from Jackson to Kissimmee. You should not have trouble finding flights to Kissimmee from Jackson-Evers Intl; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Jackson airport to Kissimmee. It is only a 6.3 mi journey to Jackson-Evers Intl (JAN) from Jackson’s city center.

  • What are the cheapest airlines to fly from Jackson, Mississippi to Kissimmee one-way?

    The cheapest airlines for a one-way flight from Jackson, Mississippi to Kissimmee are American Airlines ($144), United Airlines ($145), and Southwest ($148).

  • What are the cheapest flights from Jackson, Mississippi to Kissimmee?

    Looking for the cheapest flight from Jackson, Mississippi to Kissimmee? While on average our users pay $370, our data indicates the cheapest price to be $285. The most popular route (Jackson-Evers Intl - Orlando), is priced around $214.

  • Can I find deals for flights from Jackson to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Jackson to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jackson to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Kissimmee.

  • Can I find deals for business class flights from Jackson to Kissimmee?

    Yes. Cheapflights offers flight deals from Jackson 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 Jackson, Mississippi to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Jackson, Mississippi to Kissimmee (average of $206). Flying from Jackson, Mississippi 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 Jackson to Kissimmee

Discover the top 4 airlines that operate flights from Jackson 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$198Average$414FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$208Average$419FlexibilityNo cancel feeOn-time71%
DeltaCheapest$219Average$382FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$256Average$370FlexibilityNo cancel feeOn-time63%

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