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Kissimmee

$116+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MCO
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Jackson-Evers Intl to Kissimmee are usually found in January or August, 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 September 16, 2025.

Round-trip from

$267
(Southwest)

One-way from

$116
(Trip.com)

Popular in

April

Cheapest in

January

Average price

$380
From Jackson-Evers Intl to Kissimmee
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One-way flight from Jackson-Evers Intl to Kissimmee
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Highest demand for flights based on searches. 7% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/141:10 pmJAN - MCO
1 stop6h 00mSouthwest
Tue 10/2110:35 amMCO - JAN
1 stop5h 50mSouthwest
Deal found 9/14$267
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:39 amJAN - MCO
1 stop6h 38mAmerican Airlines
Wed 10/293:40 pmMCO - JAN
1 stop5h 57mAmerican Airlines
Deal found 9/14$277
This Delta deal was found by Cheapflights users on 9/16. 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.
Sat 10/185:58 pmJAN - MCO
1 stop5h 01mDelta
Wed 10/225:30 amMCO - JAN
1 stop4h 00mDelta
Deal found 9/16$278
This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/177:18 pmJAN - MCO
1 stop3h 41mDelta
Wed 10/227:00 amMCO - JAN
1 stop4h 01mDelta
Deal found 9/16$285
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/203:40 pmJAN - MCO
1 stop5h 45mSouthwest
Mon 11/249:55 amMCO - JAN
1 stop5h 35mSouthwest
Deal found 9/15$289
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/89:05 amJAN - MCO
1 stop7h 45mUnited Airlines
Fri 12/127:00 amMCO - JAN
1 stop7h 24mUnited Airlines
Deal found 9/15$296
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/163:01 pmJAN - MCO
1 stop5h 57mAmerican Airlines
Wed 11/1911:33 amMCO - JAN
1 stop11h 23mAmerican Airlines
Deal found 9/14$310
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 10/710:00 amJAN - MCO
1 stop6h 59mAmerican Airlines
Thu 10/92:46 pmMCO - JAN
1 stop7h 50mAmerican Airlines
Deal found 9/16$313
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/272:08 pmJAN - MCO
1 stop5h 07mDelta
Tue 1/69:00 amMCO - JAN
1 stop6h 09mDelta
Deal found 9/15$318
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:45 pmJAN - MCO
Nonstop1h 50mSouthwest
Mon 11/310:40 amMCO - JAN
2 stops8h 00mSouthwest
Deal found 9/15$319

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 September 16, 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

Tue 10/14

1:10 pm-8:10 pm

1 stop6h 00m

Orlando

Tue 10/21

10:35 am-3:25 pm

1 stop5h 50m

$267

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Thu 12/11

7:15 pm-12:50 am

1 stop4h 35m

Orlando

Mon 12/15

3:31 pm-6:30 pm

1 stop3h 59m

$289

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Thu 11/20

3:40 pm-10:25 pm

1 stop5h 45m

Orlando

Mon 11/24

6:45 am-2:30 pm

2 stops8h 45m

$294

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Mon 12/8

9:05 am-5:50 pm

1 stop7h 45m

Orlando

Fri 12/12

7:00 am-1:24 pm

1 stop7h 24m

$296

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 1/23

1:25 pm-7:00 pm

1 stop4h 35m

Orlando

Mon 1/26

6:10 am-12:40 pm

1 stop7h 30m

$296

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 1/10

1:15 pm-6:35 pm

1 stop4h 20m

Orlando

Fri 1/16

8:45 am-3:40 pm

2 stops7h 55m

$301

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 12/27

2:08 pm-8:15 pm

1 stop5h 07m

Orlando

Tue 1/6

9:00 am-2:09 pm

1 stop6h 09m

$318

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Tue 1/20

2:40 pm-8:38 pm

1 stop4h 58m

Orlando

Sun 1/25

5:30 am-8:38 am

1 stop4h 08m

$323

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 10/22

4:00 pm-11:20 pm

1 stop6h 20m

$134

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Tue 10/21

5:58 pm-11:59 pm

1 stop5h 01m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
1
2

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 September 12, 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 September 16, 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.

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 16, 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. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Jackson, Mississippi to Kissimmee?

    Airlines like Southwest, Delta, and United Airlines fly from Jackson, Mississippi to Kissimmee in about 4h 35m. The time it takes to get you to your destination can typically vary by up to 3h 10m. The distance from Jackson, Mississippi to Kissimmee is about 587 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Southwest ($134), Delta ($134), and United Airlines ($134).

  • 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.

See more FAQs

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$232Average$368FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$380FlexibilityNo cancel feeOn-time71%
DeltaCheapest$258Average$377FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$269Average$376FlexibilityNo cancel feeOn-time63%

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