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Kissimmee

$104+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$227
(United Airlines)

One-way from

$104
(Southwest)

Popular in

April

Cheapest in

September

Average price

$408
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. 8% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sat 9/202:02 pmJAN - MCO
1 stop5h 12mUnited Airlines
Sat 9/272:03 pmMCO - JAN
1 stop6h 41mUnited Airlines
Deal found 7/29$227
This Southwest deal was found by Cheapflights users on 7/29. 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 9/201:25 pmJAN - MCO
1 stop7h 30mSouthwest
Tue 9/237:10 amMCO - JAN
2 stops9h 05mSouthwest
Deal found 7/29$232
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/51:38 pmJAN - MCO
1 stop6h 36mAmerican Airlines
Tue 9/93:22 pmMCO - JAN
2 stops8h 21mAmerican Airlines
Deal found 7/30$263
This Delta deal was found by Cheapflights users on 7/28. 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 8/2710:55 amJAN - MCO
1 stop3h 36mDelta
Wed 9/39:30 amMCO - JAN
1 stop3h 54mDelta
Deal found 7/28$347

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 July 30, 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

Sat 9/20

2:02 pm-8:14 pm

1 stop5h 12m

Orlando

Sat 9/27

2:03 pm-7:44 pm

1 stop6h 41m

$227

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 9/20

1:25 pm-9:55 pm

1 stop7h 30m

Orlando

Tue 9/23

7:10 am-3:15 pm

2 stops9h 05m

$232

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 9/5

1:38 pm-9:14 pm

1 stop6h 36m

Orlando

Tue 9/9

3:22 pm-10:43 pm

2 stops8h 21m

$263

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 8/27

10:55 am-3:31 pm

1 stop3h 36m

Orlando

Wed 9/3

9:30 am-12:24 pm

1 stop3h 54m

$347

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 10/18

12:45 pm-3:35 pm

Nonstop1h 50m

$104

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Tue 10/28

6:39 am-2:14 pm

1 stop6h 35m

$113

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 8/30

7:14 pm-12:03 am

1 stop3h 49m

$114

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 10/15

9:05 am-6:05 pm

1 stop8h 00m

$136

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 25, 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 $288). 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 July 30, 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 July 30, 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
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 Southwest ($104), American Airlines ($113), and Delta ($114).

  • 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 $288). 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$256Average$371FlexibilityNo cancel feeOn-time63%
DeltaCheapest$266Average$377FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$289Average$414FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$301Average$399FlexibilityNo cancel feeOn-time71%

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