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Kissimmee

$90+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MCO
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheapflights Tip: The best prices from Jackson-Evers Intl to Kissimmee are usually found in August or June, 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(American Airlines)

One-way from

$90
(American Airlines)

Popular in

April

Cheapest in

August

Average price

$413
Provider with most accurate pricing for Jackson-Evers Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Jackson-Evers Intl-Orlando (ORL) flights.
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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. 5% potential increase in price ($24 potential increase over avg. RT price).
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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 November 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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/5. 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.
Sat 11/156:11 pmJAN - MCO
1 stop5h 13mAmerican Airlines
Tue 11/184:27 pmMCO - JAN
1 stop8h 08mAmerican Airlines
Deal found 11/5$219
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/1112:54 pmJAN - MCO
1 stop6h 45mAmerican Airlines
Mon 12/159:09 amMCO - JAN
1 stop7h 05mAmerican Airlines
Deal found 11/6$274
This Delta deal was found by Cheapflights users on 11/5. 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.
Thu 12/117:14 pmJAN - MCO
1 stop4h 36mDelta
Mon 12/157:00 amMCO - JAN
1 stop4h 32mDelta
Deal found 11/5$325
This Delta deal was found by Cheapflights users on 11/6. 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.
Tue 12/169:16 amJAN - MCO
1 stop4h 10mDelta
Sun 12/215:30 amMCO - JAN
1 stop4h 06mDelta
Deal found 11/6$327
This Southwest deal was found by Cheapflights users on 11/6. 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 12/166:25 amJAN - MCO
2 stops9h 05mSouthwest
Sun 12/216:45 amMCO - JAN
1 stop5h 20mSouthwest
Deal found 11/6$332
This Southwest deal was found by Cheapflights users on 11/4. 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 12/21:10 pmJAN - MCO
1 stop6h 00mSouthwest
Tue 12/912:55 pmMCO - JAN
1 stop8h 00mSouthwest
Deal found 11/4$337
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/286:16 pmJAN - MCO
1 stop5h 13mAmerican Airlines
Sun 1/118:00 amMCO - JAN
1 stop5h 25mAmerican Airlines
Deal found 11/5$344
This Delta deal was found by Cheapflights users on 11/5. 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 12/126:06 pmJAN - MCO
1 stop5h 44mDelta
Mon 12/155:35 pmMCO - JAN
1 stop4h 01mDelta
Deal found 11/5$347
This Southwest deal was found by Cheapflights users on 11/5. 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 12/125:30 amJAN - MCO
2 stops9h 10mSouthwest
Mon 12/156:10 amMCO - JAN
1 stop7h 15mSouthwest
Deal found 11/5$352

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 November 6, 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 1/5

6:16 pm-12:29 am

1 stop5h 13m

Orlando

Fri 1/9

6:48 pm-11:45 pm

1 stop5h 57m

$249

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 1/28

2:57 pm-9:49 pm

1 stop5h 52m

Orlando

Tue 2/3

5:30 am-8:43 am

1 stop4h 13m

$285

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 1/28

2:57 pm-9:49 pm

1 stop5h 52m

Orlando

Wed 2/4

12:05 pm-4:11 pm

1 stop5h 06m

$285

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 1/17

12:50 pm-7:02 pm

1 stop5h 12m

Orlando

Tue 1/20

6:00 am-12:25 pm

1 stop7h 25m

$305

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 1/31

12:11 pm-7:46 pm

1 stop6h 35m

Orlando

Tue 2/3

6:35 pm-11:12 pm

1 stop5h 37m

$305

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Thu 1/29

6:59 pm-12:59 am

1 stop5h 00m

Orlando

Wed 2/4

11:00 am-4:11 pm

1 stop6h 11m

$305

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Sat 1/31

4:58 pm-9:49 pm

1 stop3h 51m

Orlando

Thu 2/5

5:30 am-8:43 am

1 stop4h 13m

$325

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Wed 3/4

1:25 pm-7:00 pm

1 stop4h 35m

Orlando

Tue 3/10

7:10 am-11:30 am

1 stop5h 20m

$327

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 1/30

6:59 pm-12:03 am

1 stop4h 04m

Orlando

Wed 2/4

11:00 am-4:11 pm

1 stop6h 11m

$327

JacksonOrlando

JAN - MCO

JANMCO

Jackson-Evers Intl

Fri 1/30

1:25 pm-8:00 pm

2 stops5h 35m

Orlando

Tue 2/3

6:05 am-12:40 pm

2 stops7h 35m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 22 results
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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 October 31, 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, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Kissimmee (average of $224). Flying from Jackson, Mississippi to Kissimmee in November is currently the most expensive (average of $320). 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 November 6, 2025.

It’s typically best to fly out from Jackson, Mississippi to Kissimmee in the evening. Doing so could potentially save you 14% on the flight price compared to flying in the morning, which is usually more expensive.

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 November 6, 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

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

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 American Airlines and Delta fly from Jackson, Mississippi to Kissimmee in about 5h 13m. The time it takes to get you to your destination can typically vary by up to 39m. 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 flights from Jackson, Mississippi to Kissimmee?

    Looking for the cheapest flight from Jackson, Mississippi to Kissimmee? While on average our users pay $388, our data indicates the cheapest price to be $137. The most popular route (Jackson-Evers Intl - Orlando), is priced around $305.

  • 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, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Kissimmee (average of $224). Flying from Jackson, Mississippi to Kissimmee in November is currently the most expensive (average of $320). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$232Average$368FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$254Average$379FlexibilityNo cancel feeOn-time63%
DeltaCheapest$257Average$392FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$382FlexibilityNo cancel feeOn-time71%

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