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$128+ Cheap flights from Kissimmee, FL to Jackson, MS (JAN)

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
dec. 21 — dec. 281
søn. 12/21
søn. 12/28
1 adult, Economy
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Cheap flight deals from Kissimmee to Jackson

Keep the following information in mind while searching for Kissimmee to Jackson flight deals. Data was last updated november 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$312
(United Airlines)

One-way from

$128
(American Airlines)

Popular in

January

Cheapest in

October

Average price

$545
Provider with most accurate pricing for Orlando (ORL)-Jackson-Evers Intl flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Jackson-Evers Intl flights.
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From Kissimmee to Jackson-Evers Intl
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One-way flight from Kissimmee to Jackson-Evers Intl
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Highest demand for flights based on searches. 17% potential increase in price ($95 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 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 Kissimmee to Jackson

Cheapest flights from Kissimmee to Jackson
Explore the most affordable flight options available from Kissimmee to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on november 21, 2025.

This Delta deal was found by Cheapflights users on 11/19. 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.
fre. 12/266:30 pmMCO - JAN
1 stop5h 35mDelta
ons. 12/3111:30 amJAN - MCO
1 stop3h 50mDelta
Deal found 11/19$356
This Southwest deal was found by Cheapflights users on 11/19. 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.
fre. 12/263:00 pmMCO - JAN
2 stops8h 05mSouthwest
ons. 12/311:10 pmJAN - MCO
1 stop6h 15mSouthwest
Deal found 11/19$362
This American Airlines deal was found by Cheapflights users on 11/19. 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.
man. 12/89:09 amMCO - JAN
1 stop7h 05mAmerican Airlines
ons. 12/106:00 amJAN - MCO
1 stop5h 07mAmerican Airlines
Deal found 11/19$374
This Southwest deal was found by Cheapflights users on 11/19. 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.
man. 12/82:55 pmMCO - JAN
2 stops6h 00mSouthwest
ons. 12/101:10 pmJAN - MCO
1 stop6h 00mSouthwest
Deal found 11/19$379
This American Airlines deal was found by Cheapflights users on 11/17. 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.
ons. 12/39:09 amMCO - JAN
1 stop5h 12mAmerican Airlines
lør. 12/133:04 pmJAN - MCO
1 stop5h 56mAmerican Airlines
Deal found 11/17$416
This Southwest deal was found by Cheapflights users on 11/17. 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.
ons. 12/312:50 pmMCO - JAN
2 stops8h 05mSouthwest
lør. 12/131:25 pmJAN - MCO
2 stops7h 25mSouthwest
Deal found 11/17$426
This Southwest deal was found by Cheapflights users on 11/18. 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.
ons. 11/1910:45 amMCO - JAN
1 stop5h 20mSouthwest
ons. 11/2611:40 amJAN - MCO
1 stop6h 30mSouthwest
Deal found 11/18$443
This Delta deal was found by Cheapflights users on 11/18. 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.
fre. 12/57:00 amMCO - JAN
1 stop4h 32mDelta
søn. 12/77:14 pmJAN - MCO
1 stop4h 36mDelta
Deal found 11/18$453
This Southwest deal was found by Cheapflights users on 11/19. 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.
man. 12/86:25 amMCO - JAN
2 stops7h 00mSouthwest
tir. 12/96:25 amJAN - MCO
2 stops9h 05mSouthwest
Deal found 11/19$458

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Jackson 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 21, 2025.
Use the filters below to find and compare flights from Kissimmee to Jackson that are best for you.

Fly from

Kissimmee

Fly to

Jackson

Route

Depart

Return

Price

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

lør. 2/14

4:57 pm-9:59 pm

1 stop6h 02m

Jackson-Evers Intl

man. 2/16

2:03 pm-9:59 pm

1 stop6h 56m

$312

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

ons. 2/25

1:06 pm-5:02 pm

1 stop4h 56m

Jackson-Evers Intl

ons. 4/8

5:18 am-11:45 am

1 stop5h 27m

$313

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

ons. 2/25

8:50 am-2:40 pm

2 stops6h 50m

Jackson-Evers Intl

ons. 4/8

6:30 am-3:35 pm

2 stops8h 05m

$334

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

lør. 2/14

6:20 am-11:45 am

1 stop6h 25m

Jackson-Evers Intl

man. 2/16

11:50 am-10:15 pm

2 stops9h 25m

$348

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

fre. 12/26

6:30 pm-11:05 pm

1 stop5h 35m

Jackson-Evers Intl

ons. 12/31

11:30 am-4:20 pm

1 stop3h 50m

$356

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

fre. 12/26

3:00 pm-10:05 pm

2 stops8h 05m

Jackson-Evers Intl

ons. 12/31

1:10 pm-8:25 pm

1 stop6h 15m

$362

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

tor. 2/26

6:15 am-10:12 am

1 stop4h 57m

Jackson-Evers Intl

søn. 3/1

10:57 am-6:43 pm

1 stop6h 46m

$367

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

tir. 3/10

11:48 am-4:11 pm

1 stop5h 23m

Jackson-Evers Intl

ons. 3/11

2:03 pm-7:49 pm

1 stop4h 46m

$369

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

ons. 4/8

7:00 am-10:08 am

1 stop4h 08m

Jackson-Evers Intl

ons. 4/8

2:40 pm-9:38 pm

1 stop5h 58m

$369

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

tor. 2/19

7:00 am-11:16 am

1 stop5h 16m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 20 results
1
2

Best time to book a flight from Kissimmee to Jackson

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

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

Currently, May is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $198). Flying from Kissimmee to Jackson, Mississippi in January is currently the most expensive (average of $382). 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 K1S to JAN?

Find hourly flight availability from Kissimmee to Jackson. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated november 21, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 24% on flights from Kissimmee to Jackson, Mississippi by exploring options for tickets in the evening.

Reviews of airlines servicing Jackson

Get insights into the airlines that provide service to Jackson. 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 Jackson. Reviews last updated november 21, 2025.
See what other customers who have flown with Delta from Kissimmee to Jackson have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    Jackson-Evers Intl (JAN) is the airport you will fly into if you book a flight from Kissimmee to Jackson. You should not have trouble finding flights to Jackson-Evers Intl from Kissimmee; the airport handles an average of 0 inbound flights from Kissimmee per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Jackson airport from Kissimmee. It is only a 6.3 mi journey from Jackson-Evers Intl (JAN) to Jackson’s city center.

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

    Departing from Kissimmee to Jackson, Mississippi will take you 4h 56m. The distance from Kissimmee to Jackson, Mississippi is about 587 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $198). Flying from Kissimmee to Jackson, Mississippi in January is currently the most expensive (average of $382). 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

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Vicksburg
Clinton
Flowood
Pearl

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Top 2 airlines flying from Kissimmee to Jackson

Discover the top 2 airlines that operate flights from Kissimmee to Jackson. 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 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$447FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$406FlexibilityNo cancel feeOn-time71%

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