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$116+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$268
(Southwest)

One-way from

$116
(Trip.com)

Popular in

January

Cheapest in

June

Average price

$349
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. 13% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($23 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 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 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.
Sat 10/118:50 amMCO - JAN
Nonstop1h 55mSouthwest
Tue 10/141:10 pmJAN - MCO
1 stop6h 00mSouthwest
Deal found 9/14$268
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:03 amMCO - JAN
1 stop7h 07mAmerican Airlines
Sun 11/166:44 amJAN - MCO
1 stop10h 23mAmerican Airlines
Deal found 9/15$282
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.
Fri 10/106:48 pmMCO - JAN
1 stop6h 24mAmerican Airlines
Sat 10/114:28 pmJAN - MCO
1 stop4h 43mAmerican Airlines
Deal found 9/14$341
This Southwest deal was found by Cheapflights users on 9/13. 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 10/243:10 pmMCO - JAN
2 stops7h 35mSouthwest
Sun 10/2612:20 pmJAN - MCO
1 stop7h 30mSouthwest
Deal found 9/13$346
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:05 amMCO - JAN
1 stop7h 30mAmerican Airlines
Sun 11/236:41 amJAN - MCO
1 stop10h 26mAmerican Airlines
Deal found 9/15$353
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:15 amMCO - JAN
1 stop4h 46mDelta
Sun 10/197:18 pmJAN - MCO
1 stop3h 41mDelta
Deal found 9/14$360
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.
Tue 10/1410:35 amMCO - JAN
1 stop5h 50mSouthwest
Thu 10/165:35 amJAN - MCO
2 stops6h 25mSouthwest
Deal found 9/15$362
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.
Mon 10/136:05 amMCO - JAN
1 stop6h 15mSouthwest
Wed 10/154:00 pmJAN - MCO
1 stop6h 20mSouthwest
Deal found 9/15$367

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 September 16, 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

Sat 10/11

8:50 am-9:45 am

Nonstop1h 55m

Jackson-Evers Intl

Tue 10/14

1:10 pm-8:10 pm

1 stop6h 00m

$268

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 11/14

11:33 am-9:56 pm

1 stop11h 23m

Jackson-Evers Intl

Sun 11/16

6:03 pm-12:24 am

1 stop5h 21m

$310

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 11/21

6:01 am-12:31 pm

1 stop7h 30m

Jackson-Evers Intl

Sun 11/23

6:41 am-6:07 pm

1 stop10h 26m

$310

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 2/26

8:00 am-11:27 am

1 stop4h 27m

Jackson-Evers Intl

Sun 3/1

6:59 pm-12:35 am

1 stop4h 36m

$329

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 10/24

3:10 pm-9:45 pm

2 stops7h 35m

Jackson-Evers Intl

Sun 10/26

12:20 pm-8:50 pm

1 stop7h 30m

$346

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 10/16

6:15 am-10:01 am

1 stop4h 46m

Jackson-Evers Intl

Sun 10/19

7:18 pm-11:59 pm

1 stop3h 41m

$360

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 10/14

10:35 am-3:25 pm

1 stop5h 50m

Jackson-Evers Intl

Thu 10/16

5:35 am-1:00 pm

2 stops6h 25m

$362

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 10/23

4:05 pm-9:45 pm

2 stops6h 40m

Jackson-Evers Intl

Sun 10/26

4:40 pm-11:05 pm

1 stop5h 25m

$369

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 12/30

5:30 am-8:41 am

1 stop4h 11m

$134

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 1/20

6:10 am-12:40 pm

1 stop7h 30m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 18 results
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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, January is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $371). Flying from Kissimmee to Jackson, Mississippi in March is currently the most expensive (average of $447). 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 September 16, 2025.

When flying from Kissimmee to Jackson, Mississippi, 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 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 September 16, 2025.
See what other customers who have flown with Southwest and 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.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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 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 3 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 1h 55m. The distance from Kissimmee to Jackson, Mississippi is about 587 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $134. Southwest flights start at $134 while deals on United Airlines start at $134 one-way.

  • 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, January is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $371). Flying from Kissimmee to Jackson, Mississippi in March is currently the most expensive (average of $447). 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 3 airlines flying from Kissimmee to Jackson

Discover the top 3 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$258Average$408FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$288Average$397FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$316Average$456FlexibilityNo cancel feeOn-time71%

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