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$153+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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 12/146:01 amMCO - JAN
1 stop7h 32mAmerican Airlines
Tue 12/166:00 amJAN - MCO
1 stop6h 07mAmerican Airlines
Deal found 12/10$404
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Wed 12/1711:55 amMCO - JAN
1 stop5h 06mUnited Airlines
Wed 12/242:03 pmJAN - MCO
1 stop5h 09mUnited Airlines
Deal found 12/9$443
This Southwest deal was found by Cheapflights users on 12/9. 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.
Wed 12/176:25 amMCO - JAN
2 stops7h 00mSouthwest
Wed 12/241:10 pmJAN - MCO
1 stop6h 15mSouthwest
Deal found 12/9$448
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/268:00 amMCO - JAN
1 stop5h 48mAmerican Airlines
Fri 1/25:10 amJAN - MCO
1 stop4h 36mAmerican Airlines
Deal found 12/10$471
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/139:00 amMCO - JAN
1 stop8h 01mUnited Airlines
Wed 12/179:05 amJAN - MCO
1 stop7h 45mUnited Airlines
Deal found 12/10$513
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/267:00 amMCO - JAN
1 stop7h 26mUnited Airlines
Tue 12/307:00 amJAN - MCO
1 stop7h 49mUnited Airlines
Deal found 12/11$518
This Southwest deal was found by Cheapflights users on 12/10. 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.
Sun 12/143:45 pmMCO - JAN
2 stops7h 20mSouthwest
Tue 12/161:10 pmJAN - MCO
2 stops8h 20mSouthwest
Deal found 12/10$521
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/259:00 amMCO - JAN
1 stop8h 02mUnited Airlines
Mon 12/292:03 pmJAN - MCO
1 stop6h 56mUnited Airlines
Deal found 12/10$523
This United Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/149:00 amMCO - JAN
1 stop8h 01mUnited Airlines
Wed 12/172:00 pmJAN - MCO
1 stop5h 20mUnited Airlines
Deal found 12/11$536
This Southwest deal was found by Cheapflights users on 12/11. 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 12/196:45 amMCO - JAN
1 stop5h 20mSouthwest
Mon 12/225:20 amJAN - MCO
1 stop7h 10mSouthwest
Deal found 12/11$559

Find flight deals from Kissimmee to Jackson

Keep the following information in mind while searching for Kissimmee to Jackson flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$327
(Southwest)

One-way from

$153
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$686
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.
Search Deals
From Kissimmee to Jackson-Evers Intl
Search Deals
One-way flight from Kissimmee to Jackson-Evers Intl
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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

Thu 1/15

7:00 am-1:22 pm

1 stop7h 22m

Jackson-Evers Intl

Sat 1/17

12:01 pm-7:44 pm

1 stop6h 43m

$327

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 2/21

6:20 am-11:45 am

1 stop6h 25m

Jackson-Evers Intl

Mon 2/23

11:50 am-7:35 pm

1 stop6h 45m

$327

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 2/21

6:00 am-12:42 pm

1 stop7h 42m

Jackson-Evers Intl

Mon 2/23

6:45 pm-12:32 am

1 stop4h 47m

$327

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 1/10

7:00 am-1:22 pm

1 stop7h 22m

Jackson-Evers Intl

Mon 1/12

5:15 pm-11:14 pm

1 stop4h 59m

$327

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 1/10

6:10 am-12:20 pm

2 stops7h 10m

Jackson-Evers Intl

Mon 1/12

1:25 pm-7:00 pm

1 stop4h 35m

$332

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 1/8

7:00 am-1:22 pm

1 stop7h 22m

Jackson-Evers Intl

Thu 1/15

2:00 pm-10:12 pm

1 stop7h 12m

$346

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 5/1

6:55 am-11:40 am

1 stop5h 45m

Jackson-Evers Intl

Mon 5/4

5:45 am-11:20 am

1 stop4h 35m

$369

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Mon 1/12

6:10 am-12:40 pm

1 stop7h 30m

Jackson-Evers Intl

Thu 1/15

11:50 am-7:35 pm

1 stop6h 45m

$375

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 2/10

7:00 am-2:40 pm

2 stops8h 40m

$158

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 3/11

6:00 am-12:40 pm

1 stop7h 40m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 19 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 December 12, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 23% 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 December 12, 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
8,008 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Comfort

7.9

Overall

7.9

Entertainment

7.9

Crew

8.5

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 6h 25m. 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 American Airlines, which is currently one of the cheapest options available, starting at $97. United Airlines flights start at $117 while deals on Southwest start at $124 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, 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$257Average$405FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$309Average$386FlexibilityNo cancel feeOn-time71%

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