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$157+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This Southwest deal was found by Cheapflights users on 5/11. 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.
Mon 6/226:55 am
MCO
-
JAN
1 stop4h 50m
Southwest
Mon 6/2911:25 am
JAN
-
MCO
1 stop5h 35m
Southwest
Deal found 5/11$313
This Southwest deal was found by Cheapflights users on 5/13. 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.
Sat 10/39:40 am
MCO
-
JAN
1 stop5h 45m
Southwest
Tue 10/66:35 am
JAN
-
MCO
2 stops8h 15m
Southwest
Deal found 5/13$318
This Southwest deal was found by Cheapflights users on 5/13. 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.
Wed 5/271:25 pm
MCO
-
JAN
1 stop5h 05m
Southwest
Wed 6/31:00 pm
JAN
-
MCO
1 stop6h 30m
Southwest
Deal found 5/13$321
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Thu 6/47:00 am
MCO
-
JAN
1 stop5h 24m
United Airlines
Mon 6/85:10 pm
JAN
-
MCO
1 stop5h 17m
United Airlines
Deal found 5/9$334
This Southwest deal was found by Cheapflights users on 5/9. 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.
Thu 6/46:55 am
MCO
-
JAN
1 stop4h 50m
Southwest
Mon 6/811:25 am
JAN
-
MCO
2 stops8h 45m
Southwest
Deal found 5/9$344
This Southwest deal was found by Cheapflights users on 5/10. 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.
Mon 10/191:10 pm
MCO
-
JAN
2 stops10h 55m
Southwest
Thu 10/2212:00 pm
JAN
-
MCO
1 stop4h 45m
Southwest
Deal found 5/10$345
This Southwest deal was found by Cheapflights users on 5/11. 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.
Sun 5/2411:30 am
MCO
-
JAN
1 stop6h 55m
Southwest
Fri 5/295:45 am
JAN
-
MCO
2 stops9h 00m
Southwest
Deal found 5/11$348

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$313
(Southwest)

One-way from

$157
(Delta)

Popular in

April

Cheapest in

October

Average price

$482
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. 8% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 14, 2026.
Use the filters below to find and compare flights from Kissimmee to Jackson that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 5/27

1:25 pm-5:30 pm

1 stop5h 05m

Jackson-Evers Intl

Wed 6/3

1:00 pm-8:30 pm

1 stop6h 30m

$321

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 6/4

1:50 pm-9:55 pm

2 stops9h 05m

Jackson-Evers Intl

Mon 6/8

11:25 am-9:10 pm

2 stops8h 45m

$350

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Mon 8/17

12:15 pm-6:00 pm

1 stop6h 45m

Jackson-Evers Intl

Fri 8/21

12:40 pm-7:10 pm

1 stop5h 30m

$351

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 9/11

7:00 am-12:00 pm

1 stop6h 00m

Jackson-Evers Intl

Mon 9/14

12:40 pm-8:05 pm

2 stops6h 25m

$356

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 5/28

10:00 am-7:05 pm

2 stops10h 05m

Jackson-Evers Intl

Wed 6/3

1:00 pm-10:40 pm

2 stops8h 40m

$361

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 9/25

8:20 am-12:00 pm

1 stop4h 40m

Jackson-Evers Intl

Sun 9/27

6:15 am-5:15 pm

2 stops10h 00m

$394

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 10/23

2:05 pm-11:05 pm

2 stops10h 00m

Jackson-Evers Intl

Sun 10/25

5:15 am-1:30 pm

1 stop7h 15m

$394

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 5/29

6:55 am-11:40 am

1 stop5h 45m

Jackson-Evers Intl

Sun 5/31

12:30 pm-9:05 pm

2 stops7h 35m

$398

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 7/24

1:50 pm-9:55 pm

2 stops9h 05m

Jackson-Evers Intl

Sun 7/26

11:55 am-9:10 pm

2 stops8h 15m

$420
Cheapest one-way

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 8/5

5:30 am-10:37 am

1 stop6h 07m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 20 resultsSorted by cheapest first
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

How much does it cost to fly round-trip from Kissimmee to Jackson, Mississippi?

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 May 14, 2026.
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
8,454 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.9

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
8,454 reviews
Delta
7.9
Good
8,454 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.8

Food

7.2

Overall

7.9

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 1 airline has 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 5h 05m. The distance from Kissimmee to Jackson, Mississippi is about 587 mi.

  • 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 Delta start at $164 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.

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 airline flying from Kissimmee to Jackson

Discover the top airline 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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$267Average$426FlexibilityNo cancel feeOn-timeN/A

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