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$109+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
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 30, 2026.

This Southwest deal was found by Cheapflights users on 5/28. 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 8/1111:55 am
MCO
-
JAN
1 stop7h 10m
Southwest
Sat 8/156:00 am
JAN
-
MCO
1 stop6h 55m
Southwest
Deal found 5/28$279
This American Airlines deal was found by Cheapflights users on 5/29. 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 8/275:31 pm
MCO
-
JAN
1 stop7h 26m
American Airlines
Sat 8/2912:01 pm
JAN
-
MCO
1 stop6h 24m
American Airlines
Deal found 5/29$281
This Delta deal was found by Cheapflights users on 5/27. 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.
Wed 7/15:30 am
MCO
-
JAN
1 stop5h 05m
Delta
Fri 7/312:57 pm
JAN
-
MCO
1 stop6h 38m
Delta
Deal found 5/27$313
This Southwest deal was found by Cheapflights users on 5/28. 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 7/16:35 am
MCO
-
JAN
1 stop6h 10m
Southwest
Fri 7/311:25 am
JAN
-
MCO
2 stops8h 45m
Southwest
Deal found 5/28$328
This Southwest deal was found by Cheapflights users on 5/28. 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 9/86:05 am
MCO
-
JAN
2 stops7h 45m
Southwest
Thu 9/1012:40 pm
JAN
-
MCO
1 stop5h 30m
Southwest
Deal found 5/28$334
This Delta deal was found by Cheapflights users on 5/26. 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 10/156:15 am
MCO
-
JAN
1 stop4h 50m
Delta
Mon 10/196:59 pm
JAN
-
MCO
1 stop3h 55m
Delta
Deal found 5/26$337
This Southwest deal was found by Cheapflights users on 5/26. 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 10/157:50 am
MCO
-
JAN
1 stop4h 35m
Southwest
Mon 10/195:40 am
JAN
-
MCO
2 stops8h 35m
Southwest
Deal found 5/26$342

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 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Southwest)

One-way from

$109
(Delta)

Popular in

April

Cheapest in

October

Average price

$482
Provider with most accurate pricing for Orlando (ORL)-Jackson-Evers Intl flight deals.
Search Deals
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 30, 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

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 7/1

6:35 am-11:45 am

1 stop6h 10m

Jackson-Evers Intl

Fri 7/3

11:25 am-9:10 pm

2 stops8h 45m

$328

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 7/23

7:00 am-11:24 am

1 stop5h 24m

Jackson-Evers Intl

Tue 7/28

12:06 pm-8:29 pm

1 stop7h 23m

$355

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 6/27

8:15 am-11:45 am

1 stop4h 30m

Jackson-Evers Intl

Mon 6/29

11:25 am-8:15 pm

2 stops7h 50m

$366

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 8/27

12:35 pm-8:10 pm

2 stops8h 35m

Jackson-Evers Intl

Sat 8/29

12:25 pm-9:00 pm

2 stops7h 35m

$369

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 7/18

10:05 am-2:17 pm

1 stop5h 12m

Jackson-Evers Intl

Sun 7/19

10:46 am-6:50 pm

1 stop7h 04m

$389

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Mon 7/6

6:55 am-10:45 am

1 stop4h 50m

Jackson-Evers Intl

Fri 7/10

11:25 am-6:00 pm

1 stop5h 35m

$389

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 7/17

6:55 am-10:45 am

1 stop4h 50m

Jackson-Evers Intl

Sun 7/19

5:30 am-5:20 pm

1 stop10h 50m

$394

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 7/18

6:20 am-11:45 am

1 stop6h 25m

Jackson-Evers Intl

Sun 7/19

5:30 am-5:20 pm

1 stop10h 50m

$415
Quickest round-trip

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sun 7/12

5:30 am-8:29 am

1 stop3h 59m

Jackson-Evers Intl

Fri 7/17

5:04 pm-11:58 pm

1 stop5h 54m

$434
Cheapest one-way

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 7/4

7:40 pm-11:30 pm

1 stop4h 50m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 17 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 30, 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
8,417 reviews

Boarding

8.1

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

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
8,417 reviews
Delta
7.9
Good
8,417 reviews

Boarding

8.1

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

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 4h 04m. 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 United Airlines, which is currently one of the cheapest options available, starting at $117. Delta flights start at $164 while deals on American Airlines start at $168 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
Flowood
Clinton
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 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$280Average$470FlexibilityNo cancel feeOn-timeN/A

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