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$108+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
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 July 27, 2026.

This Southwest deal was found by Cheapflights users on 7/24. 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 8/1510:30 am
MCO
-
JAN
1 stop4h 25m
Southwest
Mon 8/1712:40 pm
JAN
-
MCO
1 stop5h 30m
Southwest
Deal found 7/24$235
This Southwest deal was found by Cheapflights users on 7/25. 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 9/56:15 am
MCO
-
JAN
2 stops8h 40m
Southwest
Wed 9/91:30 pm
JAN
-
MCO
2 stops7h 40m
Southwest
Deal found 7/25$245
This Delta deal was found by Cheapflights users on 7/22. 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 10/145:30 am
MCO
-
JAN
1 stop3h 58m
Delta
Mon 10/193:23 pm
JAN
-
MCO
1 stop6h 48m
Delta
Deal found 7/22$267
This Southwest deal was found by Cheapflights users on 7/22. 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 8/2210:30 am
MCO
-
JAN
1 stop4h 25m
Southwest
Mon 8/2412:40 pm
JAN
-
MCO
2 stops6h 25m
Southwest
Deal found 7/22$272
This Southwest deal was found by Cheapflights users on 7/26. 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 8/271:15 pm
MCO
-
JAN
1 stop5h 45m
Southwest
Sun 8/3012:35 pm
JAN
-
MCO
1 stop6h 25m
Southwest
Deal found 7/26$282
This Southwest deal was found by Cheapflights users on 7/25. 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 12/1010:25 am
MCO
-
JAN
2 stops10h 20m
Southwest
Mon 12/146:30 am
JAN
-
MCO
2 stops9h 25m
Southwest
Deal found 7/25$296

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 July 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Southwest)

One-way from

$108
(Southwest)

Popular in

July

Cheapest in

October

Average price

$1,112
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. 23% potential increase in price ($157 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 27, 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

Sat 9/5

9:35 am-1:55 pm

1 stop5h 20m

Jackson-Evers Intl

Wed 9/9

1:30 pm-10:10 pm

2 stops7h 40m

$240

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 8/22

5:30 am-9:43 am

1 stop5h 13m

Jackson-Evers Intl

Mon 8/24

5:01 pm-11:05 pm

1 stop5h 04m

$267

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 12/10

6:10 am-12:25 pm

1 stop7h 15m

Jackson-Evers Intl

Mon 12/14

1:15 pm-9:20 pm

1 stop7h 05m

$267

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 8/27

1:15 pm-6:00 pm

1 stop5h 45m

Jackson-Evers Intl

Sun 8/30

12:35 pm-8:00 pm

1 stop6h 25m

$282

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 9/4

8:20 am-12:00 pm

1 stop4h 40m

Jackson-Evers Intl

Mon 9/7

5:55 am-4:45 pm

1 stop9h 50m

$321
Quickest round-trip

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 10/16

5:30 am-8:33 am

1 stop4h 03m

Jackson-Evers Intl

Sun 10/18

3:23 pm-10:17 pm

1 stop5h 54m

$329

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 9/19

5:30 am-9:45 am

1 stop5h 15m

Jackson-Evers Intl

Sun 9/27

3:02 pm-10:06 pm

1 stop6h 04m

$338

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 9/15

11:55 am-6:05 pm

2 stops7h 10m

Jackson-Evers Intl

Sun 9/20

12:35 pm-8:00 pm

2 stops6h 25m

$344
Cheapest one-way
Quickest one-way

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 10/17

9:45 am-10:40 am

Nonstop1h 55m

$108

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 10/29

8:50 am-2:38 pm

1 stop6h 48m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 18 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?

Airfare is below average for this route at the moment.
Kissimmee to Jackson, Mississippi flights typically cost between $252 and $451 in August.
The cheapest round-trip price found within the last 5 days was $235 on Southwest (Aug 15-Aug 17).

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 July 27, 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
7.8
Good
8,482 reviews

Food

7.2

Overall

7.8

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

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
7.8
Good
8,482 reviews
Delta
7.8
Good
8,482 reviews

Food

7.2

Overall

7.8

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

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 3h 58m. 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 $133 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 July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$502FlexibilityNo cancel feeOn-timeN/A

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