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$134+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Aug 16 — Aug 231
Sun 8/16
Sun 8/23
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 17, 2026.

This Southwest deal was found by Cheapflights users on 7/12. 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 10/296:30 am
MCO
-
JAN
1 stop5h 55m
Southwest
Sat 10/313:20 pm
JAN
-
MCO
Nonstop1h 50m
Southwest
Deal found 7/12$257
This Delta deal was found by Cheapflights users on 7/13. 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 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 7/13$267
This Southwest deal was found by Cheapflights users on 7/13. 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.
Tue 8/252:50 pm
MCO
-
JAN
1 stop4h 15m
Southwest
Wed 8/267:05 am
JAN
-
MCO
2 stops8h 35m
Southwest
Deal found 7/13$272
This Southwest deal was found by Cheapflights users on 7/14. 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 8/89:35 am
MCO
-
JAN
1 stop5h 20m
Southwest
Mon 8/1012:40 pm
JAN
-
MCO
1 stop6h 30m
Southwest
Deal found 7/14$280
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:05 am
MCO
-
JAN
1 stop4h 41m
Delta
Sun 9/275:03 pm
JAN
-
MCO
1 stop5h 03m
Delta
Deal found 7/13$328
This Southwest deal was found by Cheapflights users on 7/13. 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 8/218:20 am
MCO
-
JAN
1 stop4h 40m
Southwest
Wed 8/267:05 am
JAN
-
MCO
2 stops8h 40m
Southwest
Deal found 7/13$333
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:15 am
MCO
-
JAN
1 stop5h 22m
Delta
Wed 8/55:01 pm
JAN
-
MCO
1 stop5h 05m
Delta
Deal found 7/13$338

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 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(Southwest)

One-way from

$134
(Delta)

Popular in

April

Cheapest in

October

Average price

$468
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. 14% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($34 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 17, 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

Thu 10/29

11:50 am-7:50 pm

2 stops9h 00m

Jackson-Evers Intl

Sat 10/31

3:20 pm-6:10 pm

Nonstop1h 50m

$262

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Thu 10/29

1:05 pm-4:17 pm

1 stop4h 12m

Jackson-Evers Intl

Sat 10/31

5:02 pm-12:24 am

1 stop6h 22m

$267

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 10/14

5:30 am-8:28 am

1 stop3h 58m

Jackson-Evers Intl

Mon 10/19

3:23 pm-11:11 pm

1 stop6h 48m

$267

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 8/25

12:05 pm-4:16 pm

1 stop5h 11m

Jackson-Evers Intl

Sun 9/6

5:01 pm-12:04 am

1 stop6h 03m

$267
Quickest round-trip

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 8/15

9:00 am-1:55 pm

2 stops5h 55m

Jackson-Evers Intl

Sat 8/22

2:30 pm-7:45 pm

1 stop4h 15m

$272

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 8/25

3:25 pm-7:45 pm

1 stop5h 20m

Jackson-Evers Intl

Sun 9/6

7:30 am-5:50 pm

2 stops9h 20m

$272

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 8/5

7:10 am-12:50 pm

2 stops6h 40m

Jackson-Evers Intl

Tue 9/1

7:05 am-4:35 pm

2 stops8h 30m

$278

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 9/8

3:25 pm-7:45 pm

1 stop5h 20m

Jackson-Evers Intl

Thu 9/10

12:40 pm-8:10 pm

1 stop6h 30m

$280

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Sat 8/8

9:35 am-1:55 pm

1 stop5h 20m

Jackson-Evers Intl

Mon 8/10

12:40 pm-8:05 pm

2 stops6h 25m

$285
Cheapest one-way

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Tue 9/15

7:00 am-10:23 am

1 stop4h 23m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

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

No data available for this route at this time. Please check back soon.

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 17, 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
8,481 reviews

Crew

8.5

Overall

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

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
8,481 reviews
Delta
7.8
Good
8,481 reviews

Crew

8.5

Overall

7.8

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

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 4h 12m. 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 $156 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 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$280Average$502FlexibilityNo cancel feeOn-timeN/A

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