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Kissimmee

$285+ Cheap flights from Jackson (JAC) to Kissimmee, FL

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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — MCO
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Jackson to Kissimmee

Keep the following information in mind while searching for Jackson to Kissimmee flight deals. Data was last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$354
(Delta)

One-way from

$285
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$453
Provider with most accurate pricing for Jackson Hole-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Jackson Hole-Orlando (ORL) flights.
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From Jackson Hole to Kissimmee
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One-way flight from Jackson Hole to Kissimmee
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Highest demand for flights based on searches. 18% potential increase in price ($143 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Jackson to Kissimmee

Cheapest flights from Jackson to Kissimmee
Explore the most affordable flight options available from Jackson to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/26. 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.
Wed 11/1912:57 pmJAC - MCO
1 stop9h 14mDelta
Thu 11/276:15 amMCO - JAC
2 stops12h 37mDelta
Deal found 10/26$354
This Delta deal was found by Cheapflights users on 10/26. 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.
Wed 11/197:00 amJAC - MCO
2 stops11h 55mDelta
Wed 11/268:58 amMCO - JAC
2 stops14h 31mDelta
Deal found 10/26$359
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 11/2412:57 pmJAC - MCO
1 stop9h 14mDelta
Thu 11/276:15 amMCO - JAC
2 stops12h 37mDelta
Deal found 10/26$409
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/192:40 pmJAC - MCO
1 stop7h 02mUnited Airlines
Wed 11/263:31 pmMCO - JAC
1 stop7h 06mUnited Airlines
Deal found 10/26$439
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:45 amJAC - MCO
2 stops12h 10mUnited Airlines
Tue 11/258:00 amMCO - JAC
1 stop9h 25mUnited Airlines
Deal found 10/26$444
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:06 pmJAC - MCO
1 stop6h 15mAmerican Airlines
Tue 11/117:00 amMCO - JAC
1 stop7h 16mAmerican Airlines
Deal found 10/27$449
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 11/2412:57 pmJAC - MCO
1 stop9h 14mDelta
Wed 11/268:58 amMCO - JAC
2 stops14h 31mDelta
Deal found 10/26$459
This Delta deal was found by Cheapflights users on 10/27. 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.
Sat 11/86:55 pmJAC - MCO
2 stops12h 02mDelta
Tue 11/116:55 amMCO - JAC
2 stops12h 15mDelta
Deal found 10/27$469
This United Airlines deal was found by Cheapflights users on 10/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:45 amJAC - MCO
1 stop6h 51mUnited Airlines
Wed 11/263:31 pmMCO - JAC
1 stop7h 06mUnited Airlines
Deal found 10/26$485
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/241:11 pmJAC - MCO
2 stops8h 48mAmerican Airlines
Tue 11/257:00 amMCO - JAC
1 stop7h 14mAmerican Airlines
Deal found 10/26$490

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson to Kissimmee 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 October 28, 2025.
Use the filters below to find and compare flights from Jackson to Kissimmee that are best for you.

Fly from

Jackson

Fly to

Kissimmee

Route

Depart

Return

Price

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Wed 11/19

7:00 am-8:55 pm

2 stops11h 55m

Orlando

Thu 11/27

6:15 am-4:52 pm

2 stops12h 37m

$359

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Wed 11/19

7:00 am-8:55 pm

2 stops11h 55m

Orlando

Wed 11/26

8:58 am-9:29 pm

2 stops14h 31m

$359

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Wed 4/15

2:03 pm-12:17 am

1 stop8h 14m

Orlando

Sat 4/18

5:00 am-12:01 pm

2 stops9h 01m

$444

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Wed 4/15

10:51 am-11:45 pm

2 stops10h 54m

Orlando

Sat 4/18

11:55 am-9:02 pm

2 stops11h 07m

$449

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Thu 11/20

10:45 am-12:55 am

2 stops12h 10m

Orlando

Wed 11/26

9:40 am-8:37 pm

2 stops12h 57m

$449

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Sat 11/8

1:06 pm-9:21 pm

1 stop6h 15m

Orlando

Tue 11/11

7:00 am-12:16 pm

1 stop7h 16m

$449

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Sat 11/8

6:55 pm-8:57 am

2 stops12h 02m

Orlando

Tue 11/11

6:55 am-5:10 pm

2 stops12h 15m

$469

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Fri 3/27

2:01 pm-12:14 am

1 stop8h 13m

Orlando

Sat 4/4

5:18 am-11:54 am

1 stop8h 36m

$497

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Thu 11/20

12:57 pm-12:11 am

1 stop9h 14m

Orlando

Thu 11/27

5:30 am-4:52 pm

2 stops13h 22m

$509

JacksonOrlando

JAC - MCO

JACMCO

Jackson Hole

Sun 12/7

1:10 pm-12:23 am

1 stop9h 13m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 results
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Best time to book a flight from Jackson to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Jackson 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 Jackson to Kissimmee

What is the cheapest month to book a flight from Jackson to Kissimmee?

Currently, December is the cheapest month in which you can book a flight from Jackson to Kissimmee (average of $200). Flying from Jackson to Kissimmee in August is currently the most expensive (average of $501). 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.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated October 28, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Jackson to Kissimmee 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
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Jackson to Kissimmee. 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 from for flights from Jackson to Kissimmee?

    If you book a flight to Kissimmee from Jackson, you will be flying from Jackson Hole, which is the city’s only airport. Jackson Hole (JAC) is located 8.8 mi from the center of Jackson. There are 0 flights from Jackson Hole to Kissimmee per day from 3 different airlines.

  • How long is the flight from Jackson to Kissimmee?

    There are many flights that can get you from Jackson to Kissimmee in 8h 14m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. There are 1933 mi between Jackson and Kissimmee. This flight may include one or multiple stops.

  • Can I find deals for flights from Jackson to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Jackson to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jackson to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jackson to Kissimmee.

  • Can I find deals for business class flights from Jackson to Kissimmee?

    Yes. Cheapflights offers flight deals from Jackson to Kissimmee 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 Jackson to Kissimmee?

    Currently, December is the cheapest month in which you can book a flight from Jackson to Kissimmee (average of $200). Flying from Jackson to Kissimmee in August is currently the most expensive (average of $501). 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

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Top 3 airlines flying from Jackson to Kissimmee

Discover the top 3 airlines that operate flights from Jackson to Kissimmee. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$280Average$570FlexibilityNo cancel feeOn-time71%
DeltaCheapest$320Average$433FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$364Average$722FlexibilityNo cancel feeOn-time69%

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