HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Jackson

$126+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kissimmee to Jackson with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 February 11, 2026.

This United Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 3/95:07 pm
MCO
-
JAN
1 stop5h 50m
United Airlines
Tue 3/102:03 pm
JAN
-
MCO
1 stop6h 56m
United Airlines
Deal found 2/9$298
This Southwest deal was found by Cheapflights users on 2/9. 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.
Mon 3/93:10 pm
MCO
-
JAN
1 stop7h 40m
Southwest
Tue 3/1012:05 pm
JAN
-
MCO
2 stops8h 50m
Southwest
Deal found 2/9$304
This Southwest deal was found by Cheapflights users on 2/9. 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.
Fri 4/33:10 pm
MCO
-
JAN
1 stop7h 40m
Southwest
Mon 4/65:30 am
JAN
-
MCO
1 stop7h 25m
Southwest
Deal found 2/9$307
This Southwest deal was found by Cheapflights users on 2/10. 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 4/136:55 am
MCO
-
JAN
1 stop5h 45m
Southwest
Mon 4/2012:15 pm
JAN
-
MCO
1 stop5h 45m
Southwest
Deal found 2/10$317
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Fri 4/37:00 am
MCO
-
JAN
1 stop5h 11m
United Airlines
Sun 4/57:05 am
JAN
-
MCO
1 stop5h 37m
United Airlines
Deal found 2/9$318
This Southwest deal was found by Cheapflights users on 2/10. 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.
Wed 5/136:30 am
MCO
-
JAN
1 stop6h 50m
Southwest
Sat 5/1612:20 pm
JAN
-
MCO
1 stop4h 45m
Southwest
Deal found 2/10$320
This Southwest deal was found by Cheapflights users on 2/7. 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 4/36:40 am
MCO
-
JAN
1 stop6h 05m
Southwest
Sun 4/512:10 pm
JAN
-
MCO
1 stop6h 25m
Southwest
Deal found 2/7$327
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:50 pm
MCO
-
JAN
1 stop4h 34m
Delta
Tue 4/712:55 pm
JAN
-
MCO
1 stop5h 49m
Delta
Deal found 2/9$329

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$298
(United Airlines)

One-way from

$126
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$315
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. 7% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 11, 2026.
Use the filters below to find and compare flights from Kissimmee to Jackson that are best for you.

Fly from

Kissimmee

Fly to

Jackson

Route

Depart

Return

Price

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 4/3

3:10 pm-9:50 pm

1 stop7h 40m

Jackson-Evers Intl

Mon 4/6

5:30 am-1:55 pm

1 stop7h 25m

$307

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 4/3

7:00 am-11:11 am

1 stop5h 11m

Jackson-Evers Intl

Sun 4/5

7:05 am-1:42 pm

1 stop5h 37m

$318

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 5/13

6:30 am-12:20 pm

1 stop6h 50m

Jackson-Evers Intl

Sat 5/16

12:20 pm-6:05 pm

1 stop4h 45m

$320

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Mon 4/13

10:00 am-7:05 pm

2 stops10h 05m

Jackson-Evers Intl

Mon 4/20

12:15 pm-7:00 pm

1 stop5h 45m

$322

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 4/3

6:40 am-11:45 am

1 stop6h 05m

Jackson-Evers Intl

Sun 4/5

12:10 pm-7:35 pm

1 stop6h 25m

$327

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 4/22

5:30 am-8:25 am

1 stop3h 55m

Jackson-Evers Intl

Fri 4/24

6:59 pm-1:08 am

1 stop5h 09m

$329

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Fri 4/3

7:50 pm-11:24 pm

1 stop4h 34m

Jackson-Evers Intl

Tue 4/7

12:55 pm-7:44 pm

1 stop5h 49m

$329

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 4/22

7:00 am-1:23 pm

1 stop7h 23m

$126

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 5/13

7:00 am-11:16 am

1 stop5h 16m

$126

OrlandoJackson

MCO - JAN

MCOJAN

Orlando

Wed 4/22

9:40 am-5:30 pm

2 stops8h 50m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 16 results
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

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

Currently, May is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $198). Flying from Kissimmee to Jackson, Mississippi in January is currently the most expensive (average of $373). 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 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 February 11, 2026.
See what other customers who have flown with Delta and American Airlines 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
8,180 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

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
8,180 reviews
Delta
7.9
Good
8,180 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

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.
American Airlines
7.2
Good
11,271 reviews
Delta
7.9
Good
8,180 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Food

7.2

Entertainment

7.8

Comfort

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 2 airlines have 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 11m. 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 American Airlines, which is currently one of the cheapest options available, starting at $97. United Airlines flights start at $117 while deals on Southwest start at $124 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.

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

    Currently, May is the cheapest month in which you can book a flight from Kissimmee to Jackson, Mississippi (average of $198). Flying from Kissimmee to Jackson, Mississippi in January is currently the most expensive (average of $373). 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

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Vicksburg
Clinton
Flowood
Pearl

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kissimmee to Jackson

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Memphis flights
Fort Lauderdale to Memphis flights
Miami to Memphis flights
Tampa to Jackson flights
Tampa to Memphis flights
Tampa to Mobile flights
Jacksonville to Memphis flights
Tampa to Baton Rouge flights
West Palm Beach to Baton Rouge flights
Orlando to Gulfport flights
Fort Lauderdale to Baton Rouge flights
Orlando to Jackson flights
Jacksonville to Baton Rouge flights
Tampa to Gulfport flights
Orlando to Baton Rouge flights
Miami to Baton Rouge flights
West Palm Beach to Memphis flights
Jacksonville to Gulfport flights
Jacksonville to Jackson flights
Miami to Jackson flights
Pensacola to Memphis flights
Fort Myers to Memphis flights
Fort Myers to Mobile flights
Sarasota to Baton Rouge flights
Orlando to Mobile flights
Miami to Mobile flights
Sarasota to Gulfport flights
Fort Myers to Gulfport flights
Fort Myers to Baton Rouge flights
West Palm Beach to Mobile flights
Fort Lauderdale to Jackson flights
Sarasota to Mobile flights
Fort Lauderdale to Gulfport flights
Gainesville to Memphis flights
Miami to Gulfport flights
Sarasota to Memphis flights
Daytona Beach to Memphis flights
Valdosta to Baton Rouge flights
Daytona Beach to Gulfport flights
Jacksonville to Mobile flights
Melbourne to Memphis flights
West Palm Beach to Meridian flights
West Palm Beach to Gulfport flights
Fort Lauderdale to Mobile flights
West Palm Beach to Jackson flights
Miami to Laurel flights
Melbourne to Gulfport flights
Fort Lauderdale to Meridian flights
Orlando to Alexandria flights
Fort Myers to Jackson flights

Top 2 airlines flying from Kissimmee to Jackson

Discover the top 2 airlines 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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$257Average$382FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$369Average$430FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.