$117+ Cheap flights from Kissimmee, FL to Jackson, MS (JAN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Find cheap flights from Kissimmee to Jackson with Cheapflights
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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
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Cheapest flights from Kissimmee to JacksonExplore 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 September 15, 2026.
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 September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/12. 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.
Sat 10/107:10 am -
1 stop5h 40m
Sat 10/173:20 pm -
Nonstop1h 50m
Deal found 9/12![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 am -
1 stop4h 50m
Mon 10/197:29 pm -
1 stop3h 54m
Deal found 9/10![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 9/11. 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 10/35:40 pm -
1 stop4h 54m
Mon 10/55:14 pm -
1 stop6h 08m
Deal found 9/11![Delta logo]()
$275
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:30 pm -
1 stop5h 25m
Thu 10/222:36 pm -
1 stop7h 24m
Deal found 9/12![American Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 9/11. 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 11/56:25 pm -
1 stop4h 45m
Sun 11/811:45 am -
1 stop3h 45m
Deal found 9/11![Southwest logo]()
$302
This Southwest deal was found by Cheapflights users on 9/14. 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 10/107:10 am -
1 stop5h 40m
Mon 10/1212:00 pm -
2 stops8h 05m
Deal found 9/14![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 11/181:30 pm -
1 stop5h 05m
Sun 11/2211:45 am -
1 stop6h 25m
Deal found 9/14![Southwest logo]()
$327
Best flights from Kissimmee to JacksonDiscover carefully curated flight deals from Kissimmee to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Kissimmee to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/12. 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.
Sat 10/107:10 am -
1 stop5h 40m
Sat 10/173:20 pm -
Nonstop1h 50m
Deal found 9/12![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:40 am -
1 stop5h 34m
Sun 11/15:05 pm -
1 stop5h 11m
Deal found 9/12![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/69:15 am -
1 stop7h 38m
Tue 2/91:57 pm -
1 stop5h 12m
Deal found 9/14![United Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 9/11. 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 11/53:45 pm -
1 stop7h 25m
Sun 11/85:40 am -
2 stops9h 30m
Deal found 9/11![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/14. 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 10/107:10 am -
1 stop5h 40m
Mon 10/1212:00 pm -
2 stops8h 05m
Deal found 9/14![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:50 pm -
1 stop4h 31m
Sun 10/47:04 pm -
1 stop5h 14m
Deal found 9/10![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 11/1810:25 am -
2 stops10h 30m
Sun 11/2211:45 am -
2 stops8h 30m
Deal found 9/14![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 9/12. 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.
Fri 10/302:50 pm -
2 stops8h 05m
Sun 11/111:45 am -
2 stops8h 35m
Deal found 9/12![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 9/11. 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 10/37:10 am -
1 stop5h 40m
Mon 10/55:55 am -
2 stops6h 55m
Deal found 9/11![Southwest logo]()
$402
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated September 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:00 am -
1 stop5h 49m
Sun 10/45:52 pm -
1 stop5h 22m
Deal found 9/10![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 9/11. 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 10/35:40 pm -
1 stop4h 54m
Mon 10/55:14 pm -
1 stop6h 08m
Deal found 9/11![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 9/12. 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.
Sat 10/107:10 am -
1 stop5h 40m
Sat 10/173:20 pm -
Nonstop1h 50m
Deal found 9/12![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 9/14. 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 10/107:10 am -
1 stop5h 40m
Mon 10/1212:00 pm -
2 stops8h 05m
Deal found 9/14![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 am -
1 stop4h 50m
Mon 10/197:29 pm -
1 stop3h 54m
Deal found 9/10![Delta logo]()
$255
This American Airlines deal was found by Cheapflights users on 9/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:30 pm -
1 stop5h 25m
Thu 10/222:36 pm -
1 stop7h 24m
Deal found 9/12![American Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 9/12. 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.
Mon 10/192:05 pm -
1 stop6h 45m
Thu 10/2212:00 pm -
2 stops8h 05m
Deal found 9/12![Southwest logo]()
$350
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:40 am -
1 stop5h 34m
Sun 11/15:05 pm -
1 stop5h 11m
Deal found 9/12![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 9/12. 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.
Fri 10/3012:45 pm -
2 stops10h 10m
Sun 11/111:45 am -
1 stop3h 45m
Deal found 9/12![Southwest logo]()
$354
One-way flights from Kissimmee to JacksonSearch for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 11/1112:45 pm -
1 stop5h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/118:45 am -
1 stop4h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$128
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 12/96:05 am -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$136
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:30 am -
1 stop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$138
This Southwest deal was found by Cheapflights users on 9/11. 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 11/108:50 am -
2 stops9h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 9/12. 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 11/123:40 pm -
2 stops7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Southwest logo]()
$143
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:30 am -
1 stop4h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:30 am -
1 stop5h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$156
This Southwest deal was found by Cheapflights users on 9/14. 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.
Fri 11/133:40 pm -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 9/10. 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.
Sat 10/106:10 am -
2 stops6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$161
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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $245 (Southwest) |
One-way from | $117 (Southwest) |
Popular in | July |
Cheapest in | August |
Average price | $430 |
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 7,457,451 searches. Data last updated September 15, 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
Cheapest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 11/12
5:30 am-10:29 am
1 stop5h 59m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$128
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 11/11
8:50 am-5:35 pm
2 stops9h 45m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$128
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Mon 11/16
7:45 am-12:40 pm
1 stop5h 55m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$128
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 11/14
5:30 am-9:57 am
1 stop5h 27m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Mon 11/9
5:45 pm-11:05 pm
1 stop6h 20m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 12/10
10:25 am-7:50 pm
2 stops10h 25m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$161
Quickest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/9
5:30 am-8:33 am
1 stop4h 03m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$183
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sun 11/8
5:30 am-8:33 am
1 stop4h 03m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$185
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 12/11
6:25 pm-10:05 pm
1 stop4h 40m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$197
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 3/6
3:45 pm-6:52 pm
1 stop4h 07m
Jackson-Evers Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$200
Showing 1-10 of 21 resultsSorted by cheapest first
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.
MCO-JAN
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
K1S-JAN
MCO-JAN
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 September 15, 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.
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Overall
7.8
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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.
Traveling to a place near Jackson?
Book flights to Jackson if you plan to visit one of these locationsVicksburg
Flowood
Clinton
Pearl
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Browse other Kissimmee and Jackson flight options. Last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Kissimmee to Jackson flights
Consider these flights traveling from Kissimmee to Jackson.
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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$483 | FlexibilityNo cancel fee | On-timeN/A |