$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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Sep 26 — Oct 31
Round-trip
1 adult, Economy
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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
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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
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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 August 27, 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 August 27, 2026.
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:30 am -
1 stop4h 03m
Mon 10/193:33 pm -
1 stop6h 43m
Deal found 8/25![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/23. 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 9/236:05 am -
2 stops7h 45m
Sat 9/262:30 pm -
1 stop4h 20m
Deal found 8/23![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 8/27. 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 9/194:40 pm -
1 stop5h 54m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/27![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:20 pm -
2 stops8h 45m
Mon 11/911:45 am -
1 stop6h 25m
Deal found 8/27![Southwest logo]()
$306
This Southwest deal was found by Cheapflights users on 8/26. 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.
Mon 10/192:05 pm -
1 stop6h 45m
Thu 10/2212:00 pm -
1 stop4h 55m
Deal found 8/26![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 11/149:00 am -
1 stop5h 19m
Tue 11/171:57 pm -
1 stop5h 23m
Deal found 8/26![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop4h 03m
Thu 10/229:18 am -
1 stop6h 15m
Deal found 8/24![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 8/26. 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.
Fri 9/185:30 am -
1 stop3h 59m
Sun 9/207:04 pm -
1 stop5h 14m
Deal found 8/26![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 8/23. 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 10/234:25 pm -
1 stop6h 25m
Mon 10/265:55 am -
2 stops6h 55m
Deal found 8/23![Southwest logo]()
$334
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 August 27, 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 August 27, 2026.
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:40 pm -
1 stop4h 54m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/25![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:20 pm -
2 stops8h 45m
Mon 11/911:45 am -
1 stop6h 25m
Deal found 8/27![Southwest logo]()
$306
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:00 am -
1 stop5h 19m
Tue 11/171:57 pm -
1 stop5h 23m
Deal found 8/25![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 8/26. 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.
Mon 10/192:05 pm -
1 stop6h 45m
Thu 10/2212:00 pm -
2 stops8h 25m
Deal found 8/26![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop4h 03m
Thu 10/229:18 am -
1 stop6h 15m
Deal found 8/24![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 8/23. 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 10/232:05 pm -
2 stops8h 45m
Mon 10/265:55 am -
2 stops8h 00m
Deal found 8/23![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 8/23. 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 9/247:00 am -
1 stop6h 00m
Fri 9/2512:40 pm -
1 stop6h 30m
Deal found 8/23![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 8/23. 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 11/256:15 pm -
1 stop5h 05m
Fri 11/275:40 am -
2 stops9h 40m
Deal found 8/23![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 8/23. 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 9/116:05 am -
2 stops6h 55m
Wed 9/167:05 am -
2 stops8h 30m
Deal found 8/23![Southwest logo]()
$447
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated August 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/23. 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 9/117:00 am -
1 stop6h 00m
Wed 9/161:30 pm -
1 stop4h 50m
Deal found 8/23![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 8/26. 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.
Fri 9/185:30 am -
1 stop3h 59m
Sun 9/207:04 pm -
1 stop5h 14m
Deal found 8/26![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 8/27. 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 9/194:40 pm -
1 stop5h 54m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/27![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/199:35 am -
1 stop5h 20m
Sun 9/206:15 am -
2 stops12h 40m
Deal found 8/26![Southwest logo]()
$366
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Wed 9/236:53 pm -
1 stop4h 59m
Sat 9/263:27 pm -
1 stop6h 45m
Deal found 8/23![American Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 8/23. 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 9/236:05 am -
2 stops7h 45m
Sat 9/262:30 pm -
1 stop4h 20m
Deal found 8/23![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 8/23. 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 9/247:00 am -
1 stop6h 00m
Fri 9/2512:40 pm -
1 stop6h 30m
Deal found 8/23![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 8/27. 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.
Fri 9/255:30 am -
1 stop3h 59m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/27![Delta logo]()
$347
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 August 27, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Southwest deal was found by Cheapflights users on 8/24. 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 10/249:45 am -
Nonstop1h 55m
Deal found 8/24![Southwest logo]()
$108
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am -
1 stop4h 23m
Deal found 8/25![Delta logo]()
$118
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/266:15 am -
2 stops8h 40m
Deal found 8/26![Southwest logo]()
$123
This Delta deal was found by Cheapflights users on 8/27. 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.
Mon 11/236:45 pm -
1 stop5h 20m
Deal found 8/27![Delta logo]()
$156
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:02 pm -
1 stop7h 58m
Deal found 8/27![United Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 8/24. 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.
Tue 9/2212:25 pm -
2 stops8h 25m
Deal found 8/24![Southwest logo]()
$161
This Delta deal was found by Cheapflights users on 8/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:30 am -
1 stop3h 59m
Deal found 8/25![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 8/23. 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 10/236:30 am -
1 stop5h 55m
Deal found 8/23![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:50 am -
2 stops9h 00m
Deal found 8/27![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/262:50 pm -
2 stops8h 05m
Deal found 8/27![Southwest logo]()
$192
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Thu 11/195:00 am -
1 stop6h 23m
Deal found 8/23![American Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 8/27. 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.
Tue 11/245:30 am -
1 stop4h 01m
Deal found 8/27![Delta logo]()
$200
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 August 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Delta) |
One-way from | $108 (Southwest) |
Popular in | July |
Cheapest in | August |
Average price | $292 |
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 August 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
Cheapest round-trip
Quickest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 9/19
5:40 pm-9:34 pm
1 stop4h 54m
Jackson-Evers Intl
Sun 9/27
7:04 pm-1:18 am
1 stop5h 14m
$282
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 11/6
2:20 pm-10:05 pm
2 stops8h 45m
Jackson-Evers Intl
Mon 11/9
11:45 am-7:10 pm
1 stop6h 25m
$306
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 11/14
9:00 am-1:19 pm
1 stop5h 19m
Jackson-Evers Intl
Tue 11/17
1:57 pm-8:20 pm
1 stop5h 23m
$315
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Mon 10/19
2:05 pm-7:50 pm
1 stop6h 45m
Jackson-Evers Intl
Thu 10/22
12:00 pm-9:25 pm
2 stops8h 25m
$316
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Mon 10/19
5:30 am-8:33 am
1 stop4h 03m
Jackson-Evers Intl
Thu 10/22
9:18 am-4:33 pm
1 stop6h 15m
$325
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/23
2:05 pm-9:50 pm
2 stops8h 45m
Jackson-Evers Intl
Mon 10/26
5:55 am-2:55 pm
2 stops8h 00m
$339
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 9/24
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Fri 9/25
12:40 pm-8:10 pm
1 stop6h 30m
$344
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 11/25
6:15 pm-10:20 pm
1 stop5h 05m
Jackson-Evers Intl
Fri 11/27
5:40 am-4:20 pm
2 stops9h 40m
$405
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 9/11
6:05 am-12:00 pm
2 stops6h 55m
Jackson-Evers Intl
Wed 9/16
7:05 am-4:35 pm
2 stops8h 30m
$447
Cheapest one-way
Quickest one-way
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 9/24
5:30 am-8:29 am
1 stop3h 59m
$118
Showing 1-10 of 20 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
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 $430 and $554 in October.The cheapest round-trip price found within the last 5 days was $235 on Delta (Oct 14-Oct 19).
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 August 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.
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Crew
8.5
Comfort
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Entertainment
7.8
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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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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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 August 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$507 | FlexibilityNo cancel fee | On-timeN/A |