$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 21 — Sep 281
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 August 22, 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 22, 2026.
This Southwest deal was found by Cheapflights users on 8/20. 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
Sat 10/315:40 am -
1 stop6h 40m
Deal found 8/20![Southwest logo]()
$225
This Delta deal was found by Cheapflights users on 8/18. 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 stop5h 55m
Mon 10/195:02 pm -
1 stop4h 15m
Deal found 8/18![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
2 stops7h 55m
Wed 9/231:30 pm -
1 stop8h 05m
Deal found 8/19![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 8/22. 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 9/217:05 am -
1 stop5h 55m
Mon 9/2812:40 pm -
1 stop5h 30m
Deal found 8/22![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 8/18. 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 10/95:30 am -
1 stop4h 03m
Sat 10/105:02 pm -
1 stop6h 21m
Deal found 8/18![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/17. 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 9/257:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/17![Southwest logo]()
$291
This American Airlines deal was found by Cheapflights users on 8/22. 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
Sun 9/275:52 pm -
1 stop5h 22m
Deal found 8/22![American Airlines logo]()
$317
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 8/21. 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 stop5h 55m
Mon 10/195:02 pm -
1 stop4h 15m
Deal found 8/21![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/18. 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 9/297:15 am -
1 stop6h 35m
Mon 10/512:00 pm -
2 stops8h 05m
Deal found 8/18![Southwest logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/22. 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 9/44:21 pm -
1 stop7h 18m
Mon 9/76:35 am -
1 stop6h 37m
Deal found 8/22![American Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 8/18. 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 10/95:30 am -
1 stop4h 03m
Sat 10/105:02 pm -
1 stop6h 21m
Deal found 8/18![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/17. 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 9/257:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
2 stops6h 25m
Deal found 8/17![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 8/22. 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 9/216:05 am -
2 stops6h 55m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/22![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 8/18. 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 8/18![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 8/20. 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 9/48:05 am -
1 stop5h 07m
Tue 9/87:51 am -
1 stop5h 38m
Deal found 8/20![Delta logo]()
$483
This Southwest deal was found by Cheapflights users on 8/19. 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 10/52:50 pm -
2 stops8h 00m
Mon 10/195:55 am -
2 stops8h 00m
Deal found 8/19![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 8/19. 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 9/257:00 am -
1 stop6h 00m
Sun 9/2712:35 pm -
2 stops6h 25m
Deal found 8/19![Southwest logo]()
$478
This Southwest deal was found by Cheapflights users on 8/21. 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.
Sun 9/610:15 am -
2 stops7h 30m
Thu 9/1012:40 pm -
1 stop5h 30m
Deal found 8/21![Southwest logo]()
$488
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated August 22, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/22. 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 9/217:05 am -
1 stop5h 55m
Mon 9/2812:40 pm -
1 stop5h 30m
Deal found 8/22![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 8/19. 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 9/223:40 pm -
1 stop5h 09m
Wed 9/235:14 pm -
1 stop6h 08m
Deal found 8/19![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/19. 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 9/2211:10 am -
2 stops7h 55m
Wed 9/231:30 pm -
1 stop8h 05m
Deal found 8/19![Southwest logo]()
$246
This American Airlines deal was found by Cheapflights users on 8/22. 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
Sun 9/275:52 pm -
1 stop5h 22m
Deal found 8/22![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 8/17. 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 9/257:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/17![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 8/19. 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 9/275:14 pm -
1 stop6h 08m
Deal found 8/19![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 8/19. 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 9/288:20 am -
1 stop4h 40m
Fri 10/212:00 pm -
2 stops8h 05m
Deal found 8/19![Southwest logo]()
$325
This Delta deal was found by Cheapflights users on 8/19. 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 9/287:50 pm -
1 stop4h 31m
Fri 10/27:08 pm -
1 stop5h 10m
Deal found 8/19![Delta logo]()
$327
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 22, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Southwest deal was found by Cheapflights users on 8/20. 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 8/20![Southwest logo]()
$108
This Delta deal was found by Cheapflights users on 8/17. 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 9/195:30 am -
1 stop5h 15m
Deal found 8/17![Delta logo]()
$118
This Southwest deal was found by Cheapflights users on 8/21. 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 9/148:20 am -
1 stop4h 40m
Deal found 8/21![Southwest logo]()
$156
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/146:53 pm -
1 stop4h 59m
Deal found 8/17![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 8/17. 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 9/176:05 am -
2 stops6h 55m
Deal found 8/17![Southwest logo]()
$161
This Delta deal was found by Cheapflights users on 8/17. 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
Deal found 8/17![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 8/19. 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 9/186:05 am -
2 stops6h 55m
Deal found 8/19![Southwest logo]()
$179
This Southwest deal was found by Cheapflights users on 8/19. 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
Deal found 8/19![Southwest logo]()
$187
This American Airlines deal was found by Cheapflights users on 8/18. 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 11/191:52 pm -
1 stop7h 50m
Deal found 8/18![American Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 8/18. 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 11/208:45 am -
1 stop4h 55m
Deal found 8/18![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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (Southwest) |
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 22, 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
Wed 10/14
5:30 am-10:25 am
1 stop5h 55m
Jackson-Evers Intl
Mon 10/19
5:02 pm-10:17 pm
1 stop4h 15m
$235
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/9
5:30 am-8:33 am
1 stop4h 03m
Jackson-Evers Intl
Sat 10/10
5:02 pm-12:23 am
1 stop6h 21m
$282
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Tue 9/29
7:15 am-12:50 pm
1 stop6h 35m
Jackson-Evers Intl
Mon 10/5
12:00 pm-9:05 pm
2 stops8h 05m
$296
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 9/25
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Mon 9/28
12:40 pm-8:05 pm
2 stops6h 25m
$296
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Mon 9/21
6:05 am-12:00 pm
2 stops6h 55m
Jackson-Evers Intl
Mon 9/28
12:40 pm-8:10 pm
1 stop6h 30m
$309
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
Mon 10/5
2:50 pm-9:50 pm
2 stops8h 00m
Jackson-Evers Intl
Mon 10/19
5:55 am-2:55 pm
2 stops8h 00m
$407
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 9/25
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Sun 9/27
12:35 pm-8:00 pm
2 stops6h 25m
$478
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 9/4
4:21 pm-10:39 pm
1 stop7h 18m
Jackson-Evers Intl
Mon 9/7
6:35 am-2:12 pm
1 stop6h 37m
$481
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 9/4
8:05 am-12:12 pm
1 stop5h 07m
Jackson-Evers Intl
Tue 9/8
7:51 am-2:29 pm
1 stop5h 38m
$483
Showing 1-10 of 22 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 $341 and $423 in October.The cheapest round-trip price found within the last 5 days was $225 on Southwest (Oct 24-Oct 31).
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 22, 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.
Entertainment
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Boarding
8.1
Overall
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - 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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Other flights to Jackson
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Kissimmee and Jackson flights
Browse other Kissimmee and Jackson flight options. Last updated on August 22, 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 August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$517 | FlexibilityNo cancel fee | On-timeN/A |