$112+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Sep 14 — Sep 211
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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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 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 August 15, 2026.
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 10/145:30 am -
1 stop4h 03m
Mon 10/193:33 pm -
1 stop6h 43m
Deal found 8/12![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:15 pm -
1 stop7h 43m
Sun 9/67:00 am -
1 stop7h 57m
Deal found 8/12![United Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1511:10 am -
2 stops7h 55m
Wed 9/161:30 pm -
1 stop4h 50m
Deal found 8/11![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/28:05 am -
1 stop5h 07m
Wed 9/95:03 pm -
1 stop6h 19m
Deal found 8/11![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 9/27:10 am -
2 stops6h 40m
Wed 9/91:30 pm -
1 stop4h 50m
Deal found 8/11![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/22:05 pm -
1 stop7h 00m
Sat 9/52:05 pm -
1 stop5h 21m
Deal found 8/13![United Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 8/12. 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 9/412:35 pm -
2 stops8h 40m
Fri 9/1112:40 pm -
1 stop6h 30m
Deal found 8/12![Southwest logo]()
$290
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/237:50 pm -
1 stop4h 31m
Fri 9/257:04 pm -
1 stop5h 14m
Deal found 8/11![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 8/13. 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 9/26:05 am -
2 stops7h 45m
Sat 9/52:30 pm -
1 stop4h 20m
Deal found 8/13![Southwest logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:21 pm -
1 stop7h 18m
Fri 9/113:27 pm -
1 stop5h 30m
Deal found 8/11![American Airlines logo]()
$298
This Southwest deal was found by Cheapflights users on 8/15. 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 9/129:35 am -
1 stop5h 20m
Sat 9/192:30 pm -
1 stop4h 20m
Deal found 8/15![Southwest logo]()
$311
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 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 August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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 9/117:00 am -
1 stop6h 00m
Fri 9/1812:40 pm -
1 stop5h 30m
Deal found 8/12![Southwest logo]()
$276
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 1/19:15 am -
1 stop5h 52m
Tue 1/52:40 pm -
1 stop4h 00m
Deal found 8/11![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 8/15. 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 9/129:35 am -
1 stop5h 20m
Sat 9/192:30 pm -
1 stop4h 20m
Deal found 8/15![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 10/305:30 am -
1 stop4h 03m
Sun 11/13:33 pm -
1 stop4h 28m
Deal found 8/14![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 8/13. 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 9/168:45 am -
1 stop5h 05m
Sun 9/2012:35 pm -
2 stops10h 05m
Deal found 8/13![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 8/13. 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 9/83:25 pm -
1 stop5h 25m
Tue 9/151:30 pm -
1 stop4h 50m
Deal found 8/13![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 1/18:50 am -
2 stops9h 45m
Tue 1/56:30 am -
2 stops10h 50m
Deal found 8/11![Southwest logo]()
$345
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated August 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/28:05 am -
1 stop5h 07m
Wed 9/95:03 pm -
1 stop6h 19m
Deal found 8/11![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 9/27:10 am -
2 stops6h 40m
Wed 9/91:30 pm -
1 stop4h 50m
Deal found 8/11![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/22:05 pm -
1 stop7h 00m
Sat 9/52:05 pm -
1 stop5h 21m
Deal found 8/13![United Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 8/13. 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 9/26:05 am -
2 stops7h 45m
Sat 9/52:30 pm -
1 stop4h 20m
Deal found 8/13![Southwest logo]()
$296
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:15 pm -
1 stop7h 43m
Sun 9/67:00 am -
1 stop7h 57m
Deal found 8/12![United Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 8/12. 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 9/412:35 pm -
2 stops8h 40m
Fri 9/1112:40 pm -
1 stop6h 30m
Deal found 8/12![Southwest logo]()
$290
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:21 pm -
1 stop7h 18m
Fri 9/113:27 pm -
1 stop5h 30m
Deal found 8/11![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/126:00 am -
1 stop6h 49m
Sat 9/193:27 pm -
1 stop5h 30m
Deal found 8/12![American Airlines logo]()
$259
This Southwest deal was found by Cheapflights users on 8/15. 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 9/129:35 am -
1 stop5h 20m
Sat 9/192:30 pm -
1 stop4h 20m
Deal found 8/15![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 8/11. 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 9/1511:10 am -
2 stops7h 55m
Wed 9/161:30 pm -
1 stop4h 50m
Deal found 8/11![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/237:50 pm -
1 stop4h 31m
Fri 9/257:04 pm -
1 stop5h 14m
Deal found 8/11![Delta logo]()
$294
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 15, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/112:00 pm -
1 stop5h 00m
Deal found 8/11![Southwest logo]()
$112
This Delta deal was found by Cheapflights users on 8/13. 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 9/109:05 am -
1 stop6h 12m
Deal found 8/13![Delta logo]()
$130
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 9/115:30 am -
1 stop5h 15m
Deal found 8/11![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 8/13. 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 9/91:25 pm -
2 stops7h 25m
Deal found 8/13![Southwest logo]()
$135
This Delta deal was found by Cheapflights users on 8/11. 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.
Wed 9/95:40 pm -
1 stop4h 54m
Deal found 8/11![Delta logo]()
$136
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 11/118:50 am -
2 stops9h 45m
Deal found 8/11![Southwest logo]()
$141
This Delta deal was found by Cheapflights users on 8/15. 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 9/125:30 am -
1 stop5h 15m
Deal found 8/15![Delta logo]()
$156
This Southwest deal was found by Cheapflights users on 8/13. 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 10/131:55 pm -
2 stops7h 00m
Deal found 8/13![Southwest logo]()
$161
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 11/135:40 am -
1 stop5h 49m
Deal found 8/14![Delta logo]()
$165
This American Airlines deal was found by Cheapflights users on 8/11. 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 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 8/11![American Airlines logo]()
$170
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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $259 (Delta) |
One-way from | $112 (Southwest) |
Popular in | July |
Cheapest in | October |
Average price | $412 |
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 August 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
Fri 9/11
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Fri 9/18
12:40 pm-7:10 pm
1 stop5h 30m
$276
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 9/12
9:35 am-1:55 pm
1 stop5h 20m
Jackson-Evers Intl
Sat 9/19
2:30 pm-7:50 pm
1 stop4h 20m
$311
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 1/1
9:15 am-2:07 pm
1 stop5h 52m
Jackson-Evers Intl
Tue 1/5
2:40 pm-7:40 pm
1 stop4h 00m
$329
Quickest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/30
5:30 am-8:33 am
1 stop4h 03m
Jackson-Evers Intl
Sun 11/1
3:33 pm-9:01 pm
1 stop4h 28m
$333
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 9/16
8:45 am-12:50 pm
1 stop5h 05m
Jackson-Evers Intl
Sun 9/20
12:35 pm-11:40 pm
2 stops10h 05m
$334
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Tue 9/8
3:25 pm-7:50 pm
1 stop5h 25m
Jackson-Evers Intl
Tue 9/15
1:30 pm-7:20 pm
1 stop4h 50m
$339
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 1/1
8:50 am-5:35 pm
2 stops9h 45m
Jackson-Evers Intl
Tue 1/5
6:30 am-6:20 pm
2 stops10h 50m
$345
Cheapest one-way
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 9/9
3:40 pm-9:34 pm
1 stop6h 54m
$130
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 10/10
7:10 am-11:50 am
1 stop5h 40m
$130
Quickest one-way
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Tue 10/13
5:30 am-8:33 am
1 stop4h 03m
$130
Showing 1-10 of 18 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 $292 and $451 in October.The cheapest round-trip price found within the last 5 days was $259 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 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.
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Crew
8.5
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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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 2,558,603 searches. Data last updated August 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$532 | FlexibilityNo cancel fee | On-timeN/A |