$118+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Sep 9 — Sep 161
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
Cheapest
Best
Last-minute
One-way
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 10, 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 10, 2026.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/9![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:35 am -
1 stop6h 39m
Mon 10/195:35 am -
1 stop6h 22m
Deal found 8/7![Delta logo]()
$235
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:05 am -
2 stops7h 45m
Sat 9/262:30 pm -
1 stop4h 20m
Deal found 8/7![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:25 pm -
1 stop5h 25m
Mon 9/1412:40 pm -
1 stop6h 30m
Deal found 8/9![Southwest logo]()
$275
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:05 am -
1 stop4h 41m
Sun 9/277:04 pm -
1 stop4h 18m
Deal found 8/7![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/5. 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 10/39:45 am -
Nonstop1h 55m
Sat 10/103:20 pm -
Nonstop1h 50m
Deal found 8/5![Southwest logo]()
$283
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 10, 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 10, 2026.
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/9![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 8/8. 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 9/106:15 am -
1 stop4h 30m
Mon 9/287:04 pm -
1 stop5h 14m
Deal found 8/8![Delta logo]()
$235
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:15 pm -
1 stop8h 11m
Mon 11/21:57 pm -
1 stop5h 23m
Deal found 8/7![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:40 pm -
1 stop6h 41m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/7![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/5. 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 10/39:45 am -
Nonstop1h 55m
Sat 10/103:20 pm -
Nonstop1h 50m
Deal found 8/5![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 8/5. 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 stop6h 39m
Mon 10/195:35 am -
1 stop6h 22m
Deal found 8/5![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 8/5. 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 11/76:05 am -
2 stops7h 20m
Tue 11/106:30 am -
2 stops7h 35m
Deal found 8/5![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 8/6. 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 10/306:35 am -
1 stop6h 39m
Sun 11/15:05 pm -
1 stop5h 11m
Deal found 8/6![Delta logo]()
$333
This Southwest deal was found by Cheapflights users on 8/5. 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 10/302:05 pm -
1 stop6h 45m
Sun 11/15:35 am -
2 stops8h 40m
Deal found 8/5![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 8/6. 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 10/157:45 pm -
1 stop4h 24m
Sun 10/187:29 pm -
1 stop3h 54m
Deal found 8/6![Delta logo]()
$351
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated August 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:00 pm -
1 stop4h 00m
Sun 9/61:25 pm -
1 stop7h 35m
Deal found 8/7![Southwest logo]()
$304
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:25 pm -
1 stop5h 25m
Mon 9/1412:40 pm -
1 stop6h 30m
Deal found 8/9![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am -
1 stop6h 00m
Mon 9/2812:40 pm -
1 stop6h 30m
Deal found 8/9![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 8/8. 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 9/106:15 am -
1 stop4h 30m
Mon 9/287:04 pm -
1 stop5h 14m
Deal found 8/8![Delta logo]()
$235
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:05 am -
1 stop4h 41m
Sun 9/277:04 pm -
1 stop4h 18m
Deal found 8/7![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:05 am -
2 stops7h 45m
Sat 9/262:30 pm -
1 stop4h 20m
Deal found 8/7![Southwest logo]()
$274
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 10, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:45 pm -
1 stop5h 07m
Deal found 8/9![Delta logo]()
$118
This Southwest deal was found by Cheapflights users on 8/8. 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 11/76:30 am -
2 stops6h 55m
Deal found 8/8![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:00 pm -
1 stop7h 50m
Deal found 8/10![Southwest logo]()
$130
This Delta deal was found by Cheapflights users on 8/10. 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.
Sun 9/65:30 am -
1 stop5h 13m
Deal found 8/10![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 8/5. 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 9/512:40 pm -
2 stops7h 30m
Deal found 8/5![Southwest logo]()
$139
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:00 am -
1 stop6h 12m
Deal found 8/7![Delta logo]()
$152
This Southwest deal was found by Cheapflights users on 8/5. 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 10/52:05 pm -
2 stops8h 45m
Deal found 8/5![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/83:25 pm -
1 stop5h 25m
Deal found 8/9![Southwest logo]()
$158
This KAYAK deal was found by Cheapflights users on 8/5. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:45 pm -
1 stop4h 24m
Deal found 8/5![Delta logo]()
$162
This Southwest deal was found by Cheapflights users on 8/8. 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 9/2412:35 pm -
2 stops8h 40m
Deal found 8/8![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 8/6. 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 11/67:05 am -
1 stop5h 00m
Deal found 8/6![Southwest logo]()
$165
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $198 (Southwest) |
One-way from | $118 (Delta) |
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 10, 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 9/10
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Mon 9/28
12:40 pm-8:10 pm
1 stop6h 30m
$198
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 9/10
6:15 am-9:45 am
1 stop4h 30m
Jackson-Evers Intl
Mon 9/28
7:04 pm-1:18 am
1 stop5h 14m
$235
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 9/23
5:40 pm-11:21 pm
1 stop6h 41m
Jackson-Evers Intl
Sun 9/27
7:04 pm-1:18 am
1 stop5h 14m
$282
Quickest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 10/3
9:45 am-10:40 am
Nonstop1h 55m
Jackson-Evers Intl
Sat 10/10
3:20 pm-6:10 pm
Nonstop1h 50m
$283
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Wed 10/14
6:35 am-12:14 pm
1 stop6h 39m
Jackson-Evers Intl
Mon 10/19
5:35 am-12:57 pm
1 stop6h 22m
$303
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 11/7
6:05 am-12:25 pm
2 stops7h 20m
Jackson-Evers Intl
Tue 11/10
6:30 am-3:05 pm
2 stops7h 35m
$313
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 10/29
1:15 pm-8:26 pm
1 stop8h 11m
Jackson-Evers Intl
Mon 11/2
1:57 pm-8:20 pm
1 stop5h 23m
$315
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/30
6:35 am-12:14 pm
1 stop6h 39m
Jackson-Evers Intl
Sun 11/1
5:05 pm-11:16 pm
1 stop5h 11m
$333
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Fri 10/30
2:05 pm-7:50 pm
1 stop6h 45m
Jackson-Evers Intl
Sun 11/1
5:35 am-3:15 pm
2 stops8h 40m
$338
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 10/15
7:45 pm-11:09 pm
1 stop4h 24m
Jackson-Evers Intl
Sun 10/18
7:29 pm-12:23 am
1 stop3h 54m
$351
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 $292 and $451 in September.The cheapest round-trip price found within the last 5 days was $198 on Southwest (Sep 10-Sep 28).
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 10, 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
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Crew
8.5
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
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 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$532 | FlexibilityNo cancel fee | On-timeN/A |