$157+ Cheap flights from Jackson, MS (JAN) to Kissimmee, FL
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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — MCO
Jun 18 — Jun 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Jackson to Kissimmee 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Jackson to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Jackson to KissimmeeExplore the most affordable flight options available from Jackson to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.
Explore the most affordable flight options available from Jackson to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 8/245:32 am
JAN
- MCO
1 stop5h 28m
Delta
Sat 8/296:15 am
MCO
- JAN
1 stop6h 44m
Delta
Deal found 5/18![Delta logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/16. 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 8/512:16 pm
JAN
- MCO
1 stop4h 35m
American Airlines
Tue 8/113:34 pm
MCO
- JAN
2 stops8h 20m
American Airlines
Deal found 5/16![American Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 5/16. 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 8/812:25 pm
JAN
- MCO
2 stops7h 35m
Southwest
Tue 8/1112:25 pm
MCO
- JAN
2 stops8h 20m
Southwest
Deal found 5/16![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 5/18. 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 10/131:05 pm
JAN
- MCO
1 stop5h 10m
Southwest
Sat 10/178:55 am
MCO
- JAN
Nonstop2h 00m
Southwest
Deal found 5/18![Southwest logo]()
$324
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Sat 6/204:21 pm
JAN
- MCO
1 stop4h 39m
American Airlines
Tue 6/235:00 am
MCO
- JAN
1 stop6h 26m
American Airlines
Deal found 5/18![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 5/17. 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.
Mon 8/1012:40 pm
JAN
- MCO
1 stop6h 30m
Southwest
Thu 8/132:20 pm
MCO
- JAN
2 stops6h 50m
Southwest
Deal found 5/17![Southwest logo]()
$339
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Sat 10/34:33 pm
JAN
- MCO
1 stop6h 37m
American Airlines
Wed 10/75:00 am
MCO
- JAN
1 stop6h 26m
American Airlines
Deal found 5/18![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 5/17. 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.
Tue 6/164:21 pm
JAN
- MCO
1 stop6h 52m
American Airlines
Fri 7/37:34 pm
MCO
- JAN
1 stop5h 14m
American Airlines
Deal found 5/17![American Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 5/16. 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 6/2012:20 pm
JAN
- MCO
1 stop8h 10m
Southwest
Tue 6/2312:20 pm
MCO
- JAN
2 stops7h 25m
Southwest
Deal found 5/16![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 5/18. 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.
Sun 9/276:59 pm
JAN
- MCO
1 stop3h 55m
Delta
Sat 10/106:15 am
MCO
- JAN
1 stop4h 50m
Delta
Deal found 5/18![Delta logo]()
$351
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 6/1612:20 pm
JAN
- MCO
2 stops7h 55m
Southwest
Fri 7/32:05 pm
MCO
- JAN
2 stops8h 50m
Southwest
Deal found 5/17![Southwest logo]()
$353
Best flights from Jackson to KissimmeeDiscover carefully curated flight deals from Jackson to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 19, 2026.
Discover carefully curated flight deals from Jackson to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 19, 2026.
This United Airlines deal was found by Cheapflights users on 5/16. 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 8/82:07 pm
JAN
- MCO
1 stop6h 51m
United Airlines
Tue 8/117:00 am
MCO
- JAN
1 stop7h 23m
United Airlines
Deal found 5/16![United Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 5/18. 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.
Sat 10/35:35 pm
JAN
- MCO
1 stop4h 29m
Delta
Wed 10/710:00 am
MCO
- JAN
1 stop5h 07m
Delta
Deal found 5/18![Delta logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:16 pm
JAN
- MCO
1 stop6h 09m
American Airlines
Tue 8/113:34 pm
MCO
- JAN
2 stops8h 20m
American Airlines
Deal found 5/14![American Airlines logo]()
$318
This Southwest deal was found by Cheapflights users on 5/17. 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.
Wed 8/197:05 am
JAN
- MCO
2 stops8h 30m
Southwest
Sat 8/229:35 am
MCO
- JAN
1 stop5h 20m
Southwest
Deal found 5/17![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 5/16. 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 8/57:49 am
JAN
- MCO
1 stop5h 43m
Delta
Tue 8/117:00 am
MCO
- JAN
1 stop4h 37m
Delta
Deal found 5/16![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 5/18. 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.
Sat 10/312:30 pm
JAN
- MCO
2 stops6h 25m
Southwest
Wed 10/76:15 am
MCO
- JAN
1 stop7h 15m
Southwest
Deal found 5/18![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 6/1612:20 pm
JAN
- MCO
2 stops7h 55m
Southwest
Fri 7/36:55 am
MCO
- JAN
1 stop4h 50m
Southwest
Deal found 5/17![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:40 pm
JAN
- MCO
2 stops6h 25m
Southwest
Thu 8/2712:35 pm
MCO
- JAN
2 stops8h 35m
Southwest
Deal found 5/14![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:05 pm
JAN
- MCO
1 stop7h 05m
United Airlines
Wed 9/167:00 am
MCO
- JAN
1 stop5h 15m
United Airlines
Deal found 5/17![United Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 9/272:40 pm
JAN
- MCO
1 stop6h 08m
Delta
Fri 10/26:15 am
MCO
- JAN
1 stop6h 03m
Delta
Deal found 5/19![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 5/14. 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.
Sun 7/193:06 pm
JAN
- MCO
1 stop4h 29m
Delta
Sun 7/265:30 am
MCO
- JAN
1 stop3h 59m
Delta
Deal found 5/14![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 5/18. 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.
Wed 7/112:20 pm
JAN
- MCO
1 stop6h 10m
Southwest
Sun 7/53:45 pm
MCO
- JAN
1 stop7h 15m
Southwest
Deal found 5/18![Southwest logo]()
$380
Last-minute flights from Jackson to KissimmeeDiscover last-minute flight deals from Jackson to Kissimmee. Data last updated May 19, 2026 and is based on user searches.
Discover last-minute flight deals from Jackson to Kissimmee. Data last updated May 19, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/15. 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.
Mon 6/811:25 am
JAN
- MCO
1 stop5h 35m
Southwest
Wed 6/106:35 am
MCO
- JAN
1 stop6h 10m
Southwest
Deal found 5/15![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 5/15. 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.
Thu 6/117:00 pm
JAN
- MCO
1 stop3h 52m
Delta
Mon 6/158:05 am
MCO
- JAN
1 stop5h 05m
Delta
Deal found 5/15![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 5/15. 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.
Thu 6/1111:25 am
JAN
- MCO
2 stops8h 45m
Southwest
Mon 6/156:55 am
MCO
- JAN
1 stop4h 50m
Southwest
Deal found 5/15![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 5/17. 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.
Tue 6/1612:20 pm
JAN
- MCO
1 stop4h 45m
Southwest
Fri 7/36:55 am
MCO
- JAN
1 stop4h 50m
Southwest
Deal found 5/17![Southwest logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/17. 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.
Tue 6/164:21 pm
JAN
- MCO
1 stop6h 52m
American Airlines
Fri 7/37:34 pm
MCO
- JAN
1 stop5h 14m
American Airlines
Deal found 5/17![American Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 5/18. 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.
Sat 6/204:21 pm
JAN
- MCO
1 stop4h 39m
American Airlines
Tue 6/235:00 am
MCO
- JAN
1 stop6h 26m
American Airlines
Deal found 5/18![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 5/16. 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 6/2012:20 pm
JAN
- MCO
1 stop8h 10m
Southwest
Tue 6/2312:20 pm
MCO
- JAN
2 stops7h 25m
Southwest
Deal found 5/16![Southwest logo]()
$347
One-way flights from Jackson to KissimmeeSearch for one-way flight options from Jackson to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 19, 2026.
Search for one-way flight options from Jackson to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 19, 2026.
This Delta deal was found by Cheapflights users on 5/15. 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.
Mon 7/137:55 am
JAN
- MCO
1 stop6h 43m
Delta
Deal found 5/15![Delta logo]()
$157
This Southwest deal was found by Cheapflights users on 5/15. 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.
Wed 6/1712:20 pm
JAN
- MCO
2 stops10h 05m
Southwest
Deal found 5/15![Southwest logo]()
$162
This Delta deal was found by Cheapflights users on 5/15. 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.
Wed 6/103:06 pm
JAN
- MCO
1 stop4h 29m
Delta
Deal found 5/15![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 5/16. 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 11/116:30 am
JAN
- MCO
2 stops9h 25m
Southwest
Deal found 5/16![Southwest logo]()
$170
This Delta deal was found by Cheapflights users on 5/15. 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.
Mon 6/87:00 pm
JAN
- MCO
1 stop4h 59m
Delta
Deal found 5/15![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:45 am
JAN
- MCO
2 stops8h 35m
Southwest
Deal found 5/16![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 5/15. 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 7/1112:20 pm
JAN
- MCO
2 stops9h 40m
Southwest
Deal found 5/15![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 5/18. 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.
Mon 7/135:10 am
JAN
- MCO
2 stops9h 20m
Southwest
Deal found 5/18![Southwest logo]()
$191
This Delta deal was found by Cheapflights users on 5/15. 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.
Fri 7/103:06 pm
JAN
- MCO
1 stop6h 56m
Delta
Deal found 5/15![Delta logo]()
$195
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:10 pm
JAN
- MCO
1 stop5h 17m
United Airlines
Deal found 5/17![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/105:10 am
JAN
- MCO
2 stops9h 30m
Southwest
Deal found 5/14![Southwest logo]()
$200
This American Airlines deal was found by Cheapflights users on 5/17. 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.
Tue 8/116:40 am
JAN
- MCO
2 stops9h 22m
American Airlines
Deal found 5/17![American Airlines logo]()
$202
Find flight deals from Jackson to Kissimmee
Keep the following information in mind while searching for Jackson to Kissimmee flight deals. Data was last updated May 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $313 (Delta) |
One-way from | $157 (Delta) |
Popular in | October |
Cheapest in | August |
Average price | $448 |
Cheapflights Fare Finder
Customize your flight search to find flights from Jackson to Kissimmee 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 May 19, 2026.
Use the filters below to find and compare flights from Jackson to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Sat 8/8
2:07 pm-9:58 pm
1 stop6h 51m
Orlando
Tue 8/11
7:00 am-1:23 pm
1 stop7h 23m
$313
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Sat 10/3
5:35 pm-11:04 pm
1 stop4h 29m
Orlando
Wed 10/7
10:00 am-2:07 pm
1 stop5h 07m
$313
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Wed 8/5
7:49 am-2:32 pm
1 stop5h 43m
Orlando
Tue 8/11
7:00 am-10:37 am
1 stop4h 37m
$313
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Wed 8/5
12:16 pm-7:25 pm
1 stop6h 09m
Orlando
Tue 8/11
3:34 pm-10:54 pm
2 stops8h 20m
$318
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Wed 8/19
7:05 am-4:35 pm
2 stops8h 30m
Orlando
Sat 8/22
9:35 am-1:55 pm
1 stop5h 20m
$318
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Sat 10/3
12:30 pm-7:55 pm
2 stops6h 25m
Orlando
Wed 10/7
6:15 am-12:30 pm
1 stop7h 15m
$318
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Tue 6/16
12:20 pm-9:15 pm
2 stops7h 55m
Orlando
Fri 7/3
6:55 am-10:45 am
1 stop4h 50m
$318
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Thu 8/20
12:40 pm-8:05 pm
2 stops6h 25m
Orlando
Thu 8/27
12:35 pm-8:10 pm
2 stops8h 35m
$323
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Wed 7/1
12:20 pm-7:30 pm
1 stop6h 10m
Orlando
Sun 7/5
3:45 pm-10:00 pm
1 stop7h 15m
$380
JacksonOrlando
JAN - MCO
JANMCO
Jackson-Evers Intl
Sun 9/27
2:40 pm-9:48 pm
1 stop6h 08m
Orlando
Fri 10/2
6:15 am-11:18 am
1 stop6h 03m
$389
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Jackson to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Jackson with our price prediction graph.
JAN-MCO
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 Jackson to Kissimmee
JAN-K1S
JAN-MCO
How much does it cost to fly round-trip from Jackson, Mississippi to Kissimmee?
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated May 19, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Jackson to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Food
7.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Jackson to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Jackson
Popular flights
Top destinations
Alternative routes for Jackson to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jackson to Kissimmee by cabin class
Find flights from Jackson to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jackson and Kissimmee flights
Browse other Jackson and Kissimmee flight options. Last updated on May 19, 2026.
Other flights from Jackson
Browse through other flights departing from Jackson. Flights are based on user searches made on Cheapflights and were last updated on May 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jackson to Kissimmee flights
Consider these flights traveling from Jackson to Kissimmee.
Top 4 airlines flying from Jackson to Kissimmee
Discover the top 4 airlines that operate flights from Jackson to Kissimmee. 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 May 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$368 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$373 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$425 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$414 | FlexibilityNo cancel fee | On-time63% |