$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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — JAN
Sep 4 — Sep 111
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
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 Kissimmee to Jackson
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Cheapest flights from Kissimmee to JacksonExplore the most affordable flight options available from Kissimmee to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 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 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/293:18 pm -
1 stop7h 40m
Wed 9/309:20 am -
1 stop5h 40m
Deal found 7/31![United Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 7/31. 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 8/229:00 am -
2 stops5h 55m
Mon 8/2412:40 pm -
1 stop6h 30m
Deal found 7/31![Southwest logo]()
$240
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/99:32 am -
1 stop6h 20m
Fri 9/1112:14 pm -
1 stop5h 17m
Deal found 8/2![American Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 8/2. 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
Fri 9/115:55 am -
2 stops8h 15m
Deal found 8/2![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 8/2. 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 9/143:00 pm -
1 stop4h 00m
Sat 9/192:30 pm -
1 stop4h 20m
Deal found 8/2![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 8/2. 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 8/2712:35 pm -
2 stops8h 35m
Mon 8/3112:40 pm -
2 stops6h 25m
Deal found 8/2![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 7/31. 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 9/151:15 pm -
1 stop5h 50m
Fri 9/1812:40 pm -
1 stop6h 30m
Deal found 7/31![Southwest logo]()
$282
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 5, 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 5, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 9/287:00 am -
1 stop6h 00m
Wed 9/301:30 pm -
1 stop4h 50m
Deal found 7/31![Southwest logo]()
$235
This United Airlines deal was found by Cheapflights users on 8/2. 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 8/257:00 am -
1 stop7h 23m
Tue 9/19:20 am -
1 stop7h 40m
Deal found 8/2![United Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 8/2. 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 9/197:00 am -
1 stop5h 46m
Sun 9/277:04 pm -
1 stop5h 14m
Deal found 8/2![Delta logo]()
$282
This Southwest deal was found by Cheapflights users on 8/2. 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 9/108:20 am -
1 stop4h 40m
Mon 9/2812:40 pm -
2 stops9h 00m
Deal found 8/2![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 7/31. 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 8/229:00 am -
2 stops5h 55m
Mon 8/2412:40 pm -
2 stops6h 25m
Deal found 7/31![Southwest logo]()
$245
This Southwest deal was found by Cheapflights users on 8/2. 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 9/36:05 am -
2 stops6h 55m
Mon 9/1412:40 pm -
2 stops6h 25m
Deal found 8/2![Southwest logo]()
$279
This Southwest deal was found by Cheapflights users on 7/31. 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 10/14:25 pm -
1 stop6h 25m
Sun 10/45:45 am -
2 stops7h 00m
Deal found 7/31![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 7/31. 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 9/1510:20 am -
2 stops8h 45m
Fri 9/1812:40 pm -
1 stop6h 30m
Deal found 7/31![Southwest logo]()
$287
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 10/37:10 am -
1 stop5h 40m
Sat 10/103:20 pm -
Nonstop1h 50m
Deal found 8/5![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 8/4. 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 11/52:35 pm -
2 stops8h 30m
Mon 11/911:45 am -
1 stop3h 45m
Deal found 8/4![Southwest logo]()
$308
Last-minute flights from Kissimmee to JacksonDiscover last-minute flight deals from Kissimmee to Jackson. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Jackson. Data last updated August 5, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/31. 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 8/229:00 am -
2 stops5h 55m
Mon 8/2412:40 pm -
1 stop6h 30m
Deal found 7/31![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 8/2. 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 8/2712:35 pm -
2 stops8h 35m
Mon 8/3112:40 pm -
2 stops6h 25m
Deal found 8/2![Southwest logo]()
$279
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/99:32 am -
1 stop6h 20m
Fri 9/1112:14 pm -
1 stop5h 17m
Deal found 8/2![American Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 8/2. 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
Fri 9/115:55 am -
2 stops8h 15m
Deal found 8/2![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 8/2. 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 9/143:00 pm -
1 stop4h 00m
Sat 9/192:30 pm -
1 stop4h 20m
Deal found 8/2![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 7/31. 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 9/151:15 pm -
1 stop5h 50m
Fri 9/1812:40 pm -
1 stop6h 30m
Deal found 7/31![Southwest logo]()
$282
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/293:18 pm -
1 stop7h 40m
Wed 9/309:20 am -
1 stop5h 40m
Deal found 7/31![United Airlines logo]()
$235
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 5, 2026.
Search for one-way flight options from Kissimmee to Jackson. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Delta deal was found by Cheapflights users on 7/31. 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 9/26:15 am -
1 stop4h 28m
Deal found 7/31![Delta logo]()
$118
This Southwest deal was found by Cheapflights users on 8/2. 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 9/17:10 am -
2 stops6h 40m
Deal found 8/2![Southwest logo]()
$123
This Southwest deal was found by Cheapflights users on 7/31. 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 9/229:00 am -
2 stops10h 05m
Deal found 7/31![Southwest logo]()
$129
This Delta deal was found by Cheapflights users on 8/3. 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
Deal found 8/3![Delta logo]()
$134
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:05 am -
2 stops6h 55m
Deal found 8/3![Southwest logo]()
$139
This Southwest deal was found by Cheapflights users on 8/3. 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
Deal found 8/3![Southwest logo]()
$142
This Delta deal was found by Cheapflights users on 8/3. 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 10/15:30 am -
1 stop5h 53m
Deal found 8/3![Delta logo]()
$152
This Southwest deal was found by Cheapflights users on 8/1. 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 8/316:05 am -
2 stops6h 55m
Deal found 8/1![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/2. 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 8/315:36 pm -
1 stop6h 03m
Deal found 8/2![American Airlines logo]()
$158
This KAYAK deal was found by Cheapflights users on 8/3. 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.
Mon 8/317:55 pm -
1 stop4h 16m
Deal found 8/3![Delta logo]()
$162
This Delta deal was found by Cheapflights users on 7/31. 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 8/288:05 am -
1 stop5h 07m
Deal found 7/31![Delta logo]()
$165
This Southwest deal was found by Cheapflights users on 8/1. 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 8/1![Southwest 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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (United Airlines) |
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 5, 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
Mon 9/28
7:00 am-12:00 pm
1 stop6h 00m
Jackson-Evers Intl
Wed 9/30
1:30 pm-7:20 pm
1 stop4h 50m
$235
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Tue 8/25
7:00 am-1:23 pm
1 stop7h 23m
Jackson-Evers Intl
Tue 9/1
9:20 am-6:00 pm
1 stop7h 40m
$235
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 9/10
8:20 am-12:00 pm
1 stop4h 40m
Jackson-Evers Intl
Mon 9/28
12:40 pm-10:40 pm
2 stops9h 00m
$240
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 8/22
9:00 am-1:55 pm
2 stops5h 55m
Jackson-Evers Intl
Mon 8/24
12:40 pm-8:05 pm
2 stops6h 25m
$245
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 9/3
6:05 am-12:00 pm
2 stops6h 55m
Jackson-Evers Intl
Mon 9/14
12:40 pm-8:05 pm
2 stops6h 25m
$279
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 9/19
7:00 am-11:46 am
1 stop5h 46m
Jackson-Evers Intl
Sun 9/27
7:04 pm-1:18 am
1 stop5h 14m
$282
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 10/1
4:25 pm-9:50 pm
1 stop6h 25m
Jackson-Evers Intl
Sun 10/4
5:45 am-1:45 pm
2 stops7h 00m
$287
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Tue 9/15
10:20 am-6:05 pm
2 stops8h 45m
Jackson-Evers Intl
Fri 9/18
12:40 pm-8:10 pm
1 stop6h 30m
$287
Quickest round-trip
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Sat 10/3
7:10 am-11:50 am
1 stop5h 40m
Jackson-Evers Intl
Sat 10/10
3:20 pm-6:10 pm
Nonstop1h 50m
$293
OrlandoJackson
MCO Orlando - JAN Jackson-Evers Intl
MCOJAN
Orlando
Thu 11/5
2:35 pm-10:05 pm
2 stops8h 30m
Jackson-Evers Intl
Mon 11/9
11:45 am-4:30 pm
1 stop3h 45m
$308
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 $252 and $451 in October.The cheapest round-trip price found within the last 5 days was $235 on Delta (Oct 14-Oct 19).
Reviews of airlines servicing Jackson
Get insights into the airlines that provide service to Jackson. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Jackson. Reviews last updated August 5, 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.
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Crew
8.5
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
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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Popular flight searches
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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 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$532 | FlexibilityNo cancel fee | On-timeN/A |