$273+ Cheap flights from Jacksonville, NC (OAJ) 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — MCO
Sep 24 — Oct 11
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Jacksonville to KissimmeeExplore the most affordable flight options available from Jacksonville to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 25, 2026.
Explore the most affordable flight options available from Jacksonville to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 25, 2026.
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:56 pm -
1 stop5h 04m
Mon 11/29:22 am -
1 stop5h 36m
Deal found 8/24![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:18 pm -
1 stop3h 45m
Mon 9/211:29 pm -
1 stop5h 21m
Deal found 8/24![American Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:10 pm -
1 stop4h 51m
Thu 10/158:50 am -
1 stop4h 51m
Deal found 8/21![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:12 pm -
1 stop4h 48m
Sun 10/187:00 am -
1 stop5h 17m
Deal found 8/21![American Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/97:20 pm -
1 stop3h 52m
Sun 9/137:00 am -
1 stop5h 16m
Deal found 8/25![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:56 pm -
1 stop5h 04m
Thu 10/153:39 pm -
1 stop6h 31m
Deal found 8/21![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals ”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:19 pm -
1 stop4h 13m
Sat 11/77:55 am -
1 stop7h 03m
Deal found 8/24![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/81:54 pm -
1 stop6h 13m
Sat 9/127:00 am -
1 stop6h 27m
Deal found 8/24![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 8/24. 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 10/302:21 pm -
1 stop4h 19m
Sat 11/76:15 pm -
2 stops16h 59m
Deal found 8/24![Delta logo]()
$485
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:56 pm -
1 stop6h 04m
Sun 11/87:58 am -
1 stop4h 47m
Deal found 8/24![American Airlines logo]()
$501
This American Airlines deal was found by Cheapflights users on 8/23. 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 11/286:10 am -
1 stop5h 40m
Sat 12/56:00 am -
1 stop3h 45m
Deal found 8/23![American Airlines logo]()
$516
Best flights from Jacksonville to KissimmeeDiscover carefully curated flight deals from Jacksonville to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
Discover carefully curated flight deals from Jacksonville to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/244:36 pm -
1 stop4h 22m
Sat 1/98:00 am -
1 stop5h 32m
Deal found 8/25![American Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/23. 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 12/54:19 pm -
1 stop4h 21m
Fri 12/185:45 pm -
1 stop4h 43m
Deal found 8/23![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:10 pm -
1 stop4h 51m
Thu 10/158:50 am -
1 stop4h 51m
Deal found 8/21![Delta logo]()
$417
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/97:20 pm -
1 stop3h 52m
Sun 9/137:00 am -
1 stop5h 16m
Deal found 8/25![American Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:56 pm -
1 stop6h 04m
Sun 11/87:58 am -
1 stop4h 47m
Deal found 8/24![American Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/112:25 pm -
1 stop7h 13m
Mon 2/159:15 am -
1 stop4h 24m
Deal found 8/22![Delta logo]()
$508
This American Airlines deal was found by Cheapflights users on 8/23. 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 11/286:10 am -
1 stop5h 40m
Sat 12/56:00 am -
1 stop3h 45m
Deal found 8/23![American Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 8/24. 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 10/311:00 pm -
1 stop4h 33m
Sat 11/76:15 pm -
2 stops16h 59m
Deal found 8/24![Delta logo]()
$525
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:11 pm -
1 stop4h 23m
Thu 11/199:05 am -
1 stop3h 46m
Deal found 8/22![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:00 pm -
1 stop5h 34m
Wed 9/163:40 pm -
1 stop6h 42m
Deal found 8/22![Delta logo]()
$585
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/810:18 am -
2 stops8h 59m
Sat 9/126:00 am -
2 stops7h 27m
Deal found 8/24![American Airlines logo]()
$587
Last-minute flights from Jacksonville to KissimmeeDiscover last-minute flight deals from Jacksonville to Kissimmee. Data last updated August 25, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Kissimmee. Data last updated August 25, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:10 pm -
1 stop4h 30m
Mon 8/3111:05 am -
1 stop4h 15m
Deal found 8/21![Delta logo]()
$577
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:54 pm -
2 stops7h 09m
Mon 8/311:30 pm -
1 stop5h 08m
Deal found 8/25![American Airlines logo]()
$707
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/710:18 am -
1 stop5h 13m
Thu 9/107:00 am -
1 stop6h 27m
Deal found 8/24![American Airlines logo]()
$645
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/81:54 pm -
1 stop6h 13m
Sat 9/127:00 am -
1 stop6h 27m
Deal found 8/24![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/97:20 pm -
1 stop3h 52m
Sun 9/137:00 am -
1 stop5h 16m
Deal found 8/25![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:00 pm -
1 stop5h 34m
Wed 9/163:40 pm -
1 stop6h 42m
Deal found 8/22![Delta logo]()
$585
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:18 pm -
1 stop3h 45m
Mon 9/211:29 pm -
1 stop5h 21m
Deal found 8/24![American Airlines logo]()
$397
One-way flights from Jacksonville to KissimmeeSearch for one-way flight options from Jacksonville to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
Search for one-way flight options from Jacksonville to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
This Delta deal was found by Cheapflights users on 8/23. 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 12/311:59 am -
1 stop6h 41m
Deal found 8/23![Delta logo]()
$273
This Delta deal was found by Cheapflights users on 8/24. 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 10/176:00 am -
1 stop4h 57m
Deal found 8/24![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 8/25. 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 9/54:15 pm -
1 stop4h 20m
Deal found 8/25![Delta logo]()
$393
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:54 pm -
1 stop6h 13m
Deal found 8/22![American Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 8/25. 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 9/46:00 am -
1 stop3h 58m
Deal found 8/25![Delta logo]()
$670
Find flight deals from Jacksonville to Kissimmee
Keep the following information in mind while searching for Jacksonville to Kissimmee flight deals. Data was last updated August 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (American Airlines) |
One-way from | $273 (Delta) |
Popular in | March |
Cheapest in | October |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville 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 7,457,451 searches. Data last updated August 25, 2026.
Use the filters below to find and compare flights from Jacksonville to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Thu 12/24
4:36 pm-8:58 pm
1 stop4h 22m
Orlando
Sat 1/9
8:00 am-1:32 pm
1 stop5h 32m
$377
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Sat 12/5
4:19 pm-8:40 pm
1 stop4h 21m
Orlando
Fri 12/18
5:45 pm-10:28 pm
1 stop4h 43m
$397
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Sat 10/10
4:10 pm-9:01 pm
1 stop4h 51m
Orlando
Thu 10/15
8:50 am-1:41 pm
1 stop4h 51m
$417
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Wed 9/9
7:20 pm-11:12 pm
1 stop3h 52m
Orlando
Sun 9/13
7:00 am-12:16 pm
1 stop5h 16m
$423
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Fri 10/30
4:56 pm-11:00 pm
1 stop6h 04m
Orlando
Sun 11/8
7:58 am-12:45 pm
1 stop4h 47m
$501
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Thu 2/11
2:25 pm-9:38 pm
1 stop7h 13m
Orlando
Mon 2/15
9:15 am-1:39 pm
1 stop4h 24m
$508
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Sat 11/28
6:10 am-11:50 am
1 stop5h 40m
Orlando
Sat 12/5
6:00 am-9:45 am
1 stop3h 45m
$516
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Sat 10/31
1:00 pm-5:33 pm
1 stop4h 33m
Orlando
Sat 11/7
6:15 pm-11:14 am
2 stops16h 59m
$525
Quickest round-trip
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Mon 11/16
7:11 pm-11:34 pm
1 stop4h 23m
Orlando
Thu 11/19
9:05 am-12:51 pm
1 stop3h 46m
$545
JacksonvilleOrlando
OAJ Jacksonville Albert J Ellis - MCO Orlando
OAJMCO
Jacksonville Albert J Ellis
Sun 9/13
12:00 pm-5:34 pm
1 stop5h 34m
Orlando
Wed 9/16
3:40 pm-10:22 pm
1 stop6h 42m
$585
Showing 1-10 of 15 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Jacksonville with our price prediction graph.
OAJ-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 Jacksonville to Kissimmee
OAJ-K1S
OAJ-MCO
No data available for this route at this time. Please check back soon.
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 August 25, 2026.
Read through reviews of airlines operating flights from Jacksonville to Kissimmee, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Comfort
7.8
Crew
8.5
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Jacksonville and Kissimmee flights
Browse other Jacksonville and Kissimmee flight options. Last updated on August 25, 2026.
Other flights from Jacksonville
Browse through other flights departing from Jacksonville. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jacksonville to Kissimmee flights
Consider these flights traveling from Jacksonville to Kissimmee.
Top 2 airlines flying from Jacksonville to Kissimmee
Discover the top 2 airlines that operate flights from Jacksonville 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 7,457,451 searches. Data last updated August 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$423 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$468 | FlexibilityNo cancel fee | On-time71% |