$318+ 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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — MCO
Aug 4 — Aug 111
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Kissimmee with Cheapflights
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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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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 Jacksonville to Kissimmee
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Best
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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 July 5, 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 July 5, 2026.
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/46:48 pm
OAJ
- MCO
1 stop4h 18m
Delta
Thu 8/65:30 am
MCO
- OAJ
1 stop6h 00m
Delta
Deal found 6/30![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:07 pm
OAJ
- MCO
1 stop5h 53m
American Airlines
Thu 8/66:00 am
MCO
- OAJ
1 stop3h 53m
American Airlines
Deal found 7/3![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/3. 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 8/282:27 pm
OAJ
- MCO
1 stop4h 23m
Delta
Mon 8/317:00 am
MCO
- OAJ
1 stop4h 30m
Delta
Deal found 7/3![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 8/76:48 pm
OAJ
- MCO
1 stop5h 16m
Delta
Sun 8/167:00 am
MCO
- OAJ
1 stop6h 46m
Delta
Deal found 7/5![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:48 pm
OAJ
- MCO
1 stop4h 17m
Delta
Sun 8/237:00 am
MCO
- OAJ
1 stop6h 46m
Delta
Deal found 7/1![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Sun 8/163:06 pm
OAJ
- MCO
1 stop5h 51m
American Airlines
Sun 8/235:31 pm
MCO
- OAJ
1 stop4h 56m
American Airlines
Deal found 6/30![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
OAJ
- MCO
1 stop6h 00m
Delta
Tue 7/711:05 am
MCO
- OAJ
1 stop6h 57m
Delta
Deal found 7/1![Delta logo]()
$432
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/193:07 pm
OAJ
- MCO
1 stop6h 53m
American Airlines
Sun 7/268:00 am
MCO
- OAJ
1 stop6h 32m
American Airlines
Deal found 7/4![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/193:07 pm
OAJ
- MCO
1 stop6h 53m
American Airlines
Sat 7/259:01 am
MCO
- OAJ
1 stop5h 31m
American Airlines
Deal found 7/4![American Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:14 pm
OAJ
- MCO
1 stop5h 46m
American Airlines
Sat 7/111:52 pm
MCO
- OAJ
1 stop3h 53m
American Airlines
Deal found 7/4![American Airlines logo]()
$547
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 July 5, 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 July 5, 2026.
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/46:48 pm
OAJ
- MCO
1 stop4h 18m
Delta
Thu 8/65:30 am
MCO
- OAJ
1 stop6h 00m
Delta
Deal found 6/30![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:48 pm
OAJ
- MCO
1 stop4h 38m
American Airlines
Mon 12/1411:46 am
MCO
- OAJ
1 stop4h 10m
American Airlines
Deal found 7/5![American Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:27 pm
OAJ
- MCO
1 stop4h 23m
Delta
Mon 8/317:00 am
MCO
- OAJ
1 stop4h 30m
Delta
Deal found 7/4![Delta logo]()
$358
This American Airlines deal was found by Cheapflights users on 7/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:02 am
OAJ
- MCO
1 stop4h 29m
American Airlines
Mon 8/316:00 am
MCO
- OAJ
1 stop3h 53m
American Airlines
Deal found 7/5![American Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/34:02 pm
OAJ
- MCO
1 stop4h 28m
Delta
Sun 10/113:40 pm
MCO
- OAJ
1 stop6h 42m
Delta
Deal found 7/4![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 8/76:48 pm
OAJ
- MCO
1 stop5h 16m
Delta
Sun 8/167:00 am
MCO
- OAJ
1 stop6h 46m
Delta
Deal found 7/5![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 7/2. 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.
Sun 10/46:34 pm
OAJ
- MCO
1 stop4h 32m
Delta
Sun 10/113:40 pm
MCO
- OAJ
1 stop6h 42m
Delta
Deal found 7/2![Delta logo]()
$367
Last-minute flights from Jacksonville to KissimmeeDiscover last-minute flight deals from Jacksonville to Kissimmee. Data last updated July 5, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Kissimmee. Data last updated July 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
OAJ
- MCO
1 stop6h 00m
Delta
Tue 7/711:05 am
MCO
- OAJ
1 stop6h 57m
Delta
Deal found 7/1![Delta logo]()
$432
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:14 pm
OAJ
- MCO
1 stop5h 46m
American Airlines
Sat 7/111:52 pm
MCO
- OAJ
1 stop3h 53m
American Airlines
Deal found 7/4![American Airlines logo]()
$547
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/193:07 pm
OAJ
- MCO
1 stop6h 53m
American Airlines
Sun 7/268:00 am
MCO
- OAJ
1 stop6h 32m
American Airlines
Deal found 7/4![American Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 7/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/193:07 pm
OAJ
- MCO
1 stop6h 53m
American Airlines
Sat 7/259:01 am
MCO
- OAJ
1 stop5h 31m
American Airlines
Deal found 7/4![American Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/46:48 pm
OAJ
- MCO
1 stop4h 18m
Delta
Thu 8/65:30 am
MCO
- OAJ
1 stop6h 00m
Delta
Deal found 6/30![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 7/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:07 pm
OAJ
- MCO
1 stop5h 53m
American Airlines
Thu 8/66:00 am
MCO
- OAJ
1 stop3h 53m
American Airlines
Deal found 7/3![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 8/76:48 pm
OAJ
- MCO
1 stop5h 16m
Delta
Sun 8/167:00 am
MCO
- OAJ
1 stop6h 46m
Delta
Deal found 7/5![Delta logo]()
$367
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Sun 8/163:06 pm
OAJ
- MCO
1 stop5h 51m
American Airlines
Sun 8/235:31 pm
MCO
- OAJ
1 stop4h 56m
American Airlines
Deal found 6/30![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:48 pm
OAJ
- MCO
1 stop4h 17m
Delta
Sun 8/237:00 am
MCO
- OAJ
1 stop6h 46m
Delta
Deal found 7/1![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 7/3. 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 8/282:27 pm
OAJ
- MCO
1 stop4h 23m
Delta
Mon 8/317:00 am
MCO
- OAJ
1 stop4h 30m
Delta
Deal found 7/3![Delta logo]()
$358
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 July 5, 2026.
Search for one-way flight options from Jacksonville to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 7/106:11 pm
OAJ
- MCO
1 stop6h 06m
American Airlines
Deal found 7/2![American Airlines logo]()
$398
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 July 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $341 (Delta) |
Popular in | March |
Cheapest in | October |
Average price | $456 |
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 2,558,603 searches. Data last updated July 5, 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 - MCO
OAJMCO
Jacksonville Albert J Ellis
Tue 8/4
6:48 pm-11:06 pm
1 stop4h 18m
Orlando
Thu 8/6
5:30 am-11:30 am
1 stop6h 00m
$341
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Fri 8/28
2:27 pm-6:50 pm
1 stop4h 23m
Orlando
Mon 8/31
7:00 am-11:30 am
1 stop4h 30m
$358
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Thu 12/3
7:48 pm-12:26 am
1 stop4h 38m
Orlando
Mon 12/14
11:46 am-3:56 pm
1 stop4h 10m
$367
Quickest round-trip
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Fri 8/28
8:02 am-12:31 pm
1 stop4h 29m
Orlando
Mon 8/31
6:00 am-9:53 am
1 stop3h 53m
$367
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Sat 10/3
4:02 pm-8:30 pm
1 stop4h 28m
Orlando
Sun 10/11
3:40 pm-10:22 pm
1 stop6h 42m
$367
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Fri 8/7
6:48 pm-12:04 am
1 stop5h 16m
Orlando
Sun 8/16
7:00 am-1:46 pm
1 stop6h 46m
$367
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Sun 10/4
6:34 pm-11:06 pm
1 stop4h 32m
Orlando
Sun 10/11
3:40 pm-10:22 pm
1 stop6h 42m
$367
Cheapest one-way
Quickest one-way
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Tue 7/14
6:00 am-12:00 pm
1 stop6h 00m
$318
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Tue 7/14
6:37 am-2:59 pm
2 stops8h 22m
$385
JacksonvilleOrlando
OAJ - MCO
OAJMCO
Jacksonville Albert J Ellis
Fri 7/10
6:11 pm-12:17 am
1 stop6h 06m
$398
Sorted 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 July 5, 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.
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Food
7.2
Crew
8.5
Overall
7.8
Comfort
7.8
Boarding
8.1
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Jacksonville 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 Jacksonville to Kissimmee by cabin class
Find flights from Jacksonville to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Kissimmee flights
Browse other Jacksonville and Kissimmee flight options. Last updated on July 5, 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 July 5, 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 2,558,603 searches. Data last updated July 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$232 | Average$392 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$468 | FlexibilityNo cancel fee | On-time71% |