$105+ Cheap flights from Puerto Rico 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.
SJU — MCO
Aug 4 — Aug 111
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico 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 Puerto Rico to Kissimmee
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Cheapest flights from Puerto Rico to KissimmeeExplore the most affordable flight options available from Puerto Rico 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 Puerto Rico to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 5, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/1511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/1![Frontier logo]()
$229
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/243:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/2![Frontier logo]()
$230
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/273:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/2![Frontier logo]()
$232
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sun 9/137:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/1![Frontier logo]()
$233
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Thu 7/911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/3![Frontier logo]()
$234
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/3![Frontier logo]()
$235
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Wed 9/167:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/3![Frontier logo]()
$236
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/303:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/1511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/1![Frontier logo]()
$237
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1810:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Tue 9/297:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/3![Frontier logo]()
$240
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Sun 10/117:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/5![Frontier logo]()
$241
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Multiple Airlines
Tue 8/256:24 pm
MCO
- BQN
1 stop6h 09m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$242
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:44 am
SJU
- MCO
1 stop8h 46m
Frontier
Wed 7/293:00 pm
MCO
- SJU
1 stop9h 23m
Frontier
Deal found 6/30![Frontier logo]()
$245
Best flights from Puerto Rico to KissimmeeDiscover carefully curated flight deals from Puerto Rico 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 Puerto Rico 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 CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:32 am
PSE
- MCO
Nonstop3h 07m
Frontier
Fri 8/287:00 am
MCO
- PSE
Nonstop3h 02m
Frontier
Deal found 7/5![Frontier logo]()
$268
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:48 am
PSE
- MCO
Nonstop3h 03m
JetBlue
Thu 8/275:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Deal found 7/2![JetBlue logo]()
$283
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/47:00 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Tue 8/1110:40 am
MCO
- SJU
Nonstop2h 55m
Southwest
Deal found 7/5![Southwest logo]()
$337
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:19 pm
MAZ
- MCO
1 stop8h 02m
Multiple Airlines
Sun 8/235:15 am
MCO
- MAZ
1 stop7h 29m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$418
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:15 am
BQN
- MCO
2 stops10h 53m
United Airlines
Wed 8/52:37 pm
MCO
- BQN
1 stop8h 32m
United Airlines
Deal found 7/1![United Airlines logo]()
$581
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:53 am
PSE
- MCO
Nonstop3h 10m
Frontier
Fri 11/67:00 am
MCO
- PSE
Nonstop2h 58m
Frontier
Deal found 7/5![Frontier logo]()
$304
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:01 am
BQN
- MCO
1 stop6h 01m
JetBlue
Tue 8/255:01 am
MCO
- BQN
Nonstop2h 48m
JetBlue
Deal found 7/4![JetBlue logo]()
$308
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:32 am
PSE
- MCO
Nonstop3h 07m
Frontier
Mon 7/276:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 7/5![Frontier logo]()
$313
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
SJU
- MCO
2 stops11h 55m
Southwest
Fri 8/211:10 pm
MCO
- SJU
2 stops9h 55m
Southwest
Deal found 7/1![Southwest logo]()
$346
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:06 am
PSE
- MCO
Nonstop3h 07m
Frontier
Mon 7/276:40 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 7/5![Frontier logo]()
$313
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:30 am
SJU
- MCO
2 stops10h 50m
Southwest
Mon 9/1412:45 pm
MCO
- SJU
1 stop10h 05m
Southwest
Deal found 7/4![Southwest logo]()
$346
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/85:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Fri 8/145:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Deal found 7/3![JetBlue logo]()
$348
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:30 am
SJU
- MCO
1 stop8h 40m
Southwest
Sun 8/2310:15 am
MCO
- SJU
2 stops12h 30m
Southwest
Deal found 7/1![Southwest logo]()
$346
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:20 am
PSE
- MCO
Nonstop3h 10m
JetBlue
Mon 12/77:15 pm
MCO
- PSE
Nonstop2h 50m
JetBlue
Deal found 7/2![JetBlue logo]()
$353
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:32 am
PSE
- MCO
Nonstop3h 07m
Frontier
Sat 8/86:45 am
MCO
- PSE
Nonstop3h 01m
Frontier
Deal found 7/3![Frontier logo]()
$340
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:30 am
SJU
- MCO
2 stops10h 50m
Southwest
Sun 9/132:25 pm
MCO
- SJU
2 stops9h 25m
Southwest
Deal found 7/5![Southwest logo]()
$346
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/275:01 am
BQN
- MCO
1 stop6h 07m
JetBlue
Fri 7/315:01 am
MCO
- BQN
Nonstop2h 46m
JetBlue
Deal found 7/2![JetBlue logo]()
$358
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
SJU
- MCO
2 stops10h 20m
Southwest
Tue 9/158:40 am
MCO
- SJU
2 stops10h 20m
Southwest
Deal found 7/1![Southwest logo]()
$346
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:01 am
PSE
- MCO
1 stop6h 07m
JetBlue
Sun 8/95:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Deal found 7/5![JetBlue logo]()
$363
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:05 pm
SJU
- MCO
1 stop7h 25m
Southwest
Sun 10/113:20 pm
MCO
- SJU
2 stops8h 50m
Southwest
Deal found 7/5![Southwest logo]()
$346
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:15 am
BQN
- MCO
2 stops24h 44m
United Airlines
Mon 9/142:20 pm
MCO
- BQN
1 stop8h 49m
United Airlines
Deal found 7/3![United Airlines logo]()
$589
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:13 pm
MAZ
- MCO
2 stops9h 47m
Multiple Airlines
Mon 11/1611:50 am
MCO
- MAZ
2 stops19h 54m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$607
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:55 am
SJU
- MCO
2 stops11h 00m
Southwest
Mon 9/2810:00 am
MCO
- SJU
2 stops13h 05m
Southwest
Deal found 7/4![Southwest logo]()
$346
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:15 am
BQN
- MCO
1 stop9h 01m
United Airlines
Sun 7/122:37 pm
MCO
- BQN
1 stop8h 32m
United Airlines
Deal found 7/1![United Airlines logo]()
$606
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:20 am
SJU
- MCO
2 stops9h 25m
Southwest
Wed 8/511:55 am
MCO
- SJU
2 stops10h 05m
Southwest
Deal found 7/1![Southwest logo]()
$360
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:15 am
BQN
- MCO
2 stops24h 44m
United Airlines
Tue 9/222:20 pm
MCO
- BQN
1 stop8h 49m
United Airlines
Deal found 7/4![United Airlines logo]()
$621
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1710:20 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Sun 7/193:00 pm
MCO
- SJU
1 stop9h 45m
Southwest
Deal found 7/4![Southwest logo]()
$370
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:01 am
BQN
- MCO
1 stop6h 07m
JetBlue
Fri 7/246:25 pm
MCO
- BQN
1 stop6h 08m
JetBlue
Deal found 7/2![JetBlue logo]()
$501
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:20 am
SJU
- MCO
2 stops9h 25m
Southwest
Sat 7/187:50 am
MCO
- SJU
1 stop9h 10m
Southwest
Deal found 7/3![Southwest logo]()
$374
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:15 am
BQN
- MCO
1 stop9h 01m
United Airlines
Fri 7/178:55 am
MCO
- BQN
2 stops14h 14m
United Airlines
Deal found 7/1![United Airlines logo]()
$683
Last-minute flights from Puerto Rico to KissimmeeDiscover last-minute flight deals from Puerto Rico to Kissimmee. Data last updated July 5, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Kissimmee. Data last updated July 5, 2026 and is based on user searches.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Thu 7/911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/3![Frontier logo]()
$234
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/3![Frontier logo]()
$235
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:44 am
SJU
- MCO
1 stop8h 46m
Frontier
Wed 7/293:00 pm
MCO
- SJU
1 stop9h 23m
Frontier
Deal found 6/30![Frontier logo]()
$245
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/243:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Mon 7/2711:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/2![Frontier logo]()
$230
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2512:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Tue 8/118:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Deal found 7/1![Frontier logo]()
$236
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/273:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/2![Frontier logo]()
$232
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/283:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/1511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/1![Frontier logo]()
$229
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/303:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Sat 8/1511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/1![Frontier logo]()
$237
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Sat 8/18:40 am
MCO
- BQN
Nonstop2h 54m
Frontier
Deal found 7/2![Frontier logo]()
$240
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:01 am
BQN
- MCO
1 stop6h 07m
Multiple Airlines
Sun 8/911:17 pm
MCO
- BQN
Nonstop2h 53m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$243
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/93:10 am
BQN
- MCO
Nonstop2h 51m
Multiple Airlines
Tue 8/186:24 pm
MCO
- BQN
1 stop6h 09m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$233
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Multiple Airlines
Tue 8/256:24 pm
MCO
- BQN
1 stop6h 09m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$242
One-way flights from Puerto Rico to KissimmeeSearch for one-way flight options from Puerto Rico to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
Search for one-way flight options from Puerto Rico to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/143:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/2![Frontier logo]()
$105
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Deal found 7/1![Frontier logo]()
$107
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:19 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/1![Frontier logo]()
$108
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/13:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/2![Frontier logo]()
$109
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/5![Frontier logo]()
$115
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/263:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 6/30![Frontier logo]()
$117
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1410:52 am
BQN
- MCO
Nonstop3h 00m
Frontier
Deal found 7/2![Frontier logo]()
$118
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:13 pm
SJU
- MCO
Nonstop3h 14m
Frontier
Deal found 6/30![Frontier logo]()
$125
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:39 am
BQN
- MCO
Nonstop2h 54m
JetBlue
Deal found 7/3![JetBlue logo]()
$125
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/108:37 pm
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 7/1![Frontier logo]()
$126
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/33:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/5![Frontier logo]()
$126
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:15 pm
SJU
- MCO
1 stop13h 25m
Frontier
Deal found 7/2![Frontier logo]()
$127
Find flight deals from Puerto Rico to Kissimmee
Keep the following information in mind while searching for Puerto Rico to Kissimmee flight deals. Data was last updated July 5, 2026.
Round-trip from | $229 (Frontier) |
|---|---|
One-way from | $105 (Frontier) |
Popular in | June |
Cheapest in | February |
Average price | $299 |
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico 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 Puerto Rico to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Mon 8/10
10:32 am-1:39 pm
Nonstop3h 07m
Orlando
Fri 8/28
7:00 am-10:02 am
Nonstop3h 02m
$268
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Tue 8/25
8:48 am-11:51 am
Nonstop3h 03m
Orlando
Thu 8/27
5:01 am-7:58 am
Nonstop2h 57m
$283
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Thu 10/29
10:53 am-2:03 pm
Nonstop3h 10m
Orlando
Fri 11/6
7:00 am-10:58 am
Nonstop2h 58m
$304
AguadillaOrlando
BQN - MCO
BQNMCO
Aguadilla Borinquen
Tue 8/18
5:01 am-11:02 am
1 stop6h 01m
Orlando
Tue 8/25
5:01 am-7:49 am
Nonstop2h 48m
$308
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Fri 7/24
10:32 am-1:39 pm
Nonstop3h 07m
Orlando
Mon 7/27
6:40 am-9:41 am
Nonstop3h 01m
$313
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Thu 7/23
10:06 am-1:13 pm
Nonstop3h 07m
Orlando
Mon 7/27
6:40 am-9:41 am
Nonstop3h 01m
$313
Quickest round-trip
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Tue 8/4
7:00 pm-10:00 pm
Nonstop3h 00m
Orlando
Tue 8/11
10:40 am-1:35 pm
Nonstop2h 55m
$337
PonceOrlando
PSE - MCO
PSEMCO
Ponce Mercedita
Mon 8/3
10:32 am-1:39 pm
Nonstop3h 07m
Orlando
Sat 8/8
6:45 am-9:46 am
Nonstop3h 01m
$340
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Tue 8/18
6:00 am-5:55 pm
2 stops11h 55m
Orlando
Fri 8/21
1:10 pm-11:05 pm
2 stops9h 55m
$346
San JuanOrlando
SJU - MCO
SJUMCO
San Juan Luis Munoz Marin Intl
Fri 9/11
5:30 am-4:20 pm
2 stops10h 50m
Orlando
Mon 9/14
12:45 pm-10:50 pm
1 stop10h 05m
$346
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Puerto Rico to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Puerto Rico with our price prediction graph.
PSE-MCO
SJU-MCO
MAZ-MCO
BQN-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 Puerto Rico to Kissimmee
PR0-K1S
PSE-MCO
SJU-MCO
MAZ-MCO
BQN-MCO
What is the cheapest time of day to fly from PR to K1S?
Find hourly flight availability from Puerto Rico to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 5, 2026.
Unlike in the afternoon, when flights are generally more expensive, you can save up to 9% on flights from Puerto Rico to Kissimmee by exploring options for tickets at noon.
Weekly flight availability from Puerto Rico to Kissimmee
Explore weekly flight availability from Puerto Rico to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 5, 2026.
The most flights from PR0 to K1S are scheduled on a Sunday (32 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).
What is the cheapest day to fly from Puerto Rico to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Puerto Rico to Kissimmee. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Puerto Rico to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico 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
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Popular flights
Alternative routes for Puerto Rico 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 Puerto Rico to Kissimmee by cabin class
Find flights from Puerto Rico to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Puerto Rico and Kissimmee flights
Browse other Puerto Rico and Kissimmee flight options. Last updated on July 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Puerto Rico to Kissimmee
Discover the top 6 airlines that operate flights from Puerto Rico 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$99 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$127 | Average$325 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$209 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$140 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$374 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$240 | Average$357 | FlexibilityNo cancel fee | On-time63% |