$102+ Cheap flights from Kissimmee, FL to Puerto Rico
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Aug 17 — Aug 241
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Kissimmee to Puerto Rico 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 Puerto Rico
Cheapest
Best
Last-minute
One-way
Cheapest flights from Kissimmee to Puerto RicoExplore the most affordable flight options available from Kissimmee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 18, 2026.
Explore the most affordable flight options available from Kissimmee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 18, 2026.
This Frontier deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Wed 8/53:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/16![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Fri 8/213:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/18![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Tue 8/183:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/14![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Thu 8/133:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Tue 8/113:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Thu 7/3012:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/15![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/14![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Mon 8/33:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$212
This Expedia deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Sat 8/158:37 pm
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 7/16![Frontier logo]()
$220
Best flights from Kissimmee to Puerto RicoDiscover carefully curated flight deals from Kissimmee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 18, 2026.
Discover carefully curated flight deals from Kissimmee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 18, 2026.
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:45 pm
MCO
- SJU
1 stop10h 05m
Southwest
Mon 8/245:45 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/16![Southwest logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:18 am
MCO
- MAZ
1 stop5h 53m
Multiple Airlines
Sun 9/134:36 pm
MAZ
- MCO
1 stop5h 07m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$300
This JetBlue deal was found by Cheapflights users on 7/13. 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 11/26:45 pm
MCO
- PSE
1 stop5h 14m
JetBlue
Mon 11/910:30 am
PSE
- MCO
Nonstop3h 12m
JetBlue
Deal found 7/13![JetBlue logo]()
$315
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:48 pm
MCO
- BQN
1 stop9h 21m
United Airlines
Mon 10/1212:15 am
BQN
- MCO
1 stop10h 22m
United Airlines
Deal found 7/17![United Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:10 pm
MCO
- SJU
2 stops8h 45m
Southwest
Fri 9/188:55 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/17![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:35 pm
MCO
- SJU
1 stop8h 20m
Southwest
Sun 8/309:25 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/16![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:15 am
MCO
- SJU
Nonstop2h 55m
Southwest
Wed 8/266:00 am
SJU
- MCO
2 stops12h 10m
Southwest
Deal found 7/17![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:24 pm
MCO
- BQN
1 stop6h 09m
JetBlue
Mon 8/175:01 am
BQN
- MCO
1 stop6h 01m
JetBlue
Deal found 7/16![JetBlue logo]()
$321
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:10 pm
MCO
- SJU
1 stop8h 55m
Southwest
Mon 11/166:15 am
SJU
- MCO
2 stops8h 45m
Southwest
Deal found 7/17![Southwest logo]()
$262
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:25 pm
MCO
- PSE
1 stop5h 34m
JetBlue
Mon 10/125:01 am
PSE
- MCO
1 stop6h 54m
JetBlue
Deal found 7/14![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/12:10 pm
MCO
- SJU
1 stop9h 35m
Southwest
Wed 8/57:00 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/17![Southwest logo]()
$270
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:01 am
MCO
- BQN
Nonstop2h 48m
JetBlue
Sun 8/95:01 am
BQN
- MCO
1 stop6h 01m
JetBlue
Deal found 7/16![JetBlue logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:01 am
MCO
- CPX
1 stop5h 21m
Multiple Airlines
Fri 8/215:41 pm
CPX
- MCO
1 stop6h 16m
Multiple Airlines
Deal found 7/15![Multiple Airlines logo]()
$426
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:45 pm
MCO
- SJU
2 stops10h 05m
Southwest
Sun 9/276:00 am
SJU
- MCO
2 stops12h 15m
Southwest
Deal found 7/14![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Sat 8/85:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Deal found 7/15![JetBlue logo]()
$340
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:45 am
MCO
- PSE
Nonstop2h 53m
JetBlue
Mon 10/265:01 am
PSE
- MCO
1 stop6h 57m
JetBlue
Deal found 7/15![JetBlue logo]()
$340
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:20 pm
MCO
- BQN
1 stop8h 49m
United Airlines
Mon 9/2112:15 am
BQN
- MCO
1 stop9h 06m
United Airlines
Deal found 7/15![United Airlines logo]()
$536
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:55 am
MCO
- SJU
2 stops10h 05m
Southwest
Mon 9/213:20 pm
SJU
- MCO
1 stop7h 15m
Southwest
Deal found 7/17![Southwest logo]()
$311
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:45 am
MCO
- PSE
Nonstop2h 58m
JetBlue
Thu 8/65:01 am
PSE
- MCO
1 stop6h 09m
JetBlue
Deal found 7/14![JetBlue logo]()
$350
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:15 pm
MCO
- SJU
2 stops10h 50m
Southwest
Mon 9/78:55 pm
SJU
- MCO
Nonstop3h 00m
Southwest
Deal found 7/17![Southwest logo]()
$311
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:24 pm
MCO
- PSE
1 stop5h 35m
JetBlue
Fri 8/215:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Deal found 7/14![JetBlue logo]()
$359
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:30 pm
MCO
- SJU
2 stops11h 20m
Southwest
Sun 8/305:30 am
SJU
- MCO
1 stop7h 30m
Southwest
Deal found 7/15![Southwest logo]()
$328
This JetBlue deal was found by Cheapflights users on 7/13. 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 7/315:45 am
MCO
- PSE
Nonstop2h 58m
JetBlue
Mon 8/35:01 am
PSE
- MCO
1 stop6h 07m
JetBlue
Deal found 7/13![JetBlue logo]()
$363
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:33 pm
MCO
- BQN
2 stops34h 36m
United Airlines
Tue 8/2512:15 am
BQN
- MCO
1 stop10h 25m
United Airlines
Deal found 7/16![United Airlines logo]()
$652
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:24 pm
MCO
- PSE
1 stop6h 35m
JetBlue
Sun 8/95:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Deal found 7/15![JetBlue logo]()
$368
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:00 pm
MCO
- SJU
2 stops11h 05m
Southwest
Sun 10/185:30 am
SJU
- MCO
1 stop7h 55m
Southwest
Deal found 7/14![Southwest logo]()
$337
This United deal was found by Cheapflights users on 7/13. 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.
Tue 8/47:20 pm
MCO
- MAZ
2 stops17h 24m
Multiple Airlines
Fri 8/211:19 pm
MAZ
- MCO
2 stops11h 40m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$725
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:21 pm
MCO
- BQN
3 stops30h 48m
United Airlines
Sat 8/2912:15 am
BQN
- MCO
1 stop9h 06m
United Airlines
Deal found 7/14![United Airlines logo]()
$668
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:01 am
MCO
- PSE
Nonstop2h 57m
JetBlue
Sun 8/165:01 am
PSE
- MCO
1 stop6h 01m
JetBlue
Deal found 7/16![JetBlue logo]()
$372
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:55 pm
MCO
- SJU
1 stop8h 05m
Southwest
Sat 8/85:55 am
SJU
- MCO
2 stops11h 00m
Southwest
Deal found 7/17![Southwest logo]()
$357
Last-minute flights from Kissimmee to Puerto RicoDiscover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated July 18, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated July 18, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Thu 7/3012:04 pm
BQN
- MCO
Nonstop3h 01m
Frontier
Deal found 7/15![Frontier logo]()
$206
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Mon 8/33:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/308:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Sat 8/83:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/111:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Mon 8/103:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Wed 8/53:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/16![Frontier logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Thu 8/133:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Tue 8/113:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$205
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/14![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Fri 8/73:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/15![Frontier logo]()
$202
This Expedia deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:30 am
MCO
- SJU
1 stop10h 10m
Frontier
Sat 8/158:37 pm
SJU
- MCO
Nonstop3h 00m
Frontier
Deal found 7/16![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Tue 8/183:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/14![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:10 am
MCO
- BQN
Nonstop2h 54m
Frontier
Fri 8/213:10 am
BQN
- MCO
Nonstop2h 51m
Frontier
Deal found 7/18![Frontier logo]()
$200
One-way flights from Kissimmee to Puerto RicoSearch for one-way flight options from Kissimmee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
Search for one-way flight options from Kissimmee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/18![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 7/13. 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 9/197:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/13![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 7/13. 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.
Thu 9/177:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/13![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/17![Frontier logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/16![Frontier logo]()
$113
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/14![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:08 pm
MCO
- SJU
2 stops12h 08m
Frontier
Deal found 7/14![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:17 pm
MCO
- BQN
Nonstop2h 53m
Frontier
Deal found 7/14![Frontier logo]()
$115
This eDestinos deal was found by Cheapflights users on 7/13. 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 7/2311:17 pm
MCO
- SJU
Nonstop2h 58m
Frontier
Deal found 7/13![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Mon 8/1710:00 am
MCO
- SJU
2 stops14h 41m
Frontier
Deal found 7/13![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:00 am
MCO
- BQN
Nonstop2h 57m
Frontier
Deal found 7/16![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 7/13. 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.
Mon 7/278:15 am
MCO
- SJU
Nonstop3h 01m
Frontier
Deal found 7/13![Frontier logo]()
$118
Find flight deals from Kissimmee to Puerto Rico
Keep the following information in mind while searching for Kissimmee to Puerto Rico flight deals. Data was last updated July 18, 2026.
Round-trip from | $194 (Frontier) |
|---|---|
One-way from | $102 (Frontier) |
Popular in | December |
Cheapest in | February |
Average price | $321 |
Cheapflights Fare Finder
Customize your flight search to find flights from Kissimmee to Puerto Rico 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 18, 2026.
Use the filters below to find and compare flights from Kissimmee to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 8/21
12:45 pm-10:50 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:45 pm-8:45 pm
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 9/12
1:10 pm-9:55 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Fri 9/18
8:55 pm-11:55 pm
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 8/22
1:35 pm-9:55 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Sun 8/30
9:25 pm-12:25 am
Nonstop3h 00m
$258
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 8/20
6:15 am-9:10 am
Nonstop2h 55m
San Juan Luis Munoz Marin Intl
Wed 8/26
6:00 am-6:10 pm
2 stops12h 10m
$262
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 11/12
3:10 pm-1:05 am
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Mon 11/16
6:15 am-2:00 pm
2 stops8h 45m
$262
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 8/1
2:10 pm-11:45 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Wed 8/5
7:00 pm-10:00 pm
Nonstop3h 00m
$270
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Fri 9/25
12:45 pm-10:50 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Sun 9/27
6:00 am-6:15 pm
2 stops12h 15m
$280
OrlandoMayagüez
MCO - MAZ
MCOMAZ
Orlando
Sat 9/12
10:18 am-4:11 pm
1 stop5h 53m
Mayagüez Eugenio M De Hostos
Sun 9/13
4:36 pm-9:43 pm
1 stop5h 07m
$300
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Wed 9/16
11:55 am-10:00 pm
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Mon 9/21
3:20 pm-10:35 pm
1 stop7h 15m
$311
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 9/3
12:15 pm-11:05 pm
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Mon 9/7
8:55 pm-11:55 pm
Nonstop3h 00m
$311
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Kissimmee to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Kissimmee with our price prediction graph.
MCO-BQN
MCO-SJU
MCO-PSE
MCO-MAZ
MCO-CPX
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 Puerto Rico
K1S-PR0
MCO-BQN
MCO-SJU
MCO-PSE
MCO-MAZ
What is the cheapest time of day to fly from K1S to PR?
Find hourly flight availability from Kissimmee to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 18, 2026.
It’s optimal to fly from Kissimmee to Puerto Rico in the evening. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the afternoon.
Weekly flight availability from Kissimmee to Puerto Rico
Explore weekly flight availability from Kissimmee to Puerto Rico. 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 18, 2026.
The most flights from K1S to PR0 are scheduled on a Friday (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).
What is the cheapest day to fly from Kissimmee to Puerto Rico?
Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Puerto Rico. Price data was last updated on July 11, 2026.
Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated July 18, 2026.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Kissimmee to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Kissimmee to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kissimmee to Puerto Rico by cabin class
Find flights from Kissimmee to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kissimmee and Puerto Rico flights
Browse other Kissimmee and Puerto Rico flight options. Last updated on July 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Kissimmee to Puerto Rico
Discover the top 6 airlines that operate flights from Kissimmee to Puerto Rico. 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$224 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$111 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$368 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$372 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$367 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$253 | Average$329 | FlexibilityNo cancel fee | On-timeN/A |