$62+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Mar 25 — Apr 11
1 adult, Economy
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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
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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 Kissimmee to Puerto Rico
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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 February 23, 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 February 23, 2026.
This Frontier deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Sat 4/46:28 pm
BQN
- MCO
Nonstop3h 15m
Frontier
Deal found 2/22![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 2/19. 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 3/3011:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Sat 4/46:28 pm
BQN
- MCO
Nonstop3h 15m
Frontier
Deal found 2/19![Frontier logo]()
$134
This Frontier deal was found by Cheapflights users on 2/19. 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 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Mon 4/69:14 pm
BQN
- MCO
Nonstop3h 09m
Frontier
Deal found 2/19![Frontier logo]()
$135
This Super.com deal was found by Cheapflights users on 2/19. 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.
Fri 4/105:32 pm
MCO
- BQN
Nonstop2h 47m
Frontier
Mon 4/139:14 pm
BQN
- MCO
Nonstop3h 09m
Frontier
Deal found 2/19![Frontier logo]()
$142
This Super.com deal was found by Cheapflights users on 2/19. 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.
Fri 3/2711:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Fri 4/32:43 am
BQN
- MCO
Nonstop3h 03m
Frontier
Deal found 2/19![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 2/19. 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 3/2311:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Sat 4/46:28 pm
BQN
- MCO
Nonstop3h 15m
Frontier
Deal found 2/19![Frontier logo]()
$144
This Expedia deal was found by Cheapflights users on 2/19. 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 3/36:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Tue 3/105:00 am
SJU
- MCO
Nonstop3h 15m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$145
This Orbitz deal was found by Cheapflights users on 2/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
MCO
- SJU
Nonstop2h 54m
Multiple Airlines
Tue 3/105:00 am
SJU
- MCO
Nonstop3h 15m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$146
This Travelocity deal was found by Cheapflights users on 2/20. 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.
Tue 3/36:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Wed 3/48:05 pm
SJU
- MCO
Nonstop3h 20m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$147
This Frontier deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Tue 4/72:43 am
BQN
- MCO
Nonstop2h 59m
Frontier
Deal found 2/21![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 2/20. 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 4/2511:00 pm
MCO
- BQN
Nonstop2h 43m
Frontier
Tue 4/282:38 am
BQN
- MCO
Nonstop2h 59m
Frontier
Deal found 2/20![Frontier logo]()
$149
This Expedia deal was found by Cheapflights users on 2/19. 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 2/246:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Wed 3/48:05 pm
SJU
- MCO
Nonstop3h 20m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$149
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 February 23, 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 February 23, 2026.
This CheapOair deal was found by Cheapflights users on 2/19. 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 4/177:40 am
MCO
- PSE
Nonstop2h 51m
Frontier
Sun 4/1911:21 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 2/19![Frontier logo]()
$175
This Expedia deal was found by Cheapflights users on 2/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/74:36 pm
MCO
- SJU
1 stop7h 53m
Multiple Airlines
Sun 5/107:05 pm
SJU
- MCO
Nonstop3h 13m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:19 pm
MCO
- SJU
Nonstop2h 40m
Spirit Airlines
Mon 4/207:00 am
SJU
- MCO
Nonstop3h 12m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/269:49 pm
MCO
- PSE
Nonstop2h 51m
JetBlue
Fri 4/37:59 pm
PSE
- MCO
Nonstop3h 10m
JetBlue
Deal found 2/21![JetBlue logo]()
$238
This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:41 pm
MCO
- BQN
1 stop8h 28m
United Airlines
Mon 5/1112:15 am
BQN
- MCO
1 stop9h 43m
United Airlines
Deal found 2/21![United Airlines logo]()
$336
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:45 am
MCO
- PSE
Nonstop2h 51m
Frontier
Sun 4/1911:21 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 2/18![Frontier logo]()
$186
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:30 am
MCO
- SJU
Nonstop2h 47m
Multiple Airlines
Thu 2/265:25 pm
SJU
- MCO
Nonstop3h 29m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:25 am
MCO
- PSE
Nonstop2h 50m
Frontier
Sun 3/1511:35 am
PSE
- MCO
Nonstop3h 25m
Frontier
Deal found 2/21![Frontier logo]()
$189
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:19 pm
MCO
- SJU
Nonstop2h 40m
Spirit Airlines
Tue 3/247:54 pm
SJU
- MCO
1 stop12h 00m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$219
This CheapOair deal was found by Cheapflights users on 2/19. 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 5/157:45 am
MCO
- PSE
Nonstop2h 51m
Frontier
Mon 5/1811:36 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 2/19![Frontier logo]()
$189
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:19 pm
MCO
- SJU
Nonstop2h 40m
Multiple Airlines
Mon 4/133:08 am
SJU
- MCO
Nonstop3h 09m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:01 am
MCO
- PSE
Nonstop2h 48m
JetBlue
Tue 5/58:40 am
PSE
- MCO
Nonstop3h 12m
JetBlue
Deal found 2/21![JetBlue logo]()
$238
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/710:25 am
MCO
- SJU
1 stop25h 24m
Spirit Airlines
Tue 4/147:54 pm
SJU
- MCO
1 stop11h 52m
Spirit Airlines
Deal found 2/18![Spirit Airlines logo]()
$221
This Frontier deal was found by Cheapflights users on 2/18. 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 2/265:15 am
MCO
- SJU
1 stop8h 46m
Frontier
Thu 2/265:25 pm
SJU
- MCO
Nonstop3h 29m
Frontier
Deal found 2/18![Frontier logo]()
$192
This Expedia deal was found by Cheapflights users on 2/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:03 pm
MCO
- SJU
Nonstop2h 57m
Multiple Airlines
Tue 4/147:54 pm
SJU
- MCO
1 stop11h 52m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:30 pm
MCO
- SJU
1 stop11h 27m
Frontier
Wed 4/83:16 am
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 2/18![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 5/87:45 am
MCO
- PSE
Nonstop2h 51m
Frontier
Mon 5/1111:36 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 2/19![Frontier logo]()
$199
This Super.com deal was found by Cheapflights users on 2/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/711:00 pm
MCO
- BQN
Nonstop3h 42m
Frontier
Wed 3/112:42 am
BQN
- MCO
Nonstop2h 59m
Frontier
Deal found 2/18![Frontier logo]()
$209
This CheapOair deal was found by Cheapflights users on 2/19. 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 5/111:50 am
MCO
- BQN
1 stop13h 56m
JetBlue
Sun 5/108:30 am
BQN
- MCO
Nonstop2h 58m
JetBlue
Deal found 2/19![JetBlue logo]()
$360
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/212:57 pm
MCO
- BQN
1 stop8h 12m
United Airlines
Mon 4/2712:15 am
BQN
- MCO
1 stop10h 43m
United Airlines
Deal found 2/19![United Airlines logo]()
$398
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:24 am
MCO
- BQN
1 stop16h 28m
Multiple Airlines
Wed 3/112:42 am
BQN
- MCO
Nonstop2h 59m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$302
This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:30 pm
MCO
- SJU
1 stop8h 54m
Frontier
Sun 3/83:08 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 2/18![Frontier logo]()
$211
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Wed 3/1111:00 pm
MCO
- BQN
Nonstop2h 42m
Multiple Airlines
Mon 3/169:15 pm
BQN
- MCO
2 stops17h 18m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$306
This JetBlue deal was found by Cheapflights users on 2/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:55 pm
MCO
- BQN
Nonstop2h 45m
JetBlue
Tue 3/32:30 am
BQN
- MCO
1 stop9h 50m
JetBlue
Deal found 2/18![JetBlue logo]()
$374
This Super.com deal was found by Cheapflights users on 2/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:49 pm
MCO
- SJU
1 stop12h 01m
Frontier
Sun 4/123:23 am
SJU
- MCO
Nonstop3h 09m
Frontier
Deal found 2/18![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 2/19. 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 5/276:00 am
MCO
- PSE
Nonstop2h 56m
Frontier
Tue 6/29:55 am
PSE
- MCO
Nonstop3h 07m
Frontier
Deal found 2/19![Frontier logo]()
$224
This CheapOair deal was found by Cheapflights users on 2/19. 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.
Sat 4/411:10 pm
MCO
- BQN
Nonstop2h 43m
Multiple Airlines
Tue 4/74:33 am
BQN
- MCO
1 stop16h 38m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$342
This Frontier deal was found by Cheapflights users on 2/18. 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 4/167:55 pm
MCO
- SJU
Nonstop2h 53m
Frontier
Sun 4/199:12 pm
SJU
- MCO
1 stop10h 35m
Frontier
Deal found 2/18![Frontier logo]()
$228
This JetBlue deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:01 am
MCO
- MAZ
1 stop4h 41m
JetBlue
Fri 5/87:35 am
MAZ
- MCO
1 stop8h 15m
JetBlue
Deal found 2/21![JetBlue logo]()
$472
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:19 pm
MCO
- MAZ
1 stop13h 23m
Multiple Airlines
Tue 3/107:35 am
MAZ
- MCO
1 stop14h 50m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$359
Last-minute flights from Kissimmee to Puerto RicoDiscover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated February 23, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated February 23, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 2/19. 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 2/246:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Wed 3/48:05 pm
SJU
- MCO
Nonstop3h 20m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$149
This Expedia deal was found by Cheapflights users on 2/19. 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 3/36:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Tue 3/105:00 am
SJU
- MCO
Nonstop3h 15m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$145
This Orbitz deal was found by Cheapflights users on 2/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:00 am
MCO
- SJU
Nonstop2h 54m
Multiple Airlines
Tue 3/105:00 am
SJU
- MCO
Nonstop3h 15m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$146
This Travelocity deal was found by Cheapflights users on 2/20. 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.
Tue 3/36:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Wed 3/48:05 pm
SJU
- MCO
Nonstop3h 20m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$147
This Expedia deal was found by Cheapflights users on 2/20. 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.
Sat 3/76:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Tue 3/105:00 am
SJU
- MCO
Nonstop3h 15m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$151
This Frontier deal was found by Cheapflights users on 2/19. 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 3/2311:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Fri 4/39:14 pm
BQN
- MCO
Nonstop3h 09m
Frontier
Deal found 2/19![Frontier logo]()
$144
This Super.com deal was found by Cheapflights users on 2/19. 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.
Fri 3/2711:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Fri 4/32:43 am
BQN
- MCO
Nonstop3h 03m
Frontier
Deal found 2/19![Frontier logo]()
$143
This Frontier deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Sat 4/46:28 pm
BQN
- MCO
Nonstop3h 15m
Frontier
Deal found 2/22![Frontier logo]()
$130
This Frontier deal was found by Cheapflights users on 2/19. 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 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Mon 4/69:14 pm
BQN
- MCO
Nonstop3h 09m
Frontier
Deal found 2/19![Frontier logo]()
$135
This Super.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Thu 4/22:43 am
BQN
- MCO
Nonstop3h 03m
Frontier
Deal found 2/22![Frontier logo]()
$142
This Frontier deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2811:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Tue 4/72:43 am
BQN
- MCO
Nonstop2h 59m
Frontier
Deal found 2/21![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 2/19. 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 3/3011:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Sat 4/46:28 pm
BQN
- MCO
Nonstop3h 15m
Frontier
Deal found 2/19![Frontier logo]()
$134
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 February 23, 2026.
Search for one-way flight options from Kissimmee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated February 23, 2026.
This Frontier deal was found by Cheapflights users on 2/19. 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 3/3011:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Deal found 2/19![Frontier logo]()
$62
This Super.com deal was found by Cheapflights users on 2/19. 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.
Wed 3/1811:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Deal found 2/19![Frontier logo]()
$71
This eDestinos deal was found by Cheapflights users on 2/19. 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.
Tue 3/311:05 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Deal found 2/19![Frontier logo]()
$71
This Travelocity deal was found by Cheapflights users on 2/20. 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.
Tue 3/106:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$76
This Super.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/319:45 am
MCO
- PSE
Nonstop2h 52m
Frontier
Deal found 2/22![Frontier logo]()
$76
This CheapOair deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:40 am
MCO
- PSE
Nonstop2h 51m
Frontier
Deal found 2/23![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:00 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Deal found 2/22![Frontier logo]()
$80
This Travelocity deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Deal found 2/21![Spirit Airlines logo]()
$80
This Expedia deal was found by Cheapflights users on 2/20. 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.
Wed 2/256:30 am
MCO
- SJU
Nonstop2h 47m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$82
This eDestinos deal was found by Cheapflights users on 2/19. 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.
Tue 3/105:15 am
MCO
- SJU
1 stop9h 02m
Frontier
Deal found 2/19![Frontier logo]()
$83
This Super.com deal was found by Cheapflights users on 2/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/19:04 pm
MCO
- SJU
Nonstop2h 50m
Frontier
Deal found 2/18![Frontier logo]()
$84
This Frontier deal was found by Cheapflights users on 2/19. 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 3/2211:15 pm
MCO
- BQN
Nonstop2h 42m
Frontier
Deal found 2/19![Frontier logo]()
$85
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 February 23, 2026.
Round-trip from | $130 (Frontier) |
|---|---|
One-way from | $62 (Frontier) |
Popular in | December |
Cheapest in | February |
Average price | $212 |
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 February 23, 2026.
Use the filters below to find and compare flights from Kissimmee to Puerto Rico that are best for you.
Fly from
Kissimmee
Fly to
Puerto Rico
Route
Depart
Return
Price
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 4/17
7:40 am-10:31 am
Nonstop2h 51m
Ponce Mercedita
Sun 4/19
11:21 am-2:42 pm
Nonstop3h 21m
$175
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Thu 4/16
7:45 am-10:36 am
Nonstop2h 51m
Ponce Mercedita
Sun 4/19
11:21 am-2:42 pm
Nonstop3h 21m
$186
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 5/7
4:36 pm-12:29 am
1 stop7h 53m
San Juan Luis Munoz Marin Intl
Sun 5/10
7:05 pm-10:18 pm
Nonstop3h 13m
$188
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sun 3/8
8:25 am-11:15 am
Nonstop2h 50m
Ponce Mercedita
Sun 3/15
11:35 am-3:00 pm
Nonstop3h 25m
$189
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 5/15
7:45 am-10:36 am
Nonstop2h 51m
Ponce Mercedita
Mon 5/18
11:36 am-2:57 pm
Nonstop3h 21m
$189
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 4/9
7:19 pm-9:59 pm
Nonstop2h 40m
San Juan Luis Munoz Marin Intl
Mon 4/20
7:00 am-10:12 am
Nonstop3h 12m
$192
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 2/26
5:15 am-3:01 pm
1 stop8h 46m
San Juan Luis Munoz Marin Intl
Thu 2/26
5:25 pm-7:54 pm
Nonstop3h 29m
$192
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Tue 3/31
1:30 pm-12:57 am
1 stop11h 27m
San Juan Luis Munoz Marin Intl
Wed 4/8
3:16 am-6:25 am
Nonstop3h 09m
$195
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 5/8
7:45 am-10:36 am
Nonstop2h 51m
Ponce Mercedita
Mon 5/11
11:36 am-2:57 pm
Nonstop3h 21m
$199
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Thu 2/26
6:30 am-10:17 am
Nonstop2h 47m
San Juan Luis Munoz Marin Intl
Thu 2/26
5:25 pm-7:54 pm
Nonstop3h 29m
$207
Showing 1-10 of 60 results
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-CPX
MCO-MAZ
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-CPX
What is the cheapest month to book a flight from Kissimmee to Puerto Rico?
Currently, August is the cheapest month in which you can book a flight from Kissimmee to Puerto Rico (average of $53). Flying from Kissimmee to Puerto Rico in December is currently the most expensive (average of $124). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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 February 23, 2026.
It’s optimal to fly from Kissimmee to Puerto Rico at noon. By choosing this option you can save up to 24% on the cost of your flight, compared to a flight in the morning.
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 February 21, 2026.
Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Tuesday at noon when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 February 23, 2026.
The most flights from K1S to PR0 are scheduled on a Sunday (19 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).
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 February 23, 2026.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest, American Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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 February 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Kissimmee to Puerto Rico
Discover the top 7 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 February 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$198 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$97 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$226 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$104 | Average$251 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$347 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$240 | Average$377 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$364 | FlexibilityNo cancel fee | On-time63% |