$92+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SJU
Jun 6 — Jun 131
Round-trip
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 May 7, 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 May 7, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:15 pm
MCO
- SJU
1 stop15h 46m
Frontier
Thu 6/116:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$169
This Frontier deal was found by Cheapflights users on 5/2. 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.
Sat 6/610:11 am
MCO
- SJU
1 stop7h 03m
Frontier
Thu 6/116:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$170
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Tue 6/26:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Wed 6/106:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 5/2. 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 6/24:02 pm
MCO
- SJU
1 stop7h 57m
Frontier
Thu 6/116:00 am
SJU
- MCO
Nonstop3h 12m
Frontier
Deal found 5/2![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 5/2. 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 6/44:40 pm
MCO
- SJU
1 stop11h 21m
Frontier
Fri 6/58:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/2![Frontier logo]()
$197
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Tue 8/45:25 am
MCO
- SJU
1 stop8h 51m
Frontier
Tue 8/185:15 pm
SJU
- MCO
1 stop13h 30m
Frontier
Deal found 5/2![Frontier logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:37 am
MCO
- SJU
1 stop16h 24m
Frontier
Tue 6/98:00 am
SJU
- MCO
1 stop8h 32m
Frontier
Deal found 5/4![Frontier logo]()
$201
This Super.com deal was found by Cheapflights users on 5/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2111:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sun 5/242:59 am
BQN
- MCO
Nonstop2h 58m
Frontier
Deal found 5/2![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:37 am
MCO
- SJU
1 stop16h 24m
Frontier
Sat 6/68:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/4![Frontier logo]()
$203
This Frontier deal was found by Cheapflights users on 5/2. 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 5/2111:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sat 5/234:28 pm
BQN
- MCO
Nonstop3h 06m
Frontier
Deal found 5/2![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Tue 6/26:15 am
MCO
- SJU
1 stop17h 44m
Frontier
Sat 6/68:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/2![Frontier logo]()
$204
This eDestinos deal was found by Cheapflights users on 5/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1411:15 pm
MCO
- SJU
Nonstop2h 54m
Frontier
Tue 6/305:15 pm
SJU
- MCO
1 stop13h 30m
Frontier
Deal found 5/4![Frontier logo]()
$206
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 May 7, 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 May 7, 2026.
This Frontier deal was found by Cheapflights users on 5/3. 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 8/57:55 am
MCO
- PSE
Nonstop3h 02m
Frontier
Sat 8/810:31 am
PSE
- MCO
Nonstop3h 07m
Frontier
Deal found 5/3![Frontier logo]()
$239
This Spirit deal was found by Cheapflights users on 5/2. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/209:48 am
MCO
- SJU
Nonstop2h 54m
Spirit Airlines
Fri 6/262:59 am
SJU
- MCO
Nonstop2h 58m
Spirit Airlines
Deal found 5/2![Spirit Airlines logo]()
$289
This JetBlue deal was found by Cheapflights users on 5/4. 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.
Fri 10/305:45 am
MCO
- PSE
Nonstop2h 52m
JetBlue
Mon 11/210:30 am
PSE
- MCO
Nonstop3h 12m
JetBlue
Deal found 5/4![JetBlue logo]()
$318
This Southwest deal was found by Cheapflights users on 5/4. 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 10/25:20 pm
MCO
- SJU
1 stop7h 15m
Southwest
Sun 10/45:00 am
SJU
- MCO
2 stops9h 25m
Southwest
Deal found 5/4![Southwest logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/175:01 am
MCO
- MAZ
1 stop7h 43m
Multiple Airlines
Tue 7/214:36 pm
MAZ
- MCO
2 stops23h 34m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$504
This CheapOair deal was found by Cheapflights users on 5/2. 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 5/196:10 am
MCO
- PSE
Nonstop2h 57m
Frontier
Tue 5/2610:02 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/2![Frontier logo]()
$268
This JetBlue deal was found by Cheapflights users on 5/3. 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.
Fri 8/75:01 am
MCO
- PSE
Nonstop2h 55m
JetBlue
Tue 8/118:46 am
PSE
- MCO
Nonstop3h 02m
JetBlue
Deal found 5/3![JetBlue logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/306:10 am
MCO
- PSE
Nonstop2h 57m
Frontier
Thu 6/410:02 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/6![Frontier logo]()
$293
This United Airlines deal was found by Cheapflights users on 5/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:45 am
MCO
- BQN
2 stops13h 24m
United Airlines
Sun 6/712:15 am
BQN
- MCO
1 stop23h 17m
United Airlines
Deal found 5/2![United Airlines logo]()
$709
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/126:45 am
MCO
- PSE
Nonstop3h 01m
Frontier
Fri 7/2410:31 am
PSE
- MCO
Nonstop3h 07m
Frontier
Deal found 5/2![Frontier logo]()
$296
This JetBlue deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/166:01 am
MCO
- SJU
Nonstop2h 55m
JetBlue
Tue 6/2310:40 pm
SJU
- MCO
Nonstop3h 01m
JetBlue
Deal found 5/6![JetBlue logo]()
$345
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/233:20 pm
MCO
- SJU
2 stops8h 55m
Southwest
Thu 7/305:30 am
SJU
- MCO
2 stops12h 30m
Southwest
Deal found 5/6![Southwest logo]()
$392
This CheapOair deal was found by Cheapflights users on 5/2. 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.
Thu 5/216:10 am
MCO
- PSE
Nonstop2h 57m
Frontier
Thu 5/2810:02 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/2![Frontier logo]()
$304
This Southwest deal was found by Cheapflights users on 5/5. 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.
Thu 7/3012:25 pm
MCO
- SJU
1 stop12h 05m
Southwest
Mon 8/37:00 am
SJU
- MCO
2 stops13h 00m
Southwest
Deal found 5/5![Southwest logo]()
$392
This JetBlue deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/1810:25 pm
MCO
- SJU
Nonstop3h 00m
JetBlue
Tue 6/2310:40 pm
SJU
- MCO
Nonstop3h 01m
JetBlue
Deal found 5/6![JetBlue logo]()
$363
This Priceline deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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.
Fri 7/106:45 am
MCO
- PSE
Nonstop3h 01m
Frontier
Sun 7/1210:31 am
PSE
- MCO
Nonstop3h 07m
Frontier
Deal found 5/6![Frontier logo]()
$320
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/712:30 pm
MCO
- SJU
2 stops11h 15m
Southwest
Thu 7/97:00 am
SJU
- MCO
2 stops13h 00m
Southwest
Deal found 5/2![Southwest logo]()
$396
This Frontier deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/96:45 am
MCO
- PSE
Nonstop2h 57m
Frontier
Mon 6/1510:27 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/6![Frontier logo]()
$325
This Southwest deal was found by Cheapflights users on 5/4. 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.
Mon 7/63:20 pm
MCO
- SJU
2 stops8h 55m
Southwest
Fri 7/315:30 am
SJU
- MCO
1 stop7h 20m
Southwest
Deal found 5/4![Southwest logo]()
$396
This JetBlue deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/75:14 am
MCO
- BQN
Nonstop2h 46m
JetBlue
Mon 7/135:01 am
BQN
- MCO
1 stop7h 06m
JetBlue
Deal found 5/6![JetBlue logo]()
$401
This Super.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/66:10 am
MCO
- PSE
Nonstop2h 57m
Frontier
Sat 6/1310:27 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/6![Frontier logo]()
$337
This JetBlue deal was found by Cheapflights users on 5/3. 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 6/610:20 pm
MCO
- SJU
Nonstop2h 53m
JetBlue
Wed 7/19:40 pm
SJU
- MCO
Nonstop3h 03m
JetBlue
Deal found 5/3![JetBlue logo]()
$421
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 6/12:00 pm
MCO
- SJU
2 stops9h 40m
Southwest
Thu 6/115:30 am
SJU
- MCO
1 stop7h 20m
Southwest
Deal found 5/6![Southwest logo]()
$442
This CheapOair deal was found by Cheapflights users on 5/2. 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.
Fri 6/56:10 am
MCO
- PSE
Nonstop2h 57m
Frontier
Sun 6/710:02 am
PSE
- MCO
Nonstop3h 21m
Frontier
Deal found 5/2![Frontier logo]()
$340
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/712:30 pm
MCO
- SJU
2 stops11h 15m
Southwest
Tue 7/146:00 am
SJU
- MCO
2 stops8h 35m
Southwest
Deal found 5/6![Southwest logo]()
$443
This JetBlue deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 7/55:14 am
MCO
- BQN
Nonstop2h 44m
JetBlue
Sun 7/125:01 am
BQN
- MCO
1 stop7h 06m
JetBlue
Deal found 5/6![JetBlue logo]()
$451
This United Airlines deal was found by Cheapflights users on 5/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:05 pm
MCO
- BQN
2 stops28h 04m
United Airlines
Fri 6/512:15 am
BQN
- MCO
2 stops24h 46m
United Airlines
Deal found 5/2![United Airlines logo]()
$734
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:30 pm
MCO
- SJU
2 stops11h 15m
Southwest
Tue 7/285:00 am
SJU
- MCO
1 stop7h 45m
Southwest
Deal found 5/2![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 8/37:05 pm
MCO
- BQN
2 stops28h 04m
United Airlines
Tue 9/2912:15 am
BQN
- MCO
1 stop9h 06m
United Airlines
Deal found 5/3![United Airlines logo]()
$749
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:05 pm
MCO
- BQN
2 stops32h 04m
United Airlines
Mon 6/812:15 am
BQN
- MCO
2 stops20h 14m
United Airlines
Deal found 5/5![United Airlines logo]()
$761
Last-minute flights from Kissimmee to Puerto RicoDiscover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Kissimmee to Puerto Rico. Data last updated May 7, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Wed 5/135:10 pm
MCO
- SJU
1 stop22h 02m
Frontier
Fri 5/157:20 am
SJU
- MCO
1 stop14h 33m
Frontier
Deal found 5/2![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Wed 5/135:10 pm
MCO
- SJU
1 stop22h 02m
Frontier
Wed 5/278:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/2![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 5/147:25 am
MCO
- SJU
1 stop7h 47m
Frontier
Sat 5/166:30 am
SJU
- MCO
1 stop17h 14m
Frontier
Deal found 5/2![Frontier logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:00 pm
MCO
- SJU
1 stop22h 12m
Frontier
Sat 5/238:32 am
SJU
- MCO
1 stop13h 21m
Frontier
Deal found 5/2![Frontier logo]()
$209
This Travelocity deal was found by Cheapflights users on 5/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:17 pm
MCO
- BQN
Nonstop2h 45m
Multiple Airlines
Wed 5/275:01 am
BQN
- MCO
Nonstop2h 59m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$219
This Super.com deal was found by Cheapflights users on 5/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2111:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sun 5/242:59 am
BQN
- MCO
Nonstop2h 58m
Frontier
Deal found 5/2![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 5/2. 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 5/2111:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sat 5/234:28 pm
BQN
- MCO
Nonstop3h 06m
Frontier
Deal found 5/2![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 5/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Thu 6/113:00 am
BQN
- MCO
Nonstop2h 52m
Frontier
Deal found 5/5![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/239:56 pm
MCO
- BQN
Nonstop2h 46m
Multiple Airlines
Sun 5/312:59 am
BQN
- MCO
Nonstop2h 58m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$224
This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2611:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Mon 6/12:59 am
BQN
- MCO
Nonstop2h 58m
Frontier
Deal found 5/2![Frontier logo]()
$211
This Super.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” 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 5/2811:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sun 5/312:59 am
BQN
- MCO
Nonstop2h 58m
Frontier
Deal found 5/6![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Thu 6/411:17 pm
MCO
- BQN
Nonstop2h 45m
Frontier
Sun 6/72:59 am
BQN
- MCO
Nonstop2h 58m
Frontier
Deal found 5/3![Frontier logo]()
$231
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 May 7, 2026.
Search for one-way flight options from Kissimmee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This eDestinos deal was found by Cheapflights users on 5/3. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:11 am
MCO
- SJU
1 stop7h 03m
Frontier
Deal found 5/3![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/411:13 pm
MCO
- BQN
Nonstop2h 52m
Frontier
Deal found 5/4![Frontier logo]()
$96
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Fri 5/296:15 am
MCO
- SJU
1 stop21h 46m
Frontier
Deal found 5/2![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 5/5. 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 6/306:45 am
MCO
- PSE
Nonstop2h 57m
Frontier
Deal found 5/5![Frontier logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:15 am
MCO
- SJU
1 stop18h 06m
Frontier
Deal found 5/2![Frontier logo]()
$98
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Sun 5/1711:20 pm
MCO
- SJU
Nonstop2h 48m
Frontier
Deal found 5/2![Frontier logo]()
$99
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:37 am
MCO
- SJU
1 stop16h 24m
Frontier
Deal found 5/4![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 5/306:50 am
MCO
- SJU
1 stop17h 51m
Frontier
Deal found 5/2![Frontier logo]()
$103
This CheapOair deal was found by Cheapflights users on 5/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:30 am
MCO
- PSE
Nonstop2h 58m
Frontier
Deal found 5/4![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 6/2511:13 pm
MCO
- BQN
Nonstop2h 52m
Frontier
Deal found 5/2![Frontier logo]()
$105
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Tue 6/302:51 pm
MCO
- SJU
1 stop26h 42m
Frontier
Deal found 5/2![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Wed 7/297:55 am
MCO
- PSE
Nonstop3h 02m
Frontier
Deal found 5/2![Frontier logo]()
$105
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 May 7, 2026.
Round-trip from | $169 (Cheapflightsfares) |
|---|---|
One-way from | $92 (eDestinos) |
Popular in | December |
Cheapest in | February |
Average price | $249 |
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 May 7, 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
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Wed 8/5
7:55 am-10:57 am
Nonstop3h 02m
Ponce Mercedita
Sat 8/8
10:31 am-1:38 pm
Nonstop3h 07m
$239
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Tue 5/19
6:10 am-9:07 am
Nonstop2h 57m
Ponce Mercedita
Tue 5/26
10:02 am-1:23 pm
Nonstop3h 21m
$268
Quickest round-trip
OrlandoSan Juan
MCO - SJU
MCOSJU
Orlando
Sat 6/20
9:48 am-12:42 pm
Nonstop2h 54m
San Juan Luis Munoz Marin Intl
Fri 6/26
2:59 am-5:57 am
Nonstop2h 58m
$289
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sat 5/30
6:10 am-9:07 am
Nonstop2h 57m
Ponce Mercedita
Thu 6/4
10:02 am-1:23 pm
Nonstop3h 21m
$293
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Sun 7/12
6:45 am-9:46 am
Nonstop3h 01m
Ponce Mercedita
Fri 7/24
10:31 am-1:38 pm
Nonstop3h 07m
$296
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Thu 5/21
6:10 am-9:07 am
Nonstop2h 57m
Ponce Mercedita
Thu 5/28
10:02 am-1:23 pm
Nonstop3h 21m
$304
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 10/30
5:45 am-8:37 am
Nonstop2h 52m
Ponce Mercedita
Mon 11/2
10:30 am-12:42 pm
Nonstop3h 12m
$318
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 8/7
5:01 am-7:56 am
Nonstop2h 55m
Ponce Mercedita
Tue 8/11
8:46 am-11:48 am
Nonstop3h 02m
$318
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Fri 7/10
6:45 am-9:46 am
Nonstop3h 01m
Ponce Mercedita
Sun 7/12
10:31 am-1:38 pm
Nonstop3h 07m
$320
OrlandoPonce
MCO - PSE
MCOPSE
Orlando
Tue 6/9
6:45 am-9:42 am
Nonstop2h 57m
Ponce Mercedita
Mon 6/15
10:27 am-1:48 pm
Nonstop3h 21m
$325
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-SJU
MCO-PSE
MCO-BQN
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-SJU
MCO-PSE
MCO-BQN
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 May 7, 2026.
It’s optimal to fly from Kissimmee to Puerto Rico in the evening. By choosing this option you can save up to 25% 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 May 2, 2026.
Travelers seeking maximum savings on their Kissimmee to Puerto Rico flight should consider departing on Sunday at noon when fares are most often at their lowest. Saturday afternoons 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 May 7, 2026.
The most flights from K1S to PR0 are scheduled on a Thursday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (15 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 May 7, 2026.
Read through reviews of airlines operating flights from Kissimmee to Puerto Rico, such as Southwest,American Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
7.9
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 7, 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 May 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$200 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$98 | Average$228 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$104 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$114 | Average$249 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$382 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$229 | Average$458 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$359 | FlexibilityNo cancel fee | On-time63% |