$84+ Cheap flights from Puerto Rico to Kissimmee, FL
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MCO
Sep 19 — Sep 261
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Puerto Rico to Kissimmee
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Cheapest flights from Puerto Rico to KissimmeeExplore the most affordable flight options available from Puerto Rico to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
Explore the most affordable flight options available from Puerto Rico to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sat 9/266:42 pm -
Nonstop3h 10m
Thu 10/811:16 am -
Nonstop3h 00m
Deal found 8/19![Frontier logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:43 pm -
Nonstop3h 00m
Sat 9/1211:00 pm -
Nonstop2h 52m
Deal found 8/19![Frontier logo]()
$182
This eDestinos deal was found by Cheapflights users on 8/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:43 pm -
Nonstop3h 00m
Sun 9/136:35 am -
Nonstop3h 00m
Deal found 8/16![Frontier logo]()
$183
This Priceline deal was found by Cheapflights users on 8/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/73:10 am -
Nonstop3h 00m
Tue 9/226:35 am -
Nonstop3h 00m
Deal found 8/19![Frontier logo]()
$184
This Super.com deal was found by Cheapflights users on 8/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:52 am -
Nonstop2h 56m
Tue 9/227:00 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$185
This Super.com deal was found by Cheapflights users on 8/18. 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.
Wed 11/113:55 am -
Nonstop3h 03m
Mon 11/165:05 am -
Nonstop2h 53m
Deal found 8/18![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Sat 9/192:57 am -
Nonstop3h 02m
Sat 10/311:16 am -
Nonstop3h 02m
Deal found 8/18![Frontier logo]()
$187
This CheapOair deal was found by Cheapflights users on 8/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:12 am -
Nonstop2h 56m
Tue 9/157:00 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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.
Sat 10/316:31 pm -
Nonstop3h 12m
Wed 11/42:36 pm -
Nonstop3h 01m
Deal found 8/18![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 8/16. 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.
Wed 9/911:12 am -
Nonstop2h 56m
Wed 9/167:20 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:55 pm -
Nonstop3h 09m
Fri 10/168:09 pm -
Nonstop2h 56m
Deal found 8/19![Frontier logo]()
$189
This eDestinos deal was found by Cheapflights users on 8/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:10 am -
Nonstop3h 00m
Wed 9/911:00 pm -
Nonstop2h 52m
Deal found 8/16![Frontier logo]()
$190
Best flights from Puerto Rico to KissimmeeDiscover carefully curated flight deals from Puerto Rico to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
Discover carefully curated flight deals from Puerto Rico to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 20, 2026.
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:55 pm -
Nonstop3h 00m
Sat 9/126:30 am -
Nonstop2h 55m
Deal found 8/19![Southwest logo]()
$226
This CheapOair deal was found by Cheapflights users on 8/19. 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 9/1110:05 am -
Nonstop3h 05m
Fri 9/186:15 am -
Nonstop3h 03m
Deal found 8/19![Frontier logo]()
$229
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:55 am -
Nonstop3h 06m
Wed 9/165:05 am -
Nonstop2h 56m
Deal found 8/17![JetBlue logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Tue 9/14:36 pm -
1 stop7h 07m
Sat 9/58:05 am -
1 stop8h 06m
Deal found 8/17![Multiple Airlines logo]()
$338
This Priceline deal was found by Cheapflights users on 8/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:47 am -
Nonstop3h 07m
Sun 9/67:00 am -
Nonstop3h 02m
Deal found 8/19![Frontier logo]()
$244
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Tue 10/1312:15 am -
1 stop9h 06m
Sat 10/249:10 am -
2 stops13h 47m
Deal found 8/16![United Airlines logo]()
$534
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:30 am -
Nonstop3h 05m
Fri 10/236:25 pm -
1 stop5h 34m
Deal found 8/17![JetBlue logo]()
$278
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:50 am -
2 stops10h 45m
Sat 10/2410:30 am -
2 stops11h 40m
Deal found 8/18![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 8/16. 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 9/265:55 am -
2 stops13h 55m
Mon 9/286:35 am -
1 stop7h 55m
Deal found 8/16![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:01 am -
1 stop6h 57m
Mon 11/26:45 pm -
1 stop5h 14m
Deal found 8/19![JetBlue logo]()
$282
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am -
2 stops16h 10m
Fri 10/210:45 am -
1 stop9h 15m
Deal found 8/18![Southwest logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 8/304:36 pm -
1 stop7h 21m
Thu 9/35:15 am -
1 stop28h 27m
Deal found 8/15![Multiple Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 8/16. 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.
Wed 9/306:00 am -
2 stops16h 05m
Sun 10/43:20 pm -
2 stops8h 50m
Deal found 8/16![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:48 am -
Nonstop3h 03m
Tue 9/85:01 am -
Nonstop2h 57m
Deal found 8/19![JetBlue logo]()
$323
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/245:30 am -
2 stops10h 50m
Mon 9/2812:45 pm -
2 stops10h 10m
Deal found 8/19![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:01 am -
1 stop6h 15m
Mon 12/146:50 pm -
1 stop5h 21m
Deal found 8/17![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 8/17. 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.
Fri 10/231:05 pm -
1 stop6h 05m
Mon 10/262:30 pm -
2 stops9h 35m
Deal found 8/17![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/15. 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 10/295:01 am -
1 stop6h 57m
Sun 11/16:45 pm -
1 stop5h 14m
Deal found 8/15![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 8/15. 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.
Sun 10/45:30 am -
1 stop7h 55m
Wed 10/711:05 am -
2 stops12h 00m
Deal found 8/15![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/18. 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.
Fri 12/116:01 am -
1 stop6h 15m
Wed 12/166:50 pm -
1 stop5h 21m
Deal found 8/18![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:05 pm -
1 stop6h 05m
Mon 11/29:40 am -
2 stops14h 25m
Deal found 8/19![Southwest logo]()
$280
This JetBlue deal was found by Cheapflights users on 8/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:01 am -
1 stop6h 15m
Wed 12/166:50 pm -
1 stop5h 21m
Deal found 8/19![JetBlue logo]()
$326
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:30 am -
2 stops10h 50m
Tue 9/1510:20 am -
2 stops11h 45m
Deal found 8/19![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Sat 10/312:15 am -
1 stop9h 06m
Wed 10/79:10 am -
2 stops13h 59m
Deal found 8/19![United Airlines logo]()
$610
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 9/3012:15 am -
1 stop9h 06m
Mon 10/59:10 am -
2 stops13h 59m
Deal found 8/19![United Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 8/15. 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.
Fri 9/45:30 am -
2 stops10h 50m
Sun 9/69:50 am -
2 stops13h 30m
Deal found 8/15![Southwest logo]()
$288
This United Airlines deal was found by Cheapflights users on 8/19. 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 9/2912:15 am -
1 stop10h 22m
Mon 10/59:10 am -
2 stops13h 59m
Deal found 8/19![United Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 8/15. 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.
Wed 9/26:00 am -
2 stops11h 55m
Tue 9/82:55 pm -
1 stop7h 10m
Deal found 8/15![Southwest logo]()
$288
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 10/1412:15 am -
2 stops11h 08m
Tue 10/2012:55 pm -
1 stop10h 14m
Deal found 8/15![United Airlines logo]()
$636
This JetBlue deal was found by Cheapflights users on 8/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/55:01 am -
Nonstop3h 03m
Mon 2/157:35 pm -
Nonstop2h 45m
Deal found 8/17![JetBlue logo]()
$493
Last-minute flights from Puerto Rico to KissimmeeDiscover last-minute flight deals from Puerto Rico to Kissimmee. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Kissimmee. Data last updated August 20, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 8/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:10 am -
Nonstop3h 00m
Wed 9/911:00 pm -
Nonstop2h 52m
Deal found 8/16![Frontier logo]()
$190
This eDestinos deal was found by Cheapflights users on 8/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:43 pm -
Nonstop3h 00m
Sun 9/136:35 am -
Nonstop3h 00m
Deal found 8/16![Frontier logo]()
$183
This Priceline deal was found by Cheapflights users on 8/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/73:10 am -
Nonstop3h 00m
Tue 9/226:35 am -
Nonstop3h 00m
Deal found 8/19![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:43 pm -
Nonstop3h 00m
Sat 9/1211:00 pm -
Nonstop2h 52m
Deal found 8/19![Frontier logo]()
$182
This CheapOair deal was found by Cheapflights users on 8/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:12 am -
Nonstop2h 56m
Tue 9/157:00 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$187
This Frontier deal was found by Cheapflights users on 8/16. 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.
Wed 9/911:12 am -
Nonstop2h 56m
Wed 9/167:20 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$188
This CheapOair deal was found by Cheapflights users on 8/18. 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 9/106:42 pm -
Nonstop3h 10m
Mon 9/1411:00 pm -
Nonstop2h 52m
Deal found 8/18![Frontier logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:00 am -
Nonstop3h 08m
Sun 9/206:35 am -
Nonstop3h 00m
Deal found 8/19![Frontier logo]()
$189
This Super.com deal was found by Cheapflights users on 8/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:52 am -
Nonstop2h 56m
Tue 9/227:00 am -
Nonstop2h 54m
Deal found 8/16![Frontier logo]()
$185
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Sat 9/192:57 am -
Nonstop3h 02m
Sat 10/311:16 am -
Nonstop3h 02m
Deal found 8/18![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:42 pm -
Nonstop3h 10m
Sun 9/2711:00 pm -
Nonstop2h 52m
Deal found 8/18![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sat 9/266:42 pm -
Nonstop3h 10m
Thu 10/811:16 am -
Nonstop3h 00m
Deal found 8/19![Frontier logo]()
$181
One-way flights from Puerto Rico to KissimmeeSearch for one-way flight options from Puerto Rico to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
Search for one-way flight options from Puerto Rico to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Super.com deal was found by Cheapflights users on 8/18. 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 9/1711:27 am -
Nonstop3h 14m
Deal found 8/18![Frontier logo]()
$84
This Orbitz deal was found by Cheapflights users on 8/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:49 am -
Nonstop3h 14m
Deal found 8/15![Frontier logo]()
$92
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:43 am -
Nonstop3h 11m
Deal found 8/17![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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.
Sat 10/316:31 pm -
Nonstop3h 12m
Deal found 8/18![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:12 am -
Nonstop2h 56m
Deal found 8/17![Frontier logo]()
$94
This CheapOair deal was found by Cheapflights users on 8/18. 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.
Wed 9/1610:42 am -
Nonstop3h 10m
Deal found 8/18![Frontier logo]()
$95
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:53 am -
Nonstop3h 10m
Deal found 8/17![Frontier logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 11/117:42 pm -
Nonstop3h 10m
Deal found 8/18![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Mon 9/213:55 pm -
Nonstop3h 10m
Deal found 8/19![Frontier logo]()
$97
This eDestinos deal was found by Cheapflights users on 8/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:42 pm -
Nonstop3h 10m
Deal found 8/16![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 8/18. 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 10/111:08 am -
Nonstop2h 56m
Deal found 8/18![Frontier logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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.
Fri 9/2510:42 am -
Nonstop3h 10m
Deal found 8/16![Frontier logo]()
$99
Find flight deals from Puerto Rico to Kissimmee
Keep the following information in mind while searching for Puerto Rico to Kissimmee flight deals. Data was last updated August 20, 2026.
Round-trip from | $181 (Kiwi.com) |
|---|---|
One-way from | $84 (Super.com) |
Popular in | June |
Cheapest in | February |
Average price | $257 |
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 20, 2026.
Use the filters below to find and compare flights from Puerto Rico to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 9/10
8:55 pm-11:55 pm
Nonstop3h 00m
Orlando
Sat 9/12
6:30 am-9:25 am
Nonstop2h 55m
$226
PonceOrlando
PSE Ponce Mercedita - MCO Orlando
PSEMCO
Ponce Mercedita
Fri 9/11
10:05 am-1:10 pm
Nonstop3h 05m
Orlando
Fri 9/18
6:15 am-9:18 am
Nonstop3h 03m
$229
PonceOrlando
PSE Ponce Mercedita - MCO Orlando
PSEMCO
Ponce Mercedita
Fri 9/4
10:47 am-1:54 pm
Nonstop3h 07m
Orlando
Sun 9/6
7:00 am-10:02 am
Nonstop3h 02m
$244
PonceOrlando
PSE Ponce Mercedita - MCO Orlando
PSEMCO
Ponce Mercedita
Fri 9/11
8:55 am-12:01 pm
Nonstop3h 06m
Orlando
Wed 9/16
5:05 am-8:01 am
Nonstop2h 56m
$273
PonceOrlando
PSE Ponce Mercedita - MCO Orlando
PSEMCO
Ponce Mercedita
Mon 10/19
9:30 am-12:35 pm
Nonstop3h 05m
Orlando
Fri 10/23
6:25 pm-11:59 pm
1 stop5h 34m
$278
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Wed 10/21
5:50 am-4:35 pm
2 stops10h 45m
Orlando
Sat 10/24
10:30 am-10:10 pm
2 stops11h 40m
$280
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Sat 9/26
5:55 am-7:50 pm
2 stops13h 55m
Orlando
Mon 9/28
6:35 am-2:30 pm
1 stop7h 55m
$280
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Wed 9/16
6:00 am-10:10 pm
2 stops16h 10m
Orlando
Fri 10/2
10:45 am-8:00 pm
1 stop9h 15m
$280
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Wed 9/30
6:00 am-10:05 pm
2 stops16h 05m
Orlando
Sun 10/4
3:20 pm-12:10 am
2 stops8h 50m
$280
San JuanOrlando
SJU San Juan Luis Munoz Marin Intl - MCO Orlando
SJUMCO
San Juan Luis Munoz Marin Intl
Thu 9/24
5:30 am-4:20 pm
2 stops10h 50m
Orlando
Mon 9/28
12:45 pm-10:55 pm
2 stops10h 10m
$280
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Puerto Rico to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Puerto Rico with our price prediction graph.
SJU-MCO
BQN-MCO
PSE-MCO
MAZ-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Puerto Rico to Kissimmee
PR0-K1S
SJU-MCO
BQN-MCO
PSE-MCO
MAZ-MCO
What is the cheapest time of day to fly from PR to K1S?
Find hourly flight availability from Puerto Rico to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 13% on flights from Puerto Rico to Kissimmee by exploring options for tickets at noon.
Weekly flight availability from Puerto Rico to Kissimmee
Explore weekly flight availability from Puerto Rico to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 20, 2026.
The most flights from PR0 to K1S are scheduled on a Tuesday (34 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
What is the cheapest day to fly from Puerto Rico to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Puerto Rico to Kissimmee. Price data was last updated on August 15, 2026.
Travelers seeking maximum savings on their Puerto Rico to Kissimmee flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated August 20, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Puerto Rico to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
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Alternative routes for Puerto Rico to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Puerto Rico to Kissimmee by cabin class
Find flights from Puerto Rico to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Puerto Rico and Kissimmee flights
Browse other Puerto Rico and Kissimmee flight options. Last updated on August 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Puerto Rico to Kissimmee
Discover the top 6 airlines that operate flights from Puerto Rico to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$115 | Average$256 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$207 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$139 | Average$335 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$140 | Average$276 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$357 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$377 | FlexibilityNo cancel fee | On-time71% |