$101+ Cheap flights from Connecticut to Puerto Rico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Oct 17 — Oct 241
Round-trip
1 adult, Economy
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Find cheap flights from Connecticut to Puerto Rico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Connecticut to Puerto Rico
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Cheapest flights from Connecticut to Puerto RicoExplore the most affordable flight options available from Connecticut to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
Explore the most affordable flight options available from Connecticut to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2026.
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/13![Frontier logo]()
$187
This Super.com deal was found by Cheapflights users on 9/16. 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.
Wed 10/148:49 pm -
Nonstop3h 58m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/16![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/17![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/169:37 pm -
Nonstop4h 00m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/16![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/16![Frontier logo]()
$214
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:37 pm -
Nonstop4h 00m
Fri 10/164:28 pm -
Nonstop4h 14m
Deal found 9/14![Frontier logo]()
$216
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:33 pm -
Nonstop3h 57m
Sat 12/123:22 pm -
Nonstop4h 16m
Deal found 9/14![Frontier logo]()
$219
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:25 pm -
Nonstop3h 45m
Mon 9/284:28 pm -
Nonstop4h 02m
Deal found 9/13![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:33 pm -
Nonstop3h 57m
Sun 12/133:22 pm -
Nonstop4h 16m
Deal found 9/14![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
1 stop14h 15m
Tue 11/33:59 pm -
1 stop25h 02m
Deal found 9/14![Frontier logo]()
$254
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:59 pm -
2 stops17h 20m
Fri 10/303:59 pm -
1 stop16h 35m
Deal found 9/17![Frontier logo]()
$267
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Tue 10/273:14 pm -
1 stop8h 59m
Wed 10/286:00 am -
Nonstop4h 02m
Deal found 9/15![JetBlue logo]()
$268
Best flights from Connecticut to Puerto RicoDiscover carefully curated flight deals from Connecticut to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Connecticut to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:00 pm -
Nonstop3h 55m
Wed 11/187:00 am -
1 stop8h 16m
Deal found 9/14![JetBlue logo]()
$279
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:21 pm -
1 stop8h 54m
Tue 12/83:04 pm -
1 stop9h 41m
Deal found 9/15![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/2411:31 am -
2 stops12h 19m
Wed 10/287:05 am -
2 stops14h 22m
Deal found 9/12![United Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 9/16. 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.
Tue 10/2710:35 am -
2 stops11h 20m
Sun 11/15:35 am -
2 stops9h 50m
Deal found 9/16![Southwest logo]()
$346
This FlightHub deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:00 pm -
2 stops20h 18m
Tue 10/68:55 am -
1 stop10h 45m
Deal found 9/13![Multiple Airlines logo]()
$560
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:50 am -
Nonstop4h 00m
Wed 10/216:10 am -
1 stop6h 44m
Deal found 9/13![JetBlue logo]()
$293
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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.
Sun 12/66:00 am -
2 stops14h 24m
Fri 12/112:35 pm -
2 stops10h 09m
Deal found 9/12![United Airlines logo]()
$322
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Mon 10/199:50 am -
Nonstop4h 08m
Sat 10/246:20 am -
1 stop7h 56m
Deal found 9/15![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:29 pm -
Nonstop4h 20m
Wed 10/76:45 am -
Nonstop4h 00m
Deal found 9/12![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/15. 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 2/2411:00 am -
2 stops10h 00m
Wed 3/35:45 am -
2 stops10h 20m
Deal found 9/15![Southwest logo]()
$356
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:50 am -
Nonstop4h 00m
Thu 10/224:52 pm -
Nonstop4h 08m
Deal found 9/16![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:29 pm -
Nonstop4h 20m
Tue 10/66:45 am -
Nonstop4h 00m
Deal found 9/13![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/76:00 am -
1 stop6h 34m
Tue 10/131:00 am -
2 stops13h 29m
Deal found 9/16![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 9/15. 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 11/152:30 pm -
2 stops9h 30m
Thu 11/196:10 am -
2 stops9h 10m
Deal found 9/15![Southwest logo]()
$356
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:00 am -
Nonstop3h 55m
Wed 11/182:10 pm -
Nonstop4h 11m
Deal found 9/15![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:47 pm -
Nonstop4h 03m
Mon 10/2612:00 pm -
Nonstop4h 22m
Deal found 9/16![United Airlines logo]()
$337
This JetBlue deal was found by Cheapflights users on 9/17. 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.
Thu 10/296:00 am -
1 stop7h 04m
Mon 11/26:40 pm -
Nonstop4h 16m
Deal found 9/17![JetBlue logo]()
$315
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:00 pm -
1 stop6h 50m
Sun 11/16:35 am -
1 stop10h 35m
Deal found 9/14![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/27:36 pm -
Nonstop4h 00m
Thu 11/57:40 am -
1 stop11h 49m
Deal found 9/15![United Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:55 pm -
Nonstop4h 04m
Sat 12/193:45 am -
Nonstop4h 17m
Deal found 9/15![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/216:00 am -
1 stop6h 34m
Thu 10/226:45 pm -
Nonstop4h 01m
Deal found 9/12![United Airlines logo]()
$342
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:00 pm -
Nonstop3h 58m
Fri 12/113:30 pm -
1 stop7h 05m
Deal found 9/12![JetBlue logo]()
$351
This Southwest deal was found by Cheapflights users on 9/16. 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 10/35:40 am -
2 stops9h 35m
Wed 10/75:50 am -
1 stop8h 35m
Deal found 9/16![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:29 pm -
Nonstop4h 20m
Sat 10/31:16 pm -
Nonstop4h 09m
Deal found 9/13![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/310:00 am -
2 stops11h 22m
Mon 11/98:25 am -
1 stop9h 50m
Deal found 9/16![United Airlines logo]()
$346
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/2012:00 pm -
Nonstop3h 56m
Sun 10/256:20 am -
Nonstop4h 03m
Deal found 9/12![JetBlue logo]()
$351
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:45 pm -
2 stops11h 05m
Sat 11/146:45 am -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$400
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:50 pm -
Nonstop4h 03m
Tue 10/2710:45 am -
Nonstop4h 04m
Deal found 9/13![JetBlue logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:47 pm -
Nonstop4h 03m
Tue 10/66:45 pm -
Nonstop4h 01m
Deal found 9/16![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:45 am -
1 stop7h 05m
Mon 10/510:50 pm -
1 stop12h 00m
Deal found 9/13![Southwest logo]()
$404
Last-minute flights from Connecticut to Puerto RicoDiscover last-minute flight deals from Connecticut to Puerto Rico. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Puerto Rico. Data last updated September 17, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:25 pm -
Nonstop3h 45m
Mon 9/284:28 pm -
Nonstop4h 02m
Deal found 9/13![Frontier logo]()
$220
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/13![Frontier logo]()
$187
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:37 pm -
Nonstop4h 00m
Fri 10/164:28 pm -
Nonstop4h 14m
Deal found 9/14![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 9/16. 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.
Wed 10/148:49 pm -
Nonstop3h 58m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/16![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/16![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 9/16. 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.
Fri 10/169:37 pm -
Nonstop4h 00m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/16![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/17![Frontier logo]()
$204
This JetBlue deal was found by Cheapflights users on 9/17. 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 10/196:25 am -
1 stop7h 33m
Sat 10/246:30 am -
Nonstop3h 55m
Deal found 9/17![JetBlue logo]()
$229
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:59 pm -
2 stops17h 20m
Fri 10/303:59 pm -
1 stop16h 35m
Deal found 9/17![Frontier logo]()
$267
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Tue 10/273:14 pm -
1 stop8h 59m
Wed 10/286:00 am -
Nonstop4h 02m
Deal found 9/15![JetBlue logo]()
$268
This Jetabroad deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:40 am -
1 stop8h 25m
Wed 11/187:00 am -
1 stop8h 16m
Deal found 9/14![JetBlue logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:29 am -
1 stop14h 15m
Tue 11/33:59 pm -
1 stop25h 02m
Deal found 9/14![Frontier logo]()
$254
One-way flights from Connecticut to Puerto RicoSearch for one-way flight options from Connecticut to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Connecticut to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Mon 10/129:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$101
This eDestinos deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:25 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:15 pm -
1 stop18h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 9/16. 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.
Mon 10/263:16 pm -
1 stop10h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$124
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:30 am -
2 stops28h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$125
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/289:25 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$127
This eDestinos deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/29:25 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
2 stops32h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$130
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:14 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![JetBlue logo]()
$131
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:25 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:10 am -
2 stops28h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$131
Find flight deals from Connecticut to Puerto Rico
Keep the following information in mind while searching for Connecticut to Puerto Rico flight deals. Data was last updated September 17, 2026.
Round-trip from | $187 (eDestinos) |
|---|---|
One-way from | $101 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $312 |
Good round-trip deal | $259 or less |
Good one-way deal | $160 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Connecticut 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 7,457,451 searches. Data last updated September 17, 2026.
Use the filters below to find and compare flights from Connecticut to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Wed 11/18
3:14 pm-1:13 am
1 stop8h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$136
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 10/17
7:36 pm-11:33 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Fri 10/30
5:50 pm-12:10 am
1 stop6h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 12/8
9:35 am-12:36 am
2 stops14h 01m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 10/13
6:25 am-1:58 pm
1 stop7h 33m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
ProvidenceSan Juan
PVD Providence-TFGreen - SJU San Juan Luis Munoz Marin Intl
PVDSJU
Providence-TFGreen
Sun 12/13
5:20 am-1:53 pm
1 stop7h 33m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ProvidenceSan Juan
PVD Providence-TFGreen - SJU San Juan Luis Munoz Marin Intl
PVDSJU
Providence-TFGreen
Tue 11/17
5:20 am-2:04 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ProvidenceSan Juan
PVD Providence-TFGreen - SJU San Juan Luis Munoz Marin Intl
PVDSJU
Providence-TFGreen
Tue 10/20
11:31 am-11:50 pm
2 stops12h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ProvidenceSan Juan
PVD Providence-TFGreen - SJU San Juan Luis Munoz Marin Intl
PVDSJU
Providence-TFGreen
Sun 11/15
5:20 am-2:04 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ProvidenceSan Juan
PVD Providence-TFGreen - SJU San Juan Luis Munoz Marin Intl
PVDSJU
Providence-TFGreen
Tue 11/10
1:21 pm-11:15 pm
1 stop8h 54m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Connecticut to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Connecticut with our price prediction graph.
BDL-SJU
LGA-SJU
JFK-SJU
PVD-SJU
JFK-PSE
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 Connecticut to Puerto Rico
USCT-PR0
BDL-SJU
LGA-SJU
JFK-SJU
PVD-SJU
What is the cheapest month to book a flight from Connecticut to Puerto Rico?
Currently, January is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $313). Flying from Connecticut to Puerto Rico in December is currently the most expensive (average of $443). 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 CT to PR?
Find hourly flight availability from Connecticut 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 September 17, 2026.
One of the essential ways to save on airfare from Connecticut to Puerto Rico is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 46% on airfare.
Weekly flight availability from Connecticut to Puerto Rico
Explore weekly flight availability from Connecticut 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 September 17, 2026.
The most flights from USCT to PR0 are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Connecticut to Puerto Rico?
Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Connecticut to Puerto Rico. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Connecticut to Puerto Rico?
Use this chart to determine the cheapest time to fly round-trip from Connecticut to Puerto Rico. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their Connecticut to Puerto Rico flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Connecticut to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
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Top destinations
Alternative routes for Connecticut 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 Connecticut to Puerto Rico by cabin class
Find flights from Connecticut to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Puerto Rico flights
Browse other Connecticut and Puerto Rico flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Puerto Rico
Find the right flight back to Connecticut after your stay in Puerto Rico
Connecticut to Puerto Rico flights
Consider these flights traveling from Connecticut to Puerto Rico.
Top 7 airlines flying from Connecticut to Puerto Rico
Discover the top 7 airlines that operate flights from Connecticut 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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$316 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$304 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$465 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$214 | Average$275 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$251 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$444 | FlexibilityNo cancel fee | On-time63% |