$79+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Dec 2 — Dec 91
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 November 2, 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 November 2, 2026.
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Mon 11/167:00 am -
Nonstop3h 57m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 10/29![Avelo Airlines logo]()
$160
This Orbitz deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Sat 11/142:10 pm -
Nonstop3h 50m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 11/1![Avelo Airlines logo]()
$169
This Travelocity deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Mon 12/77:30 am -
Nonstop3h 59m
Mon 12/141:34 pm -
Nonstop3h 56m
Deal found 11/1![Avelo Airlines logo]()
$185
This Gotogate deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates ” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
Nonstop3h 57m
Fri 11/131:08 pm -
Nonstop4h 07m
Deal found 10/30![Avelo Airlines logo]()
$198
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/55:30 pm -
1 stop7h 04m
Tue 12/85:01 am -
1 stop9h 28m
Deal found 10/31![JetBlue logo]()
$199
This eDestinos deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/163:15 pm -
1 stop10h 31m
Sun 11/224:20 pm -
Nonstop4h 13m
Deal found 10/30![Frontier logo]()
$201
This Super.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/278:28 pm -
Nonstop4h 01m
Fri 12/410:04 am -
Nonstop4h 12m
Deal found 10/31![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 11/2. 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.
Mon 11/308:28 pm -
Nonstop4h 01m
Sat 12/53:27 pm -
Nonstop4h 16m
Deal found 11/2![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/218:28 pm -
Nonstop4h 01m
Wed 11/254:20 pm -
Nonstop4h 13m
Deal found 10/30![Frontier logo]()
$204
This eDestinos deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:22 pm -
Nonstop4h 01m
Wed 12/23:43 am -
1 stop10h 51m
Deal found 11/1![Frontier logo]()
$205
This Expedia deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:00 am -
Nonstop3h 57m
Fri 11/202:14 pm -
Nonstop4h 11m
Deal found 10/28![Avelo Airlines logo]()
$205
This Booking.com deal was found by Cheapflights users on 11/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:37 pm -
Nonstop4h 03m
Thu 12/32:37 pm -
Nonstop4h 12m
Deal found 11/2![Frontier logo]()
$206
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 November 2, 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 November 2, 2026.
This Travelocity deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Mon 12/77:30 am -
Nonstop3h 59m
Mon 12/141:34 pm -
Nonstop3h 56m
Deal found 11/1![Avelo Airlines logo]()
$185
This JetBlue deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/144:45 pm -
Nonstop3h 52m
Thu 1/212:15 pm -
1 stop8h 37m
Deal found 10/29![JetBlue logo]()
$245
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/98:00 am -
1 stop12h 24m
Fri 11/132:52 pm -
2 stops10h 07m
Deal found 11/1![United Airlines logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/2911:25 am -
1 stop12h 38m
Wed 2/33:48 pm -
2 stops28h 26m
Deal found 10/30![Multiple Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 11/2. 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.
Mon 12/145:10 pm -
1 stop6h 40m
Fri 12/257:40 am -
2 stops8h 40m
Deal found 11/2![Southwest logo]()
$343
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/126:30 am -
Nonstop3h 45m
Wed 12/163:33 am -
Nonstop4h 12m
Deal found 10/31![Avelo Airlines logo]()
$222
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/55:30 pm -
1 stop7h 04m
Tue 12/89:25 pm -
Nonstop4h 07m
Deal found 10/31![JetBlue logo]()
$249
This CheapOair deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/56:30 am -
Nonstop3h 45m
Sat 12/1212:25 pm -
Nonstop4h 12m
Deal found 10/30![Avelo Airlines logo]()
$257
This JetBlue deal was found by Cheapflights users on 11/2. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:45 pm -
Nonstop3h 58m
Sat 12/125:01 am -
1 stop9h 28m
Deal found 11/2![JetBlue logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Sun 11/2912:26 pm -
1 stop25h 08m
Sat 12/53:08 pm -
1 stop23h 41m
Deal found 11/1![Frontier logo]()
$587
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/146:00 am -
2 stops14h 24m
Mon 11/232:05 am -
2 stops13h 13m
Deal found 10/30![United Airlines logo]()
$307
This CheapOair deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/278:30 am -
Nonstop3h 44m
Wed 12/212:25 pm -
Nonstop4h 12m
Deal found 10/29![Avelo Airlines logo]()
$267
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/76:00 am -
2 stops14h 24m
Fri 11/132:05 am -
2 stops13h 10m
Deal found 11/2![United Airlines logo]()
$314
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:30 am -
2 stops19h 15m
Mon 12/71:34 pm -
Nonstop3h 56m
Deal found 10/30![Multiple Airlines logo]()
$371
This CheapOair deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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.
Mon 12/149:00 am -
Nonstop3h 45m
Mon 12/212:14 pm -
Nonstop4h 11m
Deal found 10/30![Avelo Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/37:54 pm -
1 stop29h 51m
Wed 12/93:47 am -
1 stop16h 27m
Deal found 10/30![Multiple Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/149:35 am -
2 stops14h 01m
Thu 12/247:40 am -
2 stops17h 06m
Deal found 11/2![United Airlines logo]()
$350
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/298:30 am -
Nonstop4h 01m
Fri 2/52:35 pm -
Nonstop4h 15m
Deal found 10/31![Avelo Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/1511:25 am -
1 stop12h 38m
Thu 1/216:00 am -
2 stops37h 04m
Deal found 10/30![Multiple Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/149:35 am -
2 stops14h 01m
Fri 12/252:52 pm -
2 stops9h 54m
Deal found 11/2![United Airlines logo]()
$350
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/208:59 pm -
Nonstop3h 59m
Wed 3/241:55 pm -
Nonstop4h 00m
Deal found 10/29![Avelo Airlines logo]()
$306
This CheapOair deal was found by Cheapflights users on 11/2. 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.
Mon 11/308:30 am -
Nonstop3h 44m
Mon 12/72:55 pm -
Nonstop4h 12m
Deal found 11/2![Avelo Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/196:00 am -
2 stops14h 00m
Fri 1/292:05 am -
2 stops13h 09m
Deal found 10/30![United Airlines logo]()
$374
This Mytrip deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:30 am -
Nonstop3h 59m
Mon 12/73:47 am -
3 stops36h 50m
Deal found 10/30![Multiple Airlines logo]()
$415
This Travelocity deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Wed 1/136:30 am -
Nonstop4h 01m
Wed 1/2012:35 pm -
Nonstop4h 15m
Deal found 10/28![Avelo Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/186:00 am -
2 stops15h 22m
Wed 12/21:00 pm -
2 stops11h 44m
Deal found 10/30![United Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/411:03 am -
2 stops14h 42m
Sat 12/53:47 am -
1 stop16h 27m
Deal found 10/30![Multiple Airlines logo]()
$477
This CheapOair deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/198:59 pm -
Nonstop3h 45m
Sat 12/263:33 am -
Nonstop4h 12m
Deal found 11/1![Avelo Airlines logo]()
$348
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/175:35 pm -
1 stop8h 36m
Sun 12/202:30 pm -
1 stop10h 29m
Deal found 10/30![JetBlue logo]()
$619
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Sun 11/228:59 pm -
Nonstop3h 59m
Mon 11/302:54 pm -
1 stop9h 05m
Deal found 11/1![Multiple Airlines logo]()
$478
Last-minute flights from Connecticut to Puerto RicoDiscover last-minute flight deals from Connecticut to Puerto Rico. Data last updated November 2, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Puerto Rico. Data last updated November 2, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
Nonstop3h 57m
Fri 11/131:08 pm -
Nonstop4h 07m
Deal found 10/30![Avelo Airlines logo]()
$198
This Orbitz deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Sat 11/142:10 pm -
Nonstop3h 50m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 11/1![Avelo Airlines logo]()
$169
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Mon 11/167:00 am -
Nonstop3h 57m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 10/29![Avelo Airlines logo]()
$160
This eDestinos deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/163:15 pm -
1 stop10h 31m
Sun 11/224:20 pm -
Nonstop4h 13m
Deal found 10/30![Frontier logo]()
$201
This Expedia deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:00 am -
Nonstop3h 57m
Fri 11/202:14 pm -
Nonstop4h 11m
Deal found 10/28![Avelo Airlines logo]()
$205
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Mon 11/167:00 am -
Nonstop3h 57m
Wed 11/253:33 am -
Nonstop4h 12m
Deal found 11/1![Avelo Airlines logo]()
$211
This CheapOair deal was found by Cheapflights users on 11/2. 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.
Wed 11/188:59 pm -
Nonstop3h 45m
Wed 12/212:25 pm -
Nonstop4h 12m
Deal found 11/2![Avelo Airlines logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/218:28 pm -
Nonstop4h 01m
Wed 11/254:20 pm -
Nonstop4h 13m
Deal found 10/30![Frontier logo]()
$204
This eDestinos deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:22 pm -
Nonstop4h 01m
Wed 12/23:43 am -
1 stop10h 51m
Deal found 11/1![Frontier logo]()
$205
This eDestinos deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:22 pm -
Nonstop4h 01m
Wed 12/28:30 am -
Nonstop4h 12m
Deal found 11/1![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/278:28 pm -
Nonstop4h 01m
Fri 12/410:04 am -
Nonstop4h 12m
Deal found 10/31![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 11/2. 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.
Mon 11/308:28 pm -
Nonstop4h 01m
Mon 12/711:00 am -
Nonstop4h 11m
Deal found 11/2![Frontier logo]()
$203
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 November 2, 2026.
Search for one-way flight options from Connecticut to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated November 2, 2026.
This CheapOair deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/117:30 am -
Nonstop3h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Avelo Airlines logo]()
$79
This Expedia deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Avelo Airlines logo]()
$85
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/112:10 pm -
Nonstop3h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Avelo Airlines logo]()
$92
This Travelocity deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Thu 1/148:30 am -
Nonstop4h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Avelo Airlines logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
Sun 12/62:44 pm -
1 stop10h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$106
This Super.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/176:00 am -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![JetBlue logo]()
$107
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:32 pm -
1 stop7h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$108
This eDestinos deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/188:59 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Avelo Airlines logo]()
$109
This Super.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/112:37 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:22 pm -
Nonstop4h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$112
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:50 am -
2 stops10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$113
This Super.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/136:03 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$116
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 November 2, 2026.
Round-trip from | $160 (Mytrip) |
|---|---|
One-way from | $79 (CheapOair) |
Popular in | December |
Cheapest in | September |
Average price | $380 |
Good round-trip deal | $169 or less |
Good one-way deal | $84 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 November 2, 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 HavenAguadilla
HVN Tweed-New Haven - BQN Aguadilla Borinquen
HVNBQN
Tweed-New Haven
Fri 12/11
7:30 am-12:29 pm
Nonstop3h 59m
Aguadilla Borinquen
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$79
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Sat 11/14
2:10 pm-7:00 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$90
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 12/15
5:10 pm-12:50 am
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
Quickest round-trip
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Wed 12/9
6:30 am-11:15 am
Nonstop3h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$116
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Wed 11/11
2:10 pm-7:00 pm
Nonstop3h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$121
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Sat 12/5
6:30 am-11:15 am
Nonstop3h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Sat 11/28
8:59 pm-1:44 am
Nonstop3h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Mon 1/11
9:26 am-12:36 am
2 stops14h 10m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Mon 12/14
5:10 pm-12:50 am
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
New HavenSan Juan
HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl
HVNSJU
Tweed-New Haven
Mon 12/14
9:00 am-1:45 pm
Nonstop3h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
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.
HVN-SJU
BDL-SJU
HVN-BQN
BDL-BQN
BDL-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
HVN-SJU
BDL-SJU
HVN-BQN
BDL-BQN
What is the cheapest month to book a flight from Connecticut to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $323). Flying from Connecticut to Puerto Rico in December is currently the most expensive (average of $414). 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 November 2, 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 39% on airfare.
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 October 31, 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. Thursday mornings 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 November 2, 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 November 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$298 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$124 | Average$446 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$176 | Average$264 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$228 | Average$353 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$251 | Average$386 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$453 | FlexibilityNo cancel fee | On-time63% |