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Puerto Rico

$68+ Cheap flights from Connecticut to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Feb 21 — Feb 281
Sat 2/21
Sat 2/28
1 adult, Economy
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Cheap flight deals from Connecticut to Puerto Rico

Cheapest flights from Connecticut to Puerto Rico
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 January 22, 2026.

This Frontier deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/311:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Wed 2/48:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/20$142
This Frontier deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/104:29 pm
JFK
-
SJU
1 stop9h 24m
Frontier
Wed 2/118:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/19$144
This Kiwi.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/221:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Sat 1/318:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/20$145
This Frontier deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/291:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Fri 2/68:50 am
SJU
-
JFK
Nonstop4h 14m
Frontier
Deal found 1/20$146
This Booking.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3111:30 am
EWR
-
SJU
Nonstop3h 55m
Multiple Airlines
Fri 2/65:50 pm
SJU
-
EWR
Nonstop4h 15m
Multiple Airlines
Deal found 1/20$147
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:29 am
JFK
-
SJU
Nonstop3h 57m
Frontier
Wed 4/221:21 am
SJU
-
JFK
Nonstop4h 09m
Frontier
Deal found 1/22$148
This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:36 pm
LGA
-
SJU
Nonstop4h 02m
Frontier
Sat 5/24:00 pm
SJU
-
LGA
Nonstop4h 07m
Frontier
Deal found 1/22$148
This Super.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/42:05 pm
EWR
-
SJU
1 stop8h 28m
Spirit Airlines
Wed 2/115:50 pm
SJU
-
EWR
Nonstop4h 15m
Spirit Airlines
Deal found 1/20$148
This Super.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/11:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Thu 2/54:22 pm
SJU
-
JFK
1 stop9h 41m
Frontier
Deal found 1/20$149
This Kiwi.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/23:30 pm
EWR
-
SJU
1 stop7h 03m
Multiple Airlines
Fri 2/137:10 am
SJU
-
EWR
Nonstop4h 20m
Multiple Airlines
Deal found 1/22$149
This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/271:00 pm
JFK
-
SJU
Nonstop3h 58m
Frontier
Sat 2/711:49 am
SJU
-
JFK
1 stop14h 14m
Frontier
Deal found 1/22$150
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/316:00 am
EWR
-
SJU
1 stop10h 00m
Frontier
Sat 2/77:10 am
SJU
-
EWR
Nonstop4h 20m
Frontier
Deal found 1/22$150

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 January 22, 2026.

Round-trip from

$144
(Frontier)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$280

Good round-trip deal

$194 or less

Good one-way deal

$125 or less
From Connecticut to Puerto Rico
Search Deals
One-way flight from Connecticut to Puerto Rico
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Connecticut to Puerto Rico.
Search Deals
Price to beat on a one-way flight from Connecticut to Puerto Rico.
Search Deals

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 2,558,603 searches. Data last updated January 22, 2026.
Use the filters below to find and compare flights from Connecticut to Puerto Rico that are best for you.

Fly from

Connecticut

Fly to

Puerto Rico

Route

Depart

Return

Price

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Fri 2/20

8:30 am-1:31 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Mon 2/23

3:38 pm-6:58 pm

Nonstop4h 20m

$177

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 2/10

8:19 am-1:20 pm

Nonstop4h 01m

San Juan Luis Munoz Marin Intl

Sat 2/21

5:59 pm-9:19 pm

Nonstop4h 20m

$177

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Thu 2/12

8:40 pm-1:40 am

Nonstop4h 00m

San Juan Luis Munoz Marin Intl

Sun 2/22

3:38 pm-6:58 pm

Nonstop4h 20m

$177

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 3/8

9:00 pm-12:59 am

Nonstop3h 59m

San Juan Luis Munoz Marin Intl

Fri 3/13

5:05 am-9:17 am

Nonstop4h 12m

$177

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Mon 2/9

9:15 am-10:22 pm

2 stops12h 07m

San Juan Luis Munoz Marin Intl

Tue 2/10

8:35 am-4:13 pm

1 stop8h 38m

$181

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sat 2/28

7:30 pm-6:11 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:05 am-5:24 am

Nonstop4h 19m

$182

New YorkSan Juan

LGA - SJU

LGASJU

New York LaGuardia

Tue 2/10

7:45 am-9:26 pm

1 stop12h 41m

San Juan Luis Munoz Marin Intl

Fri 2/13

5:50 pm-11:44 pm

1 stop6h 54m

$186

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 2/24

10:55 pm-3:51 am

Nonstop3h 56m

San Juan Luis Munoz Marin Intl

Sat 2/28

9:00 am-12:04 pm

Nonstop4h 04m

$197

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Sat 2/21

11:20 pm-4:11 am

Nonstop3h 51m

San Juan Luis Munoz Marin Intl

Sat 2/28

9:00 am-12:04 pm

Nonstop4h 04m

$197

New YorkPonce

JFK - PSE

JFKPSE

New York John F Kennedy Intl

Thu 2/19

11:03 am-10:10 am

1 stop22h 07m

Ponce Mercedita

Mon 2/23

11:30 am-3:29 pm

1 stop28h 59m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 60 results
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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.
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

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 $106). Flying from Connecticut to Puerto Rico in September is currently the most expensive (average of $235). 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 January 22, 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 morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 10% on airfare.

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 January 17, 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 at noon 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.

  • How long is the flight from Connecticut to Puerto Rico?

    JetBlue, United Airlines, and Frontier can get you from Connecticut to Puerto Rico in just under 4h 01m. Your travel time can differ by up to 18h 06m. The distance from Connecticut to Puerto Rico is about 1611 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Connecticut to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Connecticut to Puerto Rico are Frontier ($60), Spirit Airlines ($77), and JetBlue ($88).

  • Can I find deals for flights from Connecticut to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Connecticut to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Puerto Rico.

  • Can I find deals for business class flights from Connecticut to Puerto Rico?

    Yes. Cheapflights offers flight deals from Connecticut to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $106). Flying from Connecticut to Puerto Rico in September is currently the most expensive (average of $235). 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.

See more FAQs

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 for Connecticut to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
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John F Kennedy Intl to Punta Cana flights
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LaGuardia to Punta Cana flights
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Newark to Simpson Bay flights
LaGuardia to Nassau flights
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Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
LaGuardia to Santo Domingo flights
Newark to Providenciales flights
Newark to Saint Thomas Island flights
Atlanta to Punta Cana flights
LaGuardia to Santiago de los Caballeros flights
LaGuardia to Oranjestad flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights

Top 8 airlines flying from Connecticut to Puerto Rico

Discover the top 8 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 2,558,603 searches. Data last updated January 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$93Average$187FlexibilityNo cancel feeOn-time65%
FrontierCheapest$98Average$293FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$116Average$253FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$150Average$290FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$183Average$420FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$228Average$439FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$262Average$404FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$373FlexibilityNo cancel feeOn-time71%

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