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Puerto Rico

$107+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 16 — Jul 231
Thu 7/16
Thu 7/23
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 June 16, 2026.

This Orbitz deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:48 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/15$218
This Super.com deal was found by Cheapflights users on 6/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Wed 8/268:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/13$224
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:48 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Sat 9/58:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/12$225
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:48 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/12$227
This Kiwi.com deal was found by Cheapflights users on 6/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:48 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Wed 8/268:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/13$231
This Kiwi.com deal was found by Cheapflights users on 6/14. 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.
Sun 6/212:10 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/14$240
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/251:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Wed 8/268:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/11$246
This Super.com deal was found by Cheapflights users on 6/14. 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.
Wed 9/21:48 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Sat 9/58:33 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/14$251
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Mon 7/208:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Deal found 6/15$252
This Cheapflightsfares deal was found by Cheapflights users on 6/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/202:10 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/13$253
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Mon 7/138:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Deal found 6/15$254
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/132:10 pm
BDL
-
SJU
Nonstop3h 55m
Frontier
Wed 6/178:55 am
SJU
-
BDL
Nonstop4h 20m
Frontier
Deal found 6/11$256

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 June 16, 2026.

Round-trip from

$218
(Orbitz)

One-way from

$107
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$388

Good round-trip deal

$341 or less

Good one-way deal

$152 or less
From Connecticut to Puerto Rico
Search Deals
One-way flight from Connecticut to Puerto Rico
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 16, 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

Price

Cheapest round-trip

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 7/6

7:45 pm-11:50 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Thu 7/9

1:00 am-5:10 am

Nonstop4h 10m

$267

New YorkPonce

LGA - PSE

LGAPSE

New York LaGuardia

Fri 7/24

4:29 pm-11:59 pm

1 stop7h 30m

Ponce Mercedita

Sat 7/25

5:01 am-1:32 pm

1 stop8h 31m

$291

New YorkPonce

LGA - PSE

LGAPSE

New York LaGuardia

Wed 8/19

4:19 pm-11:59 pm

1 stop7h 40m

Ponce Mercedita

Tue 8/25

5:01 am-1:30 pm

1 stop8h 29m

$297

New YorkPonce

LGA - PSE

LGAPSE

New York LaGuardia

Fri 7/24

4:29 pm-11:59 pm

1 stop7h 30m

Ponce Mercedita

Wed 7/29

5:01 am-2:59 pm

1 stop9h 58m

$297

New YorkPonce

LGA - PSE

LGAPSE

New York LaGuardia

Tue 8/25

4:19 pm-11:59 pm

1 stop7h 40m

Ponce Mercedita

Wed 8/26

5:01 am-1:30 pm

1 stop8h 29m

$301

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Tue 8/11

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Wed 8/19

7:30 am-11:25 am

Nonstop3h 55m

$302

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 8/5

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Tue 8/11

7:30 am-11:25 am

Nonstop3h 55m

$302

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Mon 8/31

8:00 am-11:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Sat 9/5

4:55 pm-11:59 pm

1 stop7h 04m

$307

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Mon 8/10

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Sat 8/15

7:30 am-11:25 am

Nonstop3h 55m

$307

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Sun 8/9

7:10 pm-11:17 pm

Nonstop4h 07m

San Juan Luis Munoz Marin Intl

Wed 8/19

6:00 am-9:59 am

Nonstop3h 59m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 60 resultsSorted by cheapest first
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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, October is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $155). Flying from Connecticut to Puerto Rico in November is currently the most expensive (average of $488). 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 June 16, 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 at noon could potentially save you up to 21% 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 June 16, 2026.

The most flights from USCT to PR0 are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

How far ahead should I book a flight from Connecticut to Puerto Rico?

Booking 69 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 June 13, 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. Wednesday evenings 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?

    United Airlines, JetBlue, and Delta can get you from Connecticut to Puerto Rico in just under 4h 05m. Your travel time can differ by up to 3h 25m. 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 ($66), Avelo Airlines ($99), and Delta ($126).

  • 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, October is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $155). Flying from Connecticut to Puerto Rico in November is currently the most expensive (average of $488). 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 Santiago de los Caballeros flights
Newark to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
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Newark to Montego Bay flights
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Fort Lauderdale to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Dulles Intl to Punta Cana flights
Atlanta to Punta Cana flights
George Bush Intcntl to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
Atlanta to Montego Bay flights
Newark to Providenciales flights
Newark to Simpson Bay flights
Boston to Oranjestad flights
John F Kennedy Intl to Kingston flights
Newark to Nassau flights
Orlando to Punta Cana flights
Raleigh to Luis Munoz Marin Intl flights
John F Kennedy Intl to Providenciales flights
LaGuardia to Santiago de los Caballeros flights
John F Kennedy Intl to Bridgetown flights
Charlotte to Luis Munoz Marin Intl flights
LaGuardia to Montego Bay flights
Boston to Punta Cana flights
Philadelphia to Punta Cana flights
Fort Lauderdale to Santo Domingo flights
Baltimore to Punta Cana flights

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 2,558,603 searches. Data last updated June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$304FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$112Average$290FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$195Average$262FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$208Average$439FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$262Average$409FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$262Average$386FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$370FlexibilityNo cancel feeOn-time71%

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