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Puerto Rico

$109+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
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 August 2, 2026.

This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:24 am
PVD
-
SJU
1 stop12h 35m
American Airlines
Wed 9/27:03 am
SJU
-
PVD
1 stop7h 41m
American Airlines
Deal found 7/31$218
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:24 am
PVD
-
SJU
1 stop12h 35m
American Airlines
Sat 8/297:03 am
SJU
-
PVD
1 stop16h 46m
American Airlines
Deal found 7/30$223
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:42 pm
BDL
-
SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/285:37 pm
SJU
-
BDL
1 stop15h 24m
Multiple Airlines
Deal found 8/1$238
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
-
SJU
Nonstop4h 04m
Frontier
Tue 8/253:10 am
SJU
-
BDL
1 stop8h 22m
Frontier
Deal found 7/31$239
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
-
SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/285:37 pm
SJU
-
BDL
1 stop15h 24m
Multiple Airlines
Deal found 7/31$240
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:45 am
BDL
-
SJU
1 stop17h 14m
American Airlines
Thu 9/37:03 am
SJU
-
BDL
1 stop7h 11m
American Airlines
Deal found 8/1$241
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am
BDL
-
SJU
2 stops14h 38m
United Airlines
Wed 9/304:55 pm
SJU
-
BDL
1 stop7h 04m
United Airlines
Deal found 7/31$242
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:38 pm
BDL
-
SJU
Nonstop4h 00m
Multiple Airlines
Tue 10/137:00 am
SJU
-
BDL
Nonstop3h 56m
Multiple Airlines
Deal found 7/30$243
This Priceline deal was found by Cheapflights users on 7/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:38 pm
BDL
-
SJU
Nonstop4h 00m
Multiple Airlines
Sun 10/182:35 pm
SJU
-
BDL
1 stop9h 20m
Multiple Airlines
Deal found 7/30$244
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:13 am
BDL
-
SJU
1 stop14h 30m
American Airlines
Mon 8/3110:33 am
SJU
-
BDL
1 stop13h 21m
American Airlines
Deal found 7/31$245
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier 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
Mon 8/318:45 am
SJU
-
BDL
Nonstop4h 02m
Frontier
Deal found 7/30$246
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Wed 9/98:30 am
PVD
-
SJU
2 stops15h 20m
United Airlines
Tue 9/151:00 am
SJU
-
PVD
2 stops8h 40m
United Airlines
Deal found 8/1$246

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 August 2, 2026.

Round-trip from

$218
(American Airlines)

One-way from

$109
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$377

Good round-trip deal

$305 or less

Good one-way deal

$171 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 August 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.
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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 August 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

Price

Cheapest round-trip

ProvidenceSan Juan

PVD - SJU

PVDSJU

Providence-TFGreen

Sat 9/26

9:45 am-11:50 pm

2 stops14h 05m

San Juan Luis Munoz Marin Intl

Fri 10/2

1:00 am-2:40 pm

2 stops13h 40m

$218
Quickest round-trip

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 8/28

7:59 pm-11:52 pm

Nonstop3h 53m

San Juan Luis Munoz Marin Intl

Sun 9/27

8:30 am-12:27 pm

Nonstop3h 57m

$257

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 9/6

6:00 am-12:54 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Sat 9/12

1:00 am-9:37 am

2 stops8h 37m

$264

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 9/2

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Tue 9/8

1:00 am-9:37 am

2 stops8h 37m

$264

NewarkSan Juan

EWR - SJU

EWRSJU

Newark

Tue 8/25

6:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Mon 8/31

1:00 am-5:04 am

Nonstop4h 04m

$296

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Fri 9/4

7:28 pm-11:52 pm

Nonstop4h 24m

San Juan Luis Munoz Marin Intl

Wed 9/9

7:30 am-11:23 am

Nonstop3h 53m

$302

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Mon 1/18

6:45 am-5:20 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Fri 1/22

6:01 am-2:25 pm

1 stop9h 24m

$302

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Thu 10/29

9:38 am-11:36 pm

2 stops13h 58m

San Juan Luis Munoz Marin Intl

Mon 11/2

8:25 am-5:58 pm

1 stop10h 33m

$302

New YorkSan Juan

JFK - SJU

JFKSJU

New York John F Kennedy Intl

Wed 10/14

8:00 am-12:05 pm

Nonstop4h 05m

San Juan Luis Munoz Marin Intl

Sat 10/17

1:15 pm-5:20 pm

Nonstop4h 05m

$307

ProvidenceSan Juan

PVD - SJU

PVDSJU

Providence-TFGreen

Sat 9/12

9:14 am-11:50 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Fri 9/18

4:55 pm-11:52 pm

1 stop6h 57m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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, January is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $308). Flying from Connecticut to Puerto Rico in December is currently the most expensive (average of $435). 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 August 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 30% 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 August 2, 2026.

The most flights from USCT to PR0 are scheduled on a Tuesday (3 on average). You will have fewer flight options on Wednesday, 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 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 August 1, 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.

  • 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 3h 53m. Your travel time can differ by up to 10h 12m. The distance from Connecticut to Puerto Rico is about 1669 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 ($71), 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, January is the cheapest month in which you can book a flight from Connecticut to Puerto Rico (average of $308). Flying from Connecticut to Puerto Rico in December is currently the most expensive (average of $435). 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.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
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LaGuardia to Santo Domingo flights
Boston to Oranjestad flights
Hobby to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Newark to Nassau flights
John F Kennedy Intl to Willemstad flights
George Bush Intcntl to Luis Munoz Marin Intl flights
LaGuardia to Montego Bay flights
Boston to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
Dulles Intl to Punta Cana flights
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John F Kennedy Intl to Bridgetown flights
O'Hare Intl to Punta Cana flights
John F Kennedy Intl to Nassau flights
Newark to Simpson Bay flights
Philadelphia to Punta Cana flights
Orlando to Punta Cana flights
LaGuardia to Santiago de los Caballeros flights
Newark to Providenciales flights
Atlanta to Punta Cana flights
Boston to Santo Domingo 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 August 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$318FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$112Average$305FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$195Average$264FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$212Average$419FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$262Average$389FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$262Average$402FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$263Average$390FlexibilityNo cancel feeOn-time71%

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