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San Juan

$74+ Cheap flights from Connecticut to San Juan

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Sep 2 — Sep 91
Wed 9/2
Wed 9/9
1 adult, Economy
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Cheap flight deals from Connecticut to San Juan

Cheapest flights from Connecticut to San Juan
Explore the most affordable flight options available from Connecticut to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.

This Super.com deal was found by Cheapflights users on 8/3. 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.
Sat 9/52:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Wed 9/97:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 8/3$145
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Wed 9/167:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 7/31$159
This CheapOair deal was found by Cheapflights users on 8/2. 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 8/262:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Wed 9/27:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 8/2$162
This Super.com deal was found by Cheapflights users on 8/2. 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.
Wed 9/232:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Mon 9/2812:08 pm
SJU
-
HVN
Nonstop4h 07m
Avelo Airlines
Deal found 8/2$187
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Sat 10/177:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 7/30$202
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Wed 9/167:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 8/1$207
This FlightHub deal was found by Cheapflights users on 8/3. 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.
Wed 9/162:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Mon 9/2112:08 pm
SJU
-
HVN
Nonstop4h 07m
Avelo Airlines
Deal found 8/3$208
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:10 pm
HVN
-
SJU
Nonstop3h 50m
Avelo Airlines
Wed 9/97:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 8/1$209
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:00 am
HVN
-
SJU
Nonstop3h 57m
Avelo Airlines
Wed 9/97:00 pm
SJU
-
HVN
Nonstop3h 57m
Avelo Airlines
Deal found 7/30$213
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:48 am
PVD
-
SJU
2 stops14h 07m
American Airlines
Wed 9/27:03 am
SJU
-
PVD
1 stop7h 41m
American Airlines
Deal found 8/2$216
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

Find flight deals from Connecticut to San Juan

Keep the following information in mind while searching for Connecticut to San Juan flight deals. Data was last updated August 3, 2026.

Round-trip from

$145
(Super.com)

One-way from

$74
(eDestinos)

Popular in

December

Cheapest in

January

Average price

$377
From Connecticut to San Juan
Search Deals
One-way flight from Connecticut to San Juan
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

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to San Juan 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 3, 2026.
Use the filters below to find and compare flights from Connecticut to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 8/26

2:10 pm-6:00 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 9/2

7:00 pm-10:57 pm

Nonstop3h 57m

$166

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 9/16

2:10 pm-6:00 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Mon 9/21

12:08 pm-4:15 pm

Nonstop4h 07m

$208

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Sat 10/3

2:10 pm-6:00 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 10/7

7:00 pm-10:57 pm

Nonstop3h 57m

$209

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 9/30

2:10 pm-6:00 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 10/14

7:00 pm-10:57 pm

Nonstop3h 57m

$209

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Wed 9/2

2:10 pm-6:00 pm

Nonstop3h 50m

San Juan Luis Munoz Marin Intl

Wed 9/9

7:00 pm-10:57 pm

Nonstop3h 57m

$209

New HavenSan Juan

HVN - SJU

HVNSJU

Tweed-New Haven

Mon 10/19

7:00 am-10:57 am

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Fri 10/23

12:08 pm-4:15 pm

Nonstop4h 07m

$211

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sun 8/23

6:00 am-12:54 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Thu 8/27

4:55 pm-11:59 pm

1 stop7h 04m

$264

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Wed 8/26

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Mon 9/21

1:00 am-9:37 am

2 stops8h 37m

$264

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Fri 9/11

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Mon 9/14

1:00 am-9:37 am

2 stops8h 37m

$264

HartfordSan Juan

BDL - SJU

BDLSJU

Hartford Bradley Intl

Sat 9/19

6:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Mon 9/21

1:00 am-9:37 am

2 stops8h 37m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Connecticut to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

What is the cheapest month to book a flight from Connecticut to San Juan?

Currently, January is the cheapest month in which you can book a flight from Connecticut to San Juan (average of $309). Flying from Connecticut to San Juan in December is currently the most expensive (average of $434). 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 SJU?

Find hourly flight availability from Connecticut to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 3, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 30% on flights from Connecticut to San Juan by exploring options for tickets at noon.

Weekly flight availability from Connecticut to San Juan

Explore weekly flight availability from Connecticut to San Juan. 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 3, 2026.

The most flights from USCT to PR1 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 much does it cost to fly round-trip from Connecticut to San Juan?

Airfare is below average for this route at the moment.
Connecticut to San Juan flights typically cost between $296 and $452 in September.
The cheapest round-trip price found within the last 5 days was $235 on Multiple Airlines (Sep 2-Sep 9).

How far ahead should I book a flight from Connecticut to San Juan?

Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Connecticut to San Juan. 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 San Juan?

Use this chart to determine the cheapest time to fly round-trip from Connecticut to San Juan. Price data was last updated on August 1, 2026.

Travelers seeking maximum savings on their Connecticut to San Juan 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 San Juan. 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 San Juan?

    Departing from Connecticut to San Juan will take you 3h 50m. There are 1628 mi between Connecticut and San Juan. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Connecticut to San Juan one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $71. Avelo Airlines flights start at $99 while deals on Delta start at $126 one-way.

  • What are the most popular routes from Connecticut to San Juan?

    While some choose either New York John F Kennedy Intl - San Juan Luis Munoz Marin Intl or New York LaGuardia - San Juan Luis Munoz Marin Intl, Newark - San Juan Luis Munoz Marin Intl is the most popular route from Connecticut to San Juan.

  • What are the cheapest flights from Connecticut to San Juan?

    The cheapest flight price from Connecticut to San Juan is $88. On average you can expect to pay $427. The most popular route, (Newark - San Juan Luis Munoz Marin Intl), can usually be booked for $240.

  • Can I find deals for flights from Connecticut to San Juan that include hotel bookings?

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

  • How can I find direct flights from Connecticut to San Juan?

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

  • Can I find deals for business class flights from Connecticut to San Juan?

    Yes. Cheapflights offers flight deals from Connecticut to San Juan 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 San Juan?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to San Juan (average of $309). Flying from Connecticut to San Juan in December is currently the most expensive (average of $434). 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

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Alternative routes for Connecticut to San Juan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Connecticut to San Juan

Discover the top 7 airlines that operate flights from Connecticut to San Juan. 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 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$323FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$112Average$305FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$195Average$264FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$212Average$400FlexibilityNo 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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