San Juan

$85+ Cheap flights from Connecticut to San Juan

BDL — SJU
Dec 2 — Dec 91
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Cheap flight deals from Connecticut to San Juan

Cheapest flights from Connecticut to San Juan

Mon 11/167:00 am -
Nonstop3h 57m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 10/29$160
Sat 11/142:10 pm -
Nonstop3h 50m
Wed 11/183:33 am -
Nonstop4h 12m
Deal found 11/1$169
Mon 11/97:00 am -
Nonstop3h 57m
Fri 11/131:08 pm -
Nonstop4h 07m
Deal found 10/30$198
Sat 12/55:30 pm -
1 stop7h 04m
Tue 12/85:01 am -
1 stop9h 28m
Deal found 10/31$199
Mon 11/163:15 pm -
1 stop10h 31m
Sun 11/224:20 pm -
Nonstop4h 13m
Deal found 10/30$201
Fri 11/278:28 pm -
Nonstop4h 01m
Fri 12/410:04 am -
Nonstop4h 12m
Deal found 10/31$202
Mon 11/308:28 pm -
Nonstop4h 01m
Mon 12/711:00 am -
Nonstop4h 11m
Deal found 11/2$203
Sat 11/218:28 pm -
Nonstop4h 01m
Wed 11/254:20 pm -
Nonstop4h 13m
Deal found 10/30$204
Thu 11/263:22 pm -
Nonstop4h 01m
Wed 12/23:43 am -
1 stop10h 51m
Deal found 11/1$205
Mon 11/167:00 am -
Nonstop3h 57m
Fri 11/202:14 pm -
Nonstop4h 11m
Deal found 10/28$205
Wed 12/212:37 pm -
Nonstop4h 03m
Wed 12/93:27 pm -
Nonstop4h 16m
Deal found 11/1$206
Sun 12/62:44 pm -
1 stop7h 45m
Fri 12/1111:00 am -
Nonstop4h 11m
Deal found 11/2$209

Find flight deals from Connecticut to San Juan

Round-trip from

$160
(Mytrip)

One-way from

$85
(Expedia)

Popular in

December

Cheapest in

September

Average price

$380
From Connecticut to San Juan
One-way flight from Connecticut to San Juan
Highest demand for flights based on searches. 3% potential increase in price ($13 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
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

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

New HavenSan Juan

HVN Tweed-New Haven - SJU San Juan Luis Munoz Marin Intl

HVNSJU

Tweed-New Haven

Wed 11/18

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

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 43 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

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, September is the cheapest month in which you can book a flight from Connecticut to San Juan (average of $318). Flying from Connecticut to San Juan 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 SJU?

Unlike in the afternoon, when flights are generally more expensive, you can save up to 24% on flights from Connecticut to San Juan by exploring options for tickets at noon.

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 $283 and $491 in December.
The cheapest round-trip price found within the last 5 days was $199 on JetBlue (Dec 5-Dec 8).

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

Booking 27 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?

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

  • How long is the flight from Connecticut to San Juan?

    Departing from Connecticut to San Juan will take you 3h 45m. 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 $70. Avelo Airlines flights start at $96 while deals on American Airlines start at $115 one-way.

  • What are the most popular routes 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 $113. On average you can expect to pay $312. The most popular route, (New York John F Kennedy Intl - San Juan Luis Munoz Marin Intl), can usually be booked for $176.

  • 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, September is the cheapest month in which you can book a flight from Connecticut to San Juan (average of $318). Flying from Connecticut to San Juan 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.

See more FAQs

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Alternative routes for Connecticut to San Juan

Top 7 airlines flying from Connecticut to San Juan

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$89Average$309FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$112Average$298FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$124Average$429FlexibilityNo cancel feeOn-time62%
DeltaCheapest$176Average$264FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$353FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$386FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$276Average$453FlexibilityNo cancel feeOn-time63%

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