$100 Cheap flight deals from New Haven (HVN) to San Juan (SJU)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from New Haven to San Juan

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 16 - Wed, May 20
HVN
Tweed - New Haven Regional
SJU
Luis Munoz Marin Intl.
$484 Roundtrip, found 9 hours ago
$484
Roundtrip
found 9 hours ago
Select Avelo Airlines flight, departing Sat, May 16 from Tweed - New Haven Regional to Luis Munoz Marin Intl., returning Wed, May 20, priced at $484 found 9 hours ago

Airfares from $100 One Way, $199 Round Trip from New Haven to San Juan

Prices starting at $199 for return flights and $100 for one-way flights to San Juan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Aug 28 - Fri, Sep 4
HVN
New Haven
SJU
San Juan
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from New Haven to San Juan, returning Fri, Sep 4, priced at $199 found 6 days ago
Mon, Aug 24 - Fri, Aug 28
HVN
New Haven
SJU
San Juan
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Mon, Aug 24 from New Haven to San Juan, returning Fri, Aug 28, priced at $222 found 6 days ago
Fri, Sep 4 - Mon, Sep 7
HVN
New Haven
SJU
San Juan
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from New Haven to San Juan, returning Mon, Sep 7, priced at $237 found 6 days ago
Fri, Aug 28 - Mon, Aug 31
HVN
New Haven
SJU
San Juan
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from New Haven to San Juan, returning Mon, Aug 31, priced at $245 found 6 days ago
Fri, Sep 11 - Mon, Sep 14
HVN
New Haven
SJU
San Juan
$253 Roundtrip, found 3 days ago
$253
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Sep 11 from New Haven to San Juan, returning Mon, Sep 14, priced at $253 found 3 days ago

San Juan economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Tryst Beachfront Hotel
3.5-star property

The Tryst Beachfront Hotel

8.2/10 Very Good! (746 reviews)

Jul 1 - Jul 6

5 night stay

New Haven (HVN) to San Juan (SJU)

Xtra Airways • Roundtrip • Coach
Price was $1,476, price is now $1,037 per person
$1,037
per person
found 1 day ago
The staff was very friendly and accommodating. My only one negative was they did not have a safe in the room but other than that it was right on the ocean.

Reviewed on Mar 26, 2026

Aire de O:live
4.0-star property

Aire de O:live

9.2/10 Wonderful! (555 reviews)

Jul 1 - Jul 6

5 night stay

New Haven (HVN) to San Juan (SJU)

Xtra Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,194, price is now $1,444 per person
$1,444
per person
found 1 day ago
The hotel was absolutely amazing! When we checked in we were greeted with welcoming smiles and complementary sangria! The room and hotel was exactly like the photos, very classy, elegant, and luxurious! The location was great close to a number of eateries and bars. I will definitely visit again!

Reviewed on Apr 20, 2026

Hyatt Regency Grand Reserve Puerto Rico
4.0-star property

Hyatt Regency Grand Reserve Puerto Rico

9/10 Wonderful! (2,945 reviews)

Jul 1 - Jul 6

5 night stay

New Haven (HVN) to San Juan (SJU)

Xtra Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,773, price is now $1,989 per person
$1,989
per person
found 1 day ago
Nothing short of exceptional. From the staff, cleanliness, food and entertainment. Will be returning again!

Reviewed on Apr 11, 2026

Don't see what you're looking for?
See all available trips from New Haven to San Juan
View all trips

More About Flying To San Juan from New Haven

Route Information for Flights from New Haven to San Juan

Origin Airport IATA Code
HVN
Destination Airport IATA Code
SJU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

New Haven to San Juan

If you are looking for guaranteed low prices on flights from New Haven to San Juan, then look no further than Orbitz. Orbitz offers everything you need to plan the perfect trip—from cheap deals and bargain holiday packages to cutting-edge mobile tools.

Your Perfect San JuanVacation Package

Orbitz gives you access to exclusive deals and discounts on flights from New Haven to San Juan. Mix and match hotels and New Haven to San Juan flights to create your dream vacation. All your options are displayed at a glance with the Orbitz Matrix Display, which shows your package savings and built-in extras, such as free nights.

Stress free Searches Even on the Move

With free mobile apps for iPhone and Android, you never have to miss out on great prices on flights from New Haven to San Juan. In a hurry? No worry—just check your flight status using m.orbtiz.com via your mobile browser or to book that exclusive hotel deal.

Don’t Forget the Car Rental

Need a car after your New Haven to San Juan flights? Not only do you get great rental deals when you book in advance with Orbitz, we can send your flight details to the car rental company, so it knows when your flight from New Haven to San Juan is delayed.

Low Price Guarantee

With the best deals and easy searching options, Orbitz make it easy and fun to find cheap New Haven to San Juan flights, a great hotel, or a full vacation package. With Orbitz’s low price guarantee, you always get great discounts on air ticket prices.

Frequently asked questions

Am I able to catch a flight from New Haven to San Juan now?
If you're worried about quarantine requirements and travel restrictions when catching a flight from New Haven to San Juan, check out our Covid-19 Travel Advisor.
Are there non-stop flights from New Haven to San Juan?
JetBlue will fly you directly from Bradley International Airport to SJU, which means you won't have to worry about swapping planes or missing your connection on this route.
What is the shortest flight from New Haven to San Juan?
With the journey from New Haven to San Juan taking a minimum of 5 hours and 8 minutes, you'll have plenty of time to relax and enjoy the experience. Ask for an in-flight wine or two and get comfy in your seat with an interesting book or movie.
What airlines fly from New Haven to San Juan most frequently?
JetBlue operates the most services from New Haven to San Juan, with 47 flights each month.
If I am not able to travel due to COVID-19, can I cancel my flight to San Juan?
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to San Juan have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to San Juan with flexible change policies?
In most cases you'll have the option to reschedule your flight to San Juan without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.