$180 Cheap flight deals from Boston (BOS) to San Juan (SJO)

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 Boston 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, Jul 25 - Tue, Jul 28
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$649 Roundtrip, found 1 hour ago
$649
Roundtrip
found 1 hour ago
Select avianca flight, departing Sat, Jul 25 from Logan Intl. to Juan Santamaría Intl., returning Tue, Jul 28, priced at $649 found 1 hour ago
Sun, Jul 26 - Thu, Aug 6
PVD
T.F. Green
SJO
Juan Santamaría Intl.
$902 Roundtrip, found 3 days ago
$902
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sun, Jul 26 from T.F. Green to Juan Santamaría Intl., returning Thu, Aug 6, priced at $902 found 3 days ago

Airfares from $180 One Way, $364 Round Trip from Boston to San Juan

Prices starting at $364 for return flights and $180 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.

Wed, Sep 9 - Wed, Sep 16
BOS
Boston
SJO
San José
$364 Roundtrip, found 3 hours ago
$364
Roundtrip
found 3 hours ago
Select Copa flight, departing Wed, Sep 9 from Boston to San José, returning Wed, Sep 16, priced at $364 found 3 hours ago
Wed, Jan 13 - Wed, Jan 27
BOS
Boston
SJO
San José
$376 Roundtrip, found 2 days ago
$376
Roundtrip
found 2 days ago
Select United flight, departing Wed, Jan 13 from Boston to San José, returning Wed, Jan 27, priced at $376 found 2 days ago
Sat, Oct 24 - Fri, Oct 30
BOS
Boston
SJO
San José
$382 Roundtrip, found 5 days ago
$382
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Oct 24 from Boston to San José, returning Fri, Oct 30, priced at $382 found 5 days ago
Fri, Sep 18 - Fri, Sep 25
BOS
Boston
SJO
San José
$423 Roundtrip, just found
$423
Roundtrip
just found
Select avianca flight, departing Fri, Sep 18 from Boston to San José, returning Fri, Sep 25, priced at $423 just found
Wed, Sep 16 - Mon, Sep 21
PVD
Providence
SJO
San José
$436 Roundtrip, found 18 hours ago
$436
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Sep 16 from Providence to San José, returning Mon, Sep 21, priced at $436 found 18 hours ago

San Juan economy flight packages

Price found within the past 48 hours. Click for updated prices.
Noah's Forest by Tifakara
4.5-star property

Noah's Forest by Tifakara

9.8/10 Exceptional! (411 reviews)

Sep 13 - Sep 19

6 night stay

Boston (BOS) to San José (SJO)

American Airlines • Non-stop • Coach

San José (SJO) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,068, price is now $1,165 per person
$1,165
per person
found 1 day ago
This is hands down the best hotel we have ever stayed at! Its absolutely beautiful. The staff is so friendly and helpful. Very clean. The pool was a lot of fun for our 6 year old daughter. The breakfast was incredible! We would stay here again in a heart beat. Shout out to the whole staff team at this hotel. You really know how to make sure guests are well taken care of and happy.

Reviewed on Jul 15, 2026

Cielo Lodge
3.0-star property

Cielo Lodge

10/10 Exceptional! (6 reviews)

Sep 12 - Sep 19

7 night stay

Boston (BOS) to San José (SJO)

Delta • Non-stop • Coach

San José (SJO) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,616, price is now $1,422 per person
$1,422
per person
found 17 hours ago
Our stay at Cielo Lodge was absolutely unforgettable and exceeded every expectation. From the moment we arrived, the staff made us feel genuinely welcome with their warmth, attentiveness, and willingness to help with anything we needed. Their hospitality truly made the experience extra special. The food was another highlight of our trip — every meal was incredibly fresh, flavorful, and beautifully prepared. The local ingredients and creative dishes gave us a true taste of Costa Rica, and dining with such breathtaking surroundings made it even more memorable. Cielo Lodge offers an amazing variety of activities, making it easy to experience the beauty and adventure of Costa Rica. Whether exploring nature, enjoying guided excursions, or simply relaxing and taking in the scenery, there was always something wonderful to do. The grounds themselves are absolutely gorgeous — lush, peaceful, and immaculately maintained. What truly amazed us was the incredible wildlife surrounding the lodge. We saw colorful birds, monkeys, and so many beautiful animals right in their natural habitat. It felt like being immersed in a tropical paradise. If you are looking for a place that combines luxury, adventure, incredible food, outstanding service, and the superb wildlife of Costa Rica, Cielo Lodge is truly a hidden gem. We cannot wait to return.

Reviewed on May 27, 2026

The Springs Resort and Spa at Arenal
5.0-star property

The Springs Resort and Spa at Arenal

9.8/10 Exceptional! (1,005 reviews)

Sep 13 - Sep 19

6 night stay

Boston (BOS) to San José (SJO)

American Airlines • Non-stop • Coach

San José (SJO) to Boston (BOS)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,539, price is now $2,021 per person
$2,021
per person
found 1 day ago
This place gets everything right! The grounds, the rooms, the food, the staff and even the tours. We loved it and didn’t want to leave.

Reviewed on Jul 22, 2026

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

More About Flying To San Juan from Boston

Route Information for Flights from Boston to San Juan

Origin Airport IATA Code
BOS
Destination Airport IATA Code
SJO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to San Juan

Orbitz has your best deals on Boston to San Juan flights. From guaranteed low prices to cutting-edge mobile tools, the perfect trip begins on Orbitz.
Get Orbitz On the Go for Flights from Boston to San Juan
Use our mobile apps for Android and iPhone to find the best price on flights from Boston to San Juan. Check your flight status, gate and baggage claim details, and book exclusive mobile deals on hotels — even on the same day.

Rack Up Miles While Flying for Cheaper

Earn miles or points toward your frequent flyer program on select Boston to San Juan flights. When you book your flight on Orbitz, simply add your qualifying frequent flyer number where prompted. You can also store your airline frequent flyer or loyalty program numbers in your Orbitz account profile to automatically add them to your future reservations.

Worry Less With Flight Alerts

Orbitz is the best source for booking flights from Boston to San Juan. But we also keep you updated about flight delays, booking changes, or service disruptions with free alerts. Get alerts on Boston to San Juan flights sent to your email or via voice or text to your mobile phone. We can also send the alerts to up to 6 other email addresses or phone numbers, which is helpful if you are being picked up at the airport.

Budget Travel Planning Made Easy

It's easy to find discount air tickets for flights from Boston to San Juan on Orbitz. Mix and match airlines for your departing and your returning flights to find the lowest fares and the best schedule.

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.