$175 Cheap flight deals from Boston (BOS) to San Juan (SJO)

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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 18 - Thu, Aug 27
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$743 Roundtrip, found 14 hours ago
$743
Roundtrip
found 14 hours ago
Select avianca flight, departing Sat, Jul 18 from Logan Intl. to Juan Santamaría Intl., returning Thu, Aug 27, priced at $743 found 14 hours ago
Sat, Jul 18 - Sun, Jul 26
PVD
T.F. Green
SJO
Juan Santamaría Intl.
$865 Roundtrip, found 2 days ago
$865
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jul 18 from T.F. Green to Juan Santamaría Intl., returning Sun, Jul 26, priced at $865 found 2 days ago

Airfares from $175 One Way, $364 Round Trip from Boston to San Juan

Prices starting at $364 for return flights and $175 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.

Mon, Oct 19 - Mon, Oct 26
BOS
Boston
SJO
San José
$364 Roundtrip, found 1 hour ago
$364
Roundtrip
found 1 hour ago
Select Copa flight, departing Mon, Oct 19 from Boston to San José, returning Mon, Oct 26, priced at $364 found 1 hour ago
Wed, Oct 21 - Sun, Oct 25
BOS
Boston
SJO
San José
$376 Roundtrip, found 3 days ago
$376
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 21 from Boston to San José, returning Sun, Oct 25, priced at $376 found 3 days ago
Tue, Nov 10 - Tue, Nov 17
BOS
Boston
SJO
San José
$376 Roundtrip, found 6 days ago
$376
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Nov 10 from Boston to San José, returning Tue, Nov 17, priced at $376 found 6 days ago
Tue, Aug 25 - Wed, Oct 21
BOS
Boston
SJO
San José
$394 Roundtrip, found 5 days ago
$394
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 25 from Boston to San José, returning Wed, Oct 21, priced at $394 found 5 days ago
Wed, Sep 16 - Mon, Sep 21
BOS
Boston
SJO
San José
$398 Roundtrip, found 1 day ago
$398
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Boston to San José, returning Mon, Sep 21, priced at $398 found 1 day ago

San Juan economy flight packages

Price found within the past 48 hours. Click for updated prices.
Casa Lamia
3.5-star property

Casa Lamia

8.4/10 Very Good! (107 reviews)

Aug 26 - Aug 31

5 night stay

Boston (BOS) to San José (SJO)

JetBlue Airways • Non-stop • Coach

San José (SJO) to Boston (BOS)

Avianca • Non-stop • Coach
Save 100% on your flight
Price was $1,371, price is now $818 per person
$818
per person
found 11 hours ago
I loved the welcoming we received. As soon as you arrive they offered a complimentary cocktail 😊. Breakfast was delicious. Dinner was one of the best meals I had.

Reviewed on Jul 11, 2026

Noah's Forest by Tifakara
4.5-star property

Noah's Forest by Tifakara

9.8/10 Exceptional! (405 reviews)

Aug 22 - Aug 29

7 night stay

Boston (BOS) to San José (SJO)

Air Canada • Non-stop • Coach

San José (SJO) to Boston (BOS)

Avianca • Non-stop • Coach
Save 100% on your flight
Price was $3,265, price is now $1,746 per person
$1,746
per person
found 1 day ago
Great location and wonderful staff. The rooms were amazing and the daily breakfast was enjoyable.

Reviewed on Jul 7, 2026

Villa Blanca Cloud Forest Hotel + Retreat
4.0-star property

Villa Blanca Cloud Forest Hotel + Retreat

9.4/10 Exceptional! (166 reviews)

Aug 14 - Aug 21

7 night stay

Boston (BOS) to San José (SJO)

Air Canada • Non-stop • Coach

San José (SJO) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $1,930, price is now $1,145 per person
$1,145
per person
found 1 day ago
Property designed and made for people Who want to relax.Well kept, limited menu and my only suggestion is to stop calling the guest to their rooms to remind the different eating times. It can be interrupting and is unnecessary. Decorations are very will developed in Costa Rican style and very fine test. Wi fi is excelente and the best of the resort is the personnel, just and outstanding group people. Woul have liked a wider range of options to choose from. Climate is fresh and a little humid but very characteristic of the area and not to the point of feeling uncomfortable. The quiality of the food, although limited, well preseted and very tasty. If I had to spend time relaxing and with family or my partner looking for rest and quiet, it’s very recomendable.

Reviewed on May 8, 2026

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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

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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.