$477 Cheap flight deals from Boston (BOS) to Oia (JTR)

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This Weekend's Flight Deals from Boston to Oia

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.

Fri, Aug 21 - Wed, Sep 2
BOS
Logan Intl.
JTR
Santorini National
$1,371 Roundtrip, found 4 days ago
$1,371
Roundtrip
found 4 days ago
Select Aer Lingus flight, departing Fri, Aug 21 from Logan Intl. to Santorini National, returning Wed, Sep 2, priced at $1,371 found 4 days ago

Airfares from $477 One Way, $895 Round Trip from Boston to Oia

Prices starting at $895 for return flights and $477 for one-way flights to Oia were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Oct 20 - Tue, Oct 27
BOS
Boston
JTR
Santorini
$895 Roundtrip, just found
$895
Roundtrip
just found
Select Lufthansa flight, departing Tue, Oct 20 from Boston to Santorini, returning Tue, Oct 27, priced at $895 just found
Tue, Oct 20 - Tue, Oct 27
BOS
Boston
JTR
Santorini
$895 Roundtrip, just found
$895
Roundtrip
just found
Select Lufthansa flight, departing Tue, Oct 20 from Boston to Santorini, returning Tue, Oct 27, priced at $895 just found
Tue, Oct 13 - Tue, Oct 20
BOS
Boston
JTR
Santorini
$943 Roundtrip, found 6 days ago
$943
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Oct 13 from Boston to Santorini, returning Tue, Oct 20, priced at $943 found 6 days ago
Sun, Sep 20 - Wed, Sep 30
BOS
Boston
JTR
Santorini
$1,032 Roundtrip, found 11 hours ago
$1,032
Roundtrip
found 11 hours ago
Select Swiss International Air Lines flight, departing Sun, Sep 20 from Boston to Santorini, returning Wed, Sep 30, priced at $1,032 found 11 hours ago
Sun, Oct 4 - Sat, Oct 10
BOS
Boston
JTR
Santorini
$1,122 Roundtrip, found 3 days ago
$1,122
Roundtrip
found 3 days ago
Select British Airways flight, departing Sun, Oct 4 from Boston to Santorini, returning Sat, Oct 10, priced at $1,122 found 3 days ago

Oia economy flight packages

Price found within the past 48 hours. Click for updated prices.
Grand Ambassador Santorini Hotel
5.0-star property

Grand Ambassador Santorini Hotel

9.4/10 Exceptional! (256 reviews)

Oct 7 - Oct 12

5 night stay

Boston (BOS) to Thira (JTR)

Lufthansa • Non-stop roundtrip • Coach
Price was $2,613, price is now $1,683 per person
$1,683
per person
found 1 day ago
Hotel isn’t very modern. For guests who stay out of the country, you have to bring your own outlet to charge your things or do your hair (women). Also, the upstairs part of the room (where the bed is) is SUPER HOT! A/c isn’t strong enough. We stayed there 5 days and on night 3, the hot water to shower wasn’t working and everyday we showered, the drain didn’t drain quick enough so I was standing in my own dirty shower water. Had to rinse my feet at the end. Also, free breakfast was mid. The 2 times we had breakfast there, the waiter would forget something that I had ordered and had to remind him again.

Reviewed on Aug 6, 2026

Aria Suites
4.0-star property

Aria Suites

10/10 Exceptional! (317 reviews)

Sep 19 - Sep 23

4 night stay

Boston (BOS) to Thira (JTR)

United • Non-stop • Coach

Thira (JTR) to Boston (BOS)

Swiss International Air Lines • Non-stop • Coach
Save 100% on your flight
Price was $4,044, price is now $2,423 per person
$2,423
per person
found 1 day ago
Loved our stay at Aria Suites. Very friendly and helpful staff. Amazing view and villa. Stacy and her team is fantastic. Highly recommend!

Reviewed on Aug 13, 2026

Art Maisons Oia Castle
5.0-star property

Art Maisons Oia Castle

9.6/10 Exceptional! (123 reviews)

Oct 4 - Oct 10

6 night stay

Boston (BOS) to Thira (JTR)

Swiss International Air Lines • Non-stop • Coach

Thira (JTR) to Boston (BOS)

Finnair • Non-stop • Coach
Save 100% on your flight
Price was $5,754, price is now $3,537 per person
$3,537
per person
found 1 day ago
Everything was amazing!

Reviewed on Jul 27, 2026

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More About Flying To Oia from Boston

Route Information for Flights from Boston to Oia

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

Boston to Oia

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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.