$323 Cheap Flights from Santiago Island (RAI) to Boston (BOS)

View $323 flight on Wed, Dec 3, 2025Opens in a new window
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Cheap Flights from Santiago Island to Boston (RAI-BOS)

Prices were available within the past 7 days and start at $323 for one-way flights and $614 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

SATA International-Azores Airlines S.A.
Wed, Dec 10 - Sat, Jan 10
RAI
Santiago
BOS
Boston
$614 Roundtrip, found 2 days ago
$614
Roundtrip
found 2 days ago
Select SATA International-Azores Airlines S.A. flight, departing Wed, Dec 10 from Santiago to Boston, returning Sat, Jan 10, priced at $614 found 2 days ago
SATA International-Azores Airlines S.A.
Wed, Dec 10 - Sat, Jan 10
RAI
Santiago
BOS
Boston
$641 Roundtrip, found 2 days ago
$641
Roundtrip
found 2 days ago
Select SATA International-Azores Airlines S.A. flight, departing Wed, Dec 10 from Santiago to Boston, returning Sat, Jan 10, priced at $641 found 2 days ago
SATA International-Azores Airlines S.A.
Sun, Dec 14 - Wed, Feb 4
RAI
Santiago
BOS
Boston
$641 Roundtrip, found 2 hours ago
$641
Roundtrip
found 2 hours ago
Select SATA International-Azores Airlines S.A. flight, departing Sun, Dec 14 from Santiago to Boston, returning Wed, Feb 4, priced at $641 found 2 hours ago
TAP Portugal
Wed, Dec 10 - Sat, Jan 10
RAI
Santiago
BOS
Boston
$642 Roundtrip, found 2 days ago
$642
Roundtrip
found 2 days ago
Select TAP Portugal flight, departing Wed, Dec 10 from Santiago to Boston, returning Sat, Jan 10, priced at $642 found 2 days ago
TAP Portugal
Thu, Mar 5 - Fri, Mar 20
RAI
Santiago
BOS
Boston
$646 Roundtrip, found 2 hours ago
$646
Roundtrip
found 2 hours ago
Select TAP Portugal flight, departing Thu, Mar 5 from Santiago to Boston, returning Fri, Mar 20, priced at $646 found 2 hours ago
TAP Portugal
Thu, Nov 13 - Fri, Dec 5
RAI
Santiago
BOS
Boston
$649 Roundtrip, found 1 day ago
$649
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Thu, Nov 13 from Santiago to Boston, returning Fri, Dec 5, priced at $649 found 1 day ago
TAP Portugal
Wed, Dec 10 - Sat, Jan 10
RAI
Santiago
BOS
Boston
$649 Roundtrip, found 2 days ago
$649
Roundtrip
found 2 days ago
Select TAP Portugal flight, departing Wed, Dec 10 from Santiago to Boston, returning Sat, Jan 10, priced at $649 found 2 days ago
TAP Portugal
Wed, Mar 4 - Thu, Mar 19
RAI
Santiago
BOS
Boston
$652 Roundtrip, found 10 hours ago
$652
Roundtrip
found 10 hours ago
Select TAP Portugal flight, departing Wed, Mar 4 from Santiago to Boston, returning Thu, Mar 19, priced at $652 found 10 hours ago
TAP Portugal
Thu, Jan 22 - Sat, Jan 31
RAI
Santiago
BOS
Boston
$653 Roundtrip, found 1 day ago
$653
Roundtrip
found 1 day ago
Select TAP Portugal flight, departing Thu, Jan 22 from Santiago to Boston, returning Sat, Jan 31, priced at $653 found 1 day ago
Royal Air Maroc
Mon, May 12 - Sat, May 24
RAI
Santiago
BOS
Boston
$2,138 Roundtrip, found 2 days ago
$2,138
Roundtrip
found 2 days ago
Select Royal Air Maroc flight, departing Mon, May 12 from Santiago to Boston, returning Sat, May 24, priced at $2,138 found 2 days ago
Flights from Santiago Island (RAI) to Boston (BOS)
Origin airport
Praia Intl.
Destination airport
Logan Intl.
Airlines serving
Royal Air Maroc, SATA International-Azores Airlines S.A., TAP Portugal
Roundtrip price
$614
Distance
3386 mi

Santiago Island to Boston Flights

The cheapest times to fly from Santiago Island to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Santiago Island to Boston are during the month of December. You can find some of the cheapest flights from Santiago Island to Boston with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Santiago Island to Boston

Sunday is one of the best days to book for cheap flights from Santiago Island to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Santiago Island to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Santiago Island to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $323 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Santiago Island to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Santiago Island to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS) cost?
Discover the latest flight deals from RAI to BOS by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from RAI to BOS?
The cheapest flights from RAI to BOS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from RAI to BOS?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from RAI to BOS. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS)?
You’ll need to catch a flight with a layover if you’re traveling from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from RAI to BOS?
You’ll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS)?
To avoid potential delays on the Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS) route, travel before 3 PM. Flights after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS) last-minute?
Booking your ticket from RAI to BOS shortly before your trip is generally more expensive. However, if you’re flexible with your schedule, you could grab a cheap last-minute fare.
Is it cheaper to book a RAI to BOS flight and hotel package?
Compared with arranging hotels and flights separately, booking a RAI to BOS flight and hotel package with Expedia could lead to significant savings. What’s more, having everything in one place takes the hassle out of planning your trip. Just secure your flights and choose from our extensive range of hotels, then personalize your trip with extras like activities and car rentals.
Can I cancel or change the date of my flight from Praia Intl. Airport (RAI) to Logan Intl. Airport (BOS)?
If you reserved your RAI to BOS flight within the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you’d like more information.

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*Available to One Key members.