$291 Cheap Flights from Boston (BOS) to Santiago Island (RAI)

View $291 flight on Sat, Nov 8, 2025Opens in a new window

Popular airlines from Logan International Airport (BOS) to Santiago Island (RAI-Praia Intl.)

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Cheap Flights from Boston to Santiago Island (BOS-RAI)

Prices were available within the past 7 days and start at $291 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.
Tue, Nov 18 - Wed, Dec 10
BOS
Boston
RAI
Santiago
$614 Roundtrip, just found
$614
Roundtrip
just found
Select SATA International-Azores Airlines S.A. flight, departing Tue, Nov 18 from Boston to Santiago, returning Wed, Dec 10, priced at $614 just found
TAP Portugal
Fri, Feb 6 - Sun, Feb 8
BOS
Boston
RAI
Santiago
$619 Roundtrip, found 3 days ago
$619
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Fri, Feb 6 from Boston to Santiago, returning Sun, Feb 8, priced at $619 found 3 days ago
TAP Portugal
Thu, May 7 - Sun, May 10
BOS
Boston
RAI
Santiago
$627 Roundtrip, found 3 days ago
$627
Roundtrip
found 3 days ago
Select TAP Portugal flight, departing Thu, May 7 from Boston to Santiago, returning Sun, May 10, priced at $627 found 3 days ago
TAP Portugal
Wed, Apr 22 - Fri, May 8
BOS
Boston
RAI
Santiago
$631 Roundtrip, just found
$631
Roundtrip
just found
Select TAP Portugal flight, departing Wed, Apr 22 from Boston to Santiago, returning Fri, May 8, priced at $631 just found
TAP Portugal
Thu, Apr 23 - Sun, May 10
BOS
Boston
RAI
Santiago
$638 Roundtrip, just found
$638
Roundtrip
just found
Select TAP Portugal flight, departing Thu, Apr 23 from Boston to Santiago, returning Sun, May 10, priced at $638 just found
TAP Portugal
Sat, Jan 17 - Sun, Feb 1
BOS
Boston
RAI
Santiago
$643 Roundtrip, found 5 hours ago
$643
Roundtrip
found 5 hours ago
Select TAP Portugal flight, departing Sat, Jan 17 from Boston to Santiago, returning Sun, Feb 1, priced at $643 found 5 hours ago
TAP Portugal
Thu, Apr 23 - Sun, May 10
BOS
Boston
RAI
Santiago
$645 Roundtrip, just found
$645
Roundtrip
just found
Select TAP Portugal flight, departing Thu, Apr 23 from Boston to Santiago, returning Sun, May 10, priced at $645 just found
Swiss International Air Lines
Wed, Jan 28 - Thu, Feb 12
BOS
Boston
RAI
Santiago
$1,238 Roundtrip, found 13 hours ago
$1,238
Roundtrip
found 13 hours ago
Select Swiss International Air Lines flight, departing Wed, Jan 28 from Boston to Santiago, returning Thu, Feb 12, priced at $1,238 found 13 hours ago
Royal Air Maroc
Fri, Nov 14 - Tue, Nov 25
BOS
Boston
RAI
Santiago
$1,577 Roundtrip, just found
$1,577
Roundtrip
just found
Select Royal Air Maroc flight, departing Fri, Nov 14 from Boston to Santiago, returning Tue, Nov 25, priced at $1,577 just found
Turkish Airlines
Mon, Dec 1 - Wed, Dec 24
BOS
Boston
RAI
Santiago
$1,693 Roundtrip, found 1 hour ago
$1,693
Roundtrip
found 1 hour ago
Select Turkish Airlines flight, departing Mon, Dec 1 from Boston to Santiago, returning Wed, Dec 24, priced at $1,693 found 1 hour ago

Find the cheapest month to fly from Boston (BOS) to Praia (RAI)

February is typically the cheapest month to fly

From $468 - $1,134 per traveler.

Alternative airports near Praia

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Praia Intl. RAI. Cheapest option available. Flights from $1,815
RAI
Praia Intl.
Cheapest
Flights from $1,815

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI) cost?
Lock in a cheap one-way flight from $291 or cheap return flight from $614 from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI)?
The cheapest month to fly from BOS to RAI is November, when there's less demand. Off-peak months are typically when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI)?
To find the cheapest airline that'll fly you from BOS to RAI, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI)?
You'll have to catch a flight with a layover when traveling from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI). There are no daily direct flights on this route. However, just filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from BOS to RAI?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI)?
To arrive at Praia Intl. Airport (RAI) on schedule, select a flight that leaves Logan Intl. Airport (BOS) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI) last-minute?
Booking your plane ticket from BOS to RAI shortly before your journey is typically more expensive. However, if you're flexible with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a BOS to RAI flight and hotel package?
Opting for a BOS to RAI flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our impressive range of accommodations and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Praia Intl. Airport (RAI)?
It's generally possible to reschedule or cancel your BOS to RAI flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Logan Intl.
Destination airport
Praia Intl.
Airlines serving
Ethiopian Airlines, Royal Air Maroc, SATA International-Azores Airlines S.A., Swiss International Air Lines, TAP Portugal, Turkish Airlines
Roundtrip price
$613
Distance
3386 mi
Average flight time
10 hours 35 mins

Book with confidence

Boston to Santiago Island Flights

The cheapest times to fly from Boston to Santiago Island

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 Boston to Santiago Island are during the month of November. You can find some of the cheapest flights from Boston to Santiago Island with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Boston to Santiago Island: 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 Boston to Santiago Island

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 Boston to Santiago Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $291 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 Boston to Santiago Island 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 Boston to Santiago Island 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.

 

Boston to Santiago Island Flights
*Available to One Key members.