BOS - STI

$149 Find Cheap Flights from Boston to Santiago de los Caballeros

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Santiago de los Caballeros departing on 3/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Santiago de los Caballeros

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Santiago de los Caballeros, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Santiago de los Caballeros, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$342
Overall average: $408
American Airlines
Sat 5/2Sun 5/17
BOS - STI • 1 stop
Cheapest non-stop
$387
Typical prices: $379-$455
JetBlue
Sat 5/2Sat 5/16
BOS - STI • Non-stop
Top airlines
Cheapest • from $342 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with JetBlue. Average duration is 3h 49m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 68% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $445 (round-trip)
Shortest trip • 6h 26m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 11% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 22% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Santiago de los Caballeros!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Boston to Santiago de los Caballeros (BOS-STI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Santiago de los Caballeros that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Santiago de los Caballeros

Sat, May 2 - Sun, May 17
American Airlines Logo
6:22 pm - 12:23 pm
BOS
-
STI
18h 01m
1 stop
American Airlines Logo
1:32 pm - 10:02 am
STI
-
BOS
20h 30m
1 stop
$342American Airlines
Sun, Mar 29 - Wed, May 6
Delta Logo
6:00 am - 7:15 pm
BOS
-
STI
13h 15m
1 stop
Delta Logo
8:59 pm - 7:22 am
STI
-
BOS
10h 23m
1 stop
$348Delta
Wed, Apr 1 - Wed, Apr 8
Spirit Airlines Logo
5:45 am - 2:23 pm
BOS
-
STI
8h 38m
1 stop
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
$349Spirit Airlines
Sun, Mar 29 - Wed, Apr 1
Delta Logo
6:00 am - 7:15 pm
BOS
-
STI
13h 15m
1 stop
Delta Logo
6:00 am - 10:55 pm
STI
-
BOS
16h 55m
1 stop
$355Delta
Sat, Mar 28 - Tue, May 5
Delta Logo
8:59 pm - 12:02 pm
BOS
-
STI
15h 03m
1 stop
Delta Logo
8:59 pm - 7:29 am
STI
-
BOS
10h 30m
1 stop
$357Delta
Tue, Mar 31 - Tue, Apr 7
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
$360Spirit Airlines
Fri, Mar 27 - Fri, Apr 3
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
$364Spirit Airlines
Wed, Apr 1 - Wed, Apr 8
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
$367Spirit Airlines
Wed, Apr 1 - Thu, Apr 16
Spirit Airlines Logo
5:45 am - 2:23 pm
BOS
-
STI
8h 38m
1 stop
Spirit Airlines Logo
3:07 pm - 11:57 pm
STI
-
BOS
8h 50m
1 stop
$369Spirit Airlines
Wed, Apr 1 - Wed, Apr 8
Spirit Airlines Logo
5:49 pm - 1:49 am
BOS
-
STI
8h 00m
1 stop
Spirit Airlines Logo
3:28 pm - 11:59 pm
STI
-
BOS
8h 31m
1 stop
$370Spirit Airlines
Booking Insights

KAYAK's insights & trends for Boston to Santiago de los Caballeros flights

Get data-powered insights and trends into flights from Boston to Santiago de los Caballeros to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Santiago de los Caballeros?

The average price of all round-trip flights from Boston to Santiago de los Caballeros clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Santiago de los Caballeros on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Boston to Santiago de los Caballeros. For your return ticket, we recommend flying on a Wednesday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Boston to Santiago de los Caballeros?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Santiago de los Caballeros, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Santiago de los Caballeros is May, where tickets cost $408 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $753 and $641 respectively.

Can I save money by flying with a layover from Boston to Santiago de los Caballeros?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $527, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Boston to Santiago de los Caballeros?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Santiago de los Caballeros, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Santiago de los Caballeros, you should book around 3 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$146
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 43% increase in price.
Flight from Boston to Santiago de los Caballeros

When to book flights from Boston to Santiago de los Caballeros

Are your dates flexible? Find out the best times to travel from Boston to Santiago de los Caballeros based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Santiago de los Caballeros

  • What is the cheapest flight from Boston to Santiago de los Caballeros?

    In the last 3 days, the lowest price for a flight from Boston to Santiago de los Caballeros was $147 for a one-way ticket and $342 for a round-trip.

  • Do I need a passport to fly between Boston and Santiago de los Caballeros?

    Yes

  • Which airports will I be using when flying from Boston to Santiago de los Caballeros?

    When flying out of Boston you will be using Boston Logan Intl. You will be landing at Santiago de los Caballeros, also known as Santiago de los Caballeros.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Santiago de los Caballeros?

    JetBlue, and Delta offer inflight Wi-Fi service on the Boston to Santiago de los Caballeros flight route.

  • Which aircraft models fly most regularly from Boston to Santiago de los Caballeros?

    The Airbus A321-100/200 is the aircraft model that flies most regularly on the Boston to Santiago de los Caballeros flight route.

  • Which airline alliances offer flights from Boston to Santiago de los Caballeros?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Boston and Santiago de los Caballeros, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Boston to Santiago de los Caballeros?

    There are nonstop flights from Boston to Santiago de los Caballeros on a daily basis.

  • Which is the best airline for flights from Boston to Santiago de los Caballeros, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Santiago de los Caballeros are Delta and United Airlines. With an average price for the route of $383 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $460 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Boston to Santiago de los Caballeros?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Santiago de los Caballeros.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Santiago de los Caballeros?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Santiago de los Caballeros from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Santiago de los Caballeros?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Santiago de los Caballeros with an airline and back to Boston with another airline. Booking your flights between Boston and STI can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Santiago de los Caballeros?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Santiago de los Caballeros from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Santiago de los Caballeros

  • Looking for a cheap flight? 25% of our users found flights on this route for $257 or less one-way and $472 or less round-trip.

Prefer to fly direct from Boston to Santiago de los Caballeros?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Boston Logan Intl to Santiago de los Caballeros.
Find which airlines fly direct from Boston Logan Intl Airport to Santiago de los Caballeros Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Santiago de los Caballeros

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Santiago de los Caballeros to Boston Logan Intl

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top 5 airlines serving from Boston to Santiago de los Caballeros

 
See real verified KAYAK customer reviews for airlines flying from Boston to Santiago de los Caballeros. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Santiago de los Caballeros? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8296 reviews
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
Airline reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

10.0 ExcellentAnonymous, Mar 2026
ATL - DTW
Read more Delta reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The 777’s economy seat’s legroom was more tolerable than expected. I appreciate the reclining mechanism which slides the seat forward to minimize cannibalizing the space behind. The food was terrible: very salty.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

I’m still waiting to get on the flight. No one knows what’s happening. The passengers have gotten no updates. We have been up all night and waiting at the airport. This is no way to operate and we should be refunded for this lack of respect for their passengers.

Not enough crew members so we had to wait for more to arrive and they could never give us updates timing. Not even water for free on board. Bare bones airplane- there wasn’t even a seat back pocket to put things into. Spirit is cheap for a reason but this was dismal

The plane was clean and crew was nice. Can’t speak on food as I did not have any

Flight was delayed, then undelayed, then delayed again. Gate was changed to the other side of the airport. Horrible seats with no screens. Spirit os truly awful, even for a budget option.

flight delayed because of poor staffing and organization - confusion from gate agents and flight attendant supervisors scheduling a missing flight attendant. flight delay 1 hr 30 min

I liked the quickness of the boarding process. Things were run smoothly and the staff was very professional. The overall experience was great.

Flight was delayed more than 3 hours, and the metro had stopped running by the time we got to the terminal well past midnight, so I was stranded, alone, with no way to get home until the metro started up the next morning.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

When I arrived at the airport at 4:00 in the morning, I was notified that I "hadn't paid" for my ticket (I had paid and had a boarding pass). Then I was told that while I had paid, the ticket was $600 more than it actually was, and that I needed to pay that so I could board. None of this was true, of course, but it took 20 minutes, two crew members behind the desk, and one on the phone to clear up.

The flight was delayed by two hours, then by three hours. Then, at 10:01, a notification that the flight was back on schedule for the original time. I just happened to be getting on a train to go to the airport at 10 just to be extra early for the delayed departure when I saw the update come through. I got to the train terminal at the airport at 11:07. A shuttle immediately arrived and offloaded, but didn't show anyone on before speeding off. It was 30 minutes before another arrived. I finally got to the terminal and through security and to the gate just in time for them to tell me the door had just been locked. Flight closed. I had to wait until the next day to fly out. No or for a hotel, a meal, nothing.

Everything you need to know for your flight from Boston to Santiago de los Caballeros

Information on your arrival and departure airports