Cheap flights from Boston to Santiago de los Caballeros from $228

The cheapest month to fly to Santiago de los Caballeros from Boston is in January. Flight prices, which tend to average around $456, are often lower during this time because this is during the off-season. If you aren’t able to travel to Santiago de los Caballeros during the month of January, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $460.

The cheapest day to depart from Boston to Santiago de los Caballeros is on a Thursday when prices can be found for as low as $563. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Boston to Santiago de los Caballeros for around $662.

Our data shows that the cheapest Boston to Santiago de los Caballeros flights are usually those with departure times in the afternoon. Our users have found flights to Santiago de los Caballeros in the afternoon for as low as $401. At noon is when there is more demand to fly to Santiago de los Caballeros, so prices are often more expensive at around $689 per ticket.

Fly from Boston Logan Intl to Santiago de los Caballeros for the best Boston Logan Intl - Santiago de los Caballeros flight prices

You are more likely to see cheaper flights to Santiago de los Caballeros from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Santiago de los Caballeros for around $541 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Santiago de los Caballeros from Boston for as low as $525 on momondo.

There is only 1 cabin class available to choose from on Boston to Santiago de los Caballeros flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

JetBlue is the most popular carrier operating from Boston Logan Intl to Santiago de los Caballeros

JetBlue, Arajet and American Airlines are the top three most popular airlines that fly to Santiago de los Caballeros from Boston according to our data. JetBlue is the first choice among our users, with 76% of people opting to fly with this airline when traveling to Santiago de los Caballeros. Keep in mind that there are 9 different airlines that fly to Santiago de los Caballeros on a routine basis, so you have a few additional options to choose from.

Historically, on average around 37% of flights between Boston and Santiago de los Caballeros have experienced a delay on any given week. The average delay length over the past 12 months has been 126 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Friday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

According to our data, JetBlue have had the least number of delays on this route over the last 12 months; with about 37% of their flights experiencing any sort of delay.

Miami (MIA) was the most common stop: 63% of momondo users choosing 1-stop flights on this route connected there.

Flights via New York (JFK) offer the lowest average round-trip price of $379.

Flights connecting via Newark (EWR) have the shortest average one-way travel time: 6h 48m.

Newark (EWR) has the shortest average layover time for this route: 1h 28m.

As of July 2026, there are 2 flights per day flying from Boston to Santiago de los Caballeros. The most common time of day flights depart is 9:00PM, with 56% of flights taking off in the evening.

17 flights are operational weekly from Boston to Santiago de los Caballeros as of July 2026. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.