Boston (BOS) to Santiago de los Caballeros (STI): 1,586 miles (2,553 km) great-circle, about 3h 40m nonstop by our estimate. Cheapest fare observed: $347 round-trip on American Airlines, with 1 stop, departing June 6, 2026.
$347 round-trip, American Airlines AA1259, departing 2026-06-06 at 08:00, returning 2026-06-15. The recorded itinerary left on a Saturday, returning on a Monday 9 nights later; the fare was observed 42 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $347, it ranked 14th of the 30 round-trip fares we recorded from BOS (median $623). That is 21.9 cents per great-circle mile (round-trip price over one-way distance), above the BOS median of 19.1 cents across 30 round-trip routes.
Routes from BOS of similar length: Santo Domingo (1,655 mi) at $308 and San Juan (1,679 mi) at $297.
American Airlines had the cheapest fare on 5 of 30 BOS routes. It is the 22nd longest of the 30 routes we track from BOS.
Of 7 departure airports with a fare to Santiago de los Caballeros, Boston (BOS) ranked 6th at $347. Lowest: $245 from New York (JFK); highest: $364 from Orlando (MCO); 4 nonstop. Cheapest-fare airlines (routes): Spirit (3), JetBlue (2), American Airlines (1) and Frontier (1).
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/New_York, America/Santo_Domingo; flight time is our estimate.