Cheap Flights from Boston to Santiago
Looking for cheap flights from Boston to Santiago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Boston to Santiago vary by season and date, but economy flights can start around 20,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Boston to Santiago for specific travel dates.
2026-04-14
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.8
2026-04-15
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.7
2026-04-22
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.5
2026-04-25
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.8
2026-04-26
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.8
2026-04-27
BOS - STI
Economy | 1 Stop | 9+ left
From 20,000 Pts + $55.5
Premium cabin flights from Boston to Santiago
Premium cabin
2026-04-14
BOS - STI
Business | 1 Stop | 7 left
From 40,000 Pts + $55.8
Premium cabin
2026-04-15
BOS - STI
Business | 1 Stop | 4 left
From 51,000 Pts + $55.7
Premium cabin
2026-04-16
BOS - STI
Business | 1 Stop | 8 left
From 60,400 Pts + $55.7
Premium cabin
2026-04-17
BOS - STI
Business | 1 Stop | 9+ left
From 68,300 Pts + $55.7
Premium cabin
2026-04-18
BOS - STI
Business | 1 Stop | 6 left
From 60,400 Pts + $55.5
Premium cabin
2026-04-19
BOS - STI
Business | 1 Stop | 6 left
From 51,000 Pts + $55.7
Selected hotels for your next stay
Puerto Plata (Dominican Republic)
Casa Colonial Beach and Spa(SLH)
From 65,000 Pts or $348
Frequently Asked Questions
The cheapest route from Boston to Santiago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Boston to Santiago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Boston to Santiago.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!
