Cheap Flights from Boston to Calgary
Looking for cheap flights from Boston to Calgary? 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 Calgary vary by season and date, but economy flights can start around 19,000–24,900 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 Calgary for specific travel dates.
2026-04-14
BOS - YYC
Economy | 2 Stops | 7 left
From 22,500 Pts + $23.7
2026-04-14
BOS - YYC
Economy | 1 Stop
From 19,500 Pts + $5.6
2026-04-14
BOS - YYC
Economy | 1 Stop | 9+ left
From 24,900 Pts + $5.6
2026-04-14
BOS - YYC
Economy | 1 Stop | 7 left
From 23,400 Pts + $5.6
2026-04-20
BOS - YYC
Economy | 2 Stops | 7 left
From 22,500 Pts + $23.7
2026-04-20
BOS - YYC
Economy | 2 Stops
From 19,000 Pts + $11.2
Premium cabin flights from Boston to Calgary
Premium cabin
2026-04-14
BOS - YYC
Business | 1 Stop | 6 left
From 45,000 Pts + $18.1
Premium cabin
2026-04-14
BOS - YYC
Business | 1 Stop | 2 left
From 40,000 Pts + $37
Premium cabin
2026-04-14
BOS - YYC
Business | 1 Stop
From 43,600 Pts + $5.6
Premium cabin
2026-04-14
BOS - YYC
Business | 1 Stop | 2 left
From 50,000 Pts + $71.9
Premium cabin
2026-04-14
BOS - YYC
Business | 1 Stop
From 46,500 Pts + $5.6
Premium cabin
2026-04-20
BOS - YYC
Business | 2 Stops | 8 left
From 45,000 Pts + $23.7
Selected hotels for your next stay
Calgary, AB (Canada)
The Dorian, Autograph Collection
From Pts or $179
Calgary (Canada)
Hyatt Regency Calgary
From Pts or $384
Frequently Asked Questions
The cheapest route from Boston to Calgary 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 Calgary.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Boston to Calgary.
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points travel planning experience. Yeah!
