Cheapest month to fly to Boston

The cheapest month to fly to Boston is most often September — cheapest from 37% of the 51 origin cities we track, and an autumn month (Sep–Nov) is cheapest for 71% of them. It depends where you fly from; the cheapest right now are Miami (from 76 EUR, November); Washington (from 94 EUR, August); Chicago (from 128 EUR, August); New York (from 128 EUR, June).

When is it cheapest to fly to Boston? Below is the cheapest month and round-trip fare from 51 origin cities, from Flightmussy's 12-month fare scans. Updated 2026-06-14.

RouteCheapest monthFromYearly swing
Miami → BostonNovember 202676 EUR68%
Washington → BostonAugust 202694 EUR50%
Chicago → BostonAugust 2026128 EUR31%
New York → BostonJune 2026128 EUR37%
Toronto → BostonJuly 2026204 EUR16%
Los Angeles → BostonAugust 2026211 EUR19%
San Francisco → BostonJuly 2026211 EUR29%
Barcelona → BostonSeptember 2026248 EUR56%
Vancouver → BostonAugust 2026266 EUR12%
Porto → BostonOctober 2026302 EUR49%
Milan → BostonOctober 2026308 EUR67%
Lisbon → BostonOctober 2026309 EUR48%
Rome → BostonSeptember 2026334 EUR39%
Zurich → BostonSeptember 2026339 EUR46%
London → BostonOctober 2026344 EUR31%
Paris → BostonOctober 2026349 EUR40%
Manchester → BostonSeptember 2026360 EUR39%
Dublin → BostonSeptember 2026362 EUR34%
Athens → BostonOctober 2026368 EUR42%
Bogota → BostonSeptember 2026369 EUR13%
Amsterdam → BostonSeptember 2026377 EUR42%
Helsinki → BostonSeptember 2026378 EUR44%
Berlin → BostonSeptember 2026393 EUR30%
Munich → BostonOctober 2026428 EUR31%
Vienna → BostonSeptember 2026429 EUR27%
Mexico City → BostonJuly 2026443 EUR21%
Edinburgh → BostonSeptember 2026452 EUR21%
Hamburg → BostonOctober 2026452 EUR22%
Frankfurt → BostonSeptember 2026458 EUR17%
Rio De Janeiro → BostonJuly 2026467 EUR28%
Copenhagen → BostonDecember 2026483 EUR20%
Madrid → BostonJanuary 2027487 EUR11%
Stockholm → BostonSeptember 2026504 EUR13%
Sao Paulo → BostonSeptember 2026543 EUR27%
Casablanca → BostonNovember 2026568 EUR4%
Istanbul → BostonNovember 2026579 EUR5%
Warsaw → BostonSeptember 2026616 EUR16%
Delhi → BostonNovember 2026663 EUR15%
Mumbai → BostonSeptember 2026672 EUR12%
Tel Aviv → BostonSeptember 2026681 EUR12%
Dubai → BostonMarch 2027700 EUR24%
Singapore → BostonOctober 2026704 EUR23%
Buenos Aires → BostonSeptember 2026736 EUR17%
Melbourne → BostonAugust 2026823 EUR24%
Hong Kong → BostonSeptember 2026860 EUR15%
Sydney → BostonAugust 2026863 EUR21%
Shanghai → BostonOctober 2026903 EUR30%
Bangkok → BostonOctober 2026906 EUR18%
Beijing → BostonNovember 2026943 EUR18%
Seoul → BostonNovember 2026969 EUR11%
Tokyo → BostonJanuary 20271015 EUR42%

Fares are round-trip estimates in EUR from 12-month scans — they change constantly; click any route to search live prices.

See also: the cheapest month to fly almost anywhere — Flightmussy's global fare-data study.

Frequently asked questions

When is the cheapest month to fly to Boston?
September is the most common cheapest month to fly to Boston — cheapest from 37% of 51 origin cities, with an autumn month cheapest for 71%. It varies by origin; see the per-origin table below. Updated 2026-06-14.
Where is it cheapest to fly to Boston from?
The cheapest origins to Boston right now are Miami (from 76 EUR, November); Washington (from 94 EUR, August); Chicago (from 128 EUR, August); New York (from 128 EUR, June). Full ranked list below.
How is this calculated?
From Flightmussy's 12-month forward fare scans: for every origin city that flies to Boston, we take the cheapest round-trip fare and the calendar month it falls in, then aggregate across 51 origins. Fares are estimates, not live quotes — click any route to search current prices.

Cheap flights and the cheapest month to fly, worldwide

About Flightmussy

Flightmussy is a free, independent flight search for travellers anywhere in the world. No signup, no ads, no tracking — email is optional, only for route price alerts. Compare fares across every airline and see 12 months of prices at a glance, including the low-cost carriers Google Flights often buries. Book directly with the airline or a trusted partner — we never add a markup.

Flight price data & research

Flightmussy runs its own 12-month forward fare scans across thousands of routes worldwide and publishes the data openly. Read the cheapest month to fly almost anywhere → — a global study of when fares are lowest — or browse the cheapest destinations from a city:

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