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Boston: cheap flights and the best time to go

History on foot along the Freedom Trail. Massachusetts · Cities, Family

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Cheapest round trip

Travelers

Fares are per seat. Everyone 2 and older needs a seat; babies under 2 on a lap fly free. Up to 9 travelers.

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Safety level

U.S. U.S. destination: no State Department travel advisory

The State Department's travel advisories

Levels: 1 Exercise normal precautions · 2 Exercise increased caution · 3 Reconsider travel · 4 Do not travel. Read the advisory before you book; it can change. Checked 2026-10-07.

Best time to go

For the weather: May, June, July (highs of 62–82°F, not too much rain). With fares from your airport, the best months weigh weather 60% and price 40%.

Typical weather and the cheapest round trip by month
MonthHighLowRainCheapest round trip from JFK
January37°F23°F3.4 in…
February39°F25°F3.2 in…
March46°F31°F4.2 in…
April57°F41°F3.6 in…
May (a best month)67°F50°F3.2 in…
June (a best month)76°F60°F3.9 in…
July (a best month)82°F66°F3.3 in…
August81°F65°F3.1 in…
September73°F58°F3.6 in…
October62°F48°F4.0 in…
November52°F38°F3.7 in…
December43°F29°F4.3 in…

Typical daily high and low and total rain, 1991–2020: NOAA NCEI GHCN-Daily, station BOSTON (4 km away). ★ = the best three months. Fares are the cheapest found for trips leaving that month in the next year.

Prices are per seat for a round trip in economy; with more than one traveler they're the total for your party (babies under 2 on a lap need no seat). The booking site shows the final price for everyone.