Cheap flights from Boston

We are watching 129 routes out of Boston. The cheapest fare we can vouch for today is €51, and for each one we say whether today is a good moment or you should wait.

See this fare · Washington €51 Lebanon €60 Austin €62

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Where to fly from Boston

Tue

5 Jan

Boston → Washington

American Airlines Based on 423 observations ✈ Direct

Cape Air Based on 169 observations ✈ Direct

Southwest Airlines Based on 109 observations ✈ Direct

Allegiant Air Based on 14 observations ✈ Direct

Southwest Airlines Based on 127 observations ✈ Direct

Cape Air Based on 35 observations ✈ Direct

American Airlines Based on 606 observations ✈ Direct

American Airlines Based on 54 observations ✈ Direct

American Airlines Based on 780 observations ✈ Direct

€78

Mon

16 Nov

Boston → Philadelphia

American Airlines Based on 148 observations ✈ Direct

jetBlue Based on 45 observations ✈ Direct

€88

Wed

16 Dec

Boston → San Francisco

jetBlue Based on 153 observations 1 stop

jetBlue Based on 76 observations 1 stop

Cape Air Based on 30 observations ✈ Direct

American Airlines Based on 37 observations ✈ Direct

BermudAir Based on 18 observations ✈ Direct

American Airlines Based on 506 observations ✈ Direct

Southwest Airlines Based on 111 observations 1 stop

Southwest Airlines Based on 90 observations ✈ Direct

€106

Fri

27 Nov

Boston → Raleigh/Durham

American Airlines Based on 70 observations 1 stop

Frontier Airlines Based on 444 observations 1 stop

€108

Fri

27 Nov

Boston → Sarasota/Bradenton

Allegiant Air Based on 47 observations ✈ Direct

€108

Mon

7 Dec

Boston → Fort Lauderdale

jetBlue Based on 242 observations 1 stop

€110

Tue

15 Dec

Boston → West Palm Beach

Southwest Airlines Based on 73 observations 1 stop

Southwest Airlines Based on 50 observations 2 stops

Frontier Airlines Based on 87 observations ✈ Direct

Air Canada Based on 33 observations ✈ Direct

Sun Country Airlines Based on 110 observations ✈ Direct

€118

Fri

13 Nov

Boston → Dallas-Fort Worth

American Airlines Based on 58 observations ✈ Direct

€119

Mon

11 Jan

Boston → Knoxville/Maryville

American Airlines Based on 19 observations 1 stop

Frontier Airlines Based on 135 observations 1 stop

Southwest Airlines Based on 20 observations 1 stop

American Airlines Based on 251 observations ✈ Direct

€123

Mon

30 Nov

Boston → Santo Domingo

AA Based on 81 observations 1 stop

jetBlue Based on 90 observations 2 stops

American Airlines Based on 159 observations 1 stop

Air Canada Based on 34 observations 1 stop

American Airlines Based on 19 observations 1 stop

jetBlue Based on 157 observations ✈ Direct

€133

Sun

8 Nov

Boston → Cincinnati / Covington

American Airlines Based on 38 observations ✈ Direct

Southwest Airlines Based on 295 observations 1 stop

Alaska Airlines Based on 256 observations 1 stop

Frontier Airlines Based on 105 observations 2 stops

Alaska Airlines Based on 75 observations 1 stop

jetBlue Based on 140 observations ✈ Direct

Frontier Airlines Based on 34 observations 1 stop

American Airlines Based on 12 observations ✈ Direct

Porter Airlines Canada Based on 20 observations 1 stop

Alaska Airlines Based on 106 observations 1 stop

AA Based on 56 observations 1 stop

jetBlue Based on 24 observations ✈ Direct

American Airlines Based on 13 observations 1 stop

€173

Sat

14 Nov

Boston → Myrtle Beach

American Airlines Based on 13 observations 1 stop

€178

Tue

1 Dec

Boston → Guatemala City

American Airlines Based on 66 observations 2 stops

Allegiant Air Based on 12 observations 2 stops

€189

Tue

17 Nov

Boston → Salt Lake City

jetBlue Based on 35 observations 3 stops

TAP Portugal Based on 162 observations ✈ Direct

€192

Mon

16 Nov

Boston → White Plains

Cape Air Based on 24 observations 1 stop

TAP Portugal Based on 104 observations 1 stop

Alaska Airlines Based on 34 observations 1 stop

€196

Flights from Boston: quick answers

What is the cheapest flight from Boston right now?

Washington at €51 one-way, the lowest fare today across the 129 routes we track from Boston. Next: Lebanon €60, Austin €62, Des Moines €63.

What is the cheapest month to fly from Boston?

November. On the 94 routes from Boston where we measured it, November fares were typically 7% below the route's median month.

How far in advance should I book flights from Boston?

0–13 days before departure: that has been the cheapest booking window on 33 of the 112 routes from Boston where we measured it.

Which airlines have the cheapest flights from Boston?

American Airlines has the lowest fare on 23 of the 129 routes we track from Boston, then TAP Portugal (21), jetBlue (15), Frontier Airlines (11), Alaska Airlines (10).

How many routes from Boston does Piratefly track?

129 routes, with 10,010 fares we have recorded over time.

Booking tips from our fare data

How far in advance should you book a flight?: Book 1–1.5 months before departure. Tracking the same flights at every lead time (97,668 flights on 19,841 routes, 2026-06-14 to 2026-11-05), that window had the smallest average premium over each flight's lowest fare: +16.7%, against +49.3% in the last 3 days.
What is the cheapest day of the week to fly?: Wednesday. Comparing each fare with the median of its own route, Wednesday departures were +3.5% and Tuesday +4.3%, while Friday was the dearest at +10.5%. Weekend departures cost more than midweek ones.
What is the cheapest month to fly?: November 2026. Comparing each route's fares month by month (booked 8–60 days ahead), November 2026 departures were -1.1% against the route's own median, while January 2027 was the dearest at +22.7%. Covers September 2026, October 2026, November 2026, December 2026, January 2027; fares observed 2026-06-14 to 2026-11-05.