Where can I fly cheaply from Massachusetts right now?

We are tracking fare drops to 101 destinations from Massachusetts airports, listed cheapest first above. The list is rebuilt from harvested fares daily.

How are these deals worked out?

Each fare is scored against a baseline price for a trip of that distance, so a deal is a fare well below what that route usually costs, rather than simply a cheap short flight.

Detour Flights

Cheap flight deals from Massachusetts

Fare drops from Massachusetts airports to 101 destinations, scored against what each route normally costs.

Best current drop $59 · typical price $99 · about $40 below par

Current deals

Destination	Departs	Stops	Price
Baltimore (BWI)	2026-09-23	Direct	$59
Fort Lauderdale (FLL)	2026-11-14	Direct	$60
Miami (MIA)	2026-09-05	Direct	$77
Washington Reagan (DCA)	2026-09-09	Direct	$77
Washington Dulles (IAD)	2026-09-09	Direct	$79
Calgary (YYC)	2026-10-10	Direct	$80
Toronto Billy Bishop (YTZ)	2026-09-21	Direct	$86
Toronto Pearson (YYZ)	2026-09-21	Direct	$87
Orlando (MCO)	2026-10-17	Direct	$89
Chicago O'Hare (ORD)	2026-11-17	1 stop	$89
Chicago Midway (MDW)	2026-10-31	1 stop	$89
Atlanta (ATL)	2026-10-03	1 stop	$93
Tampa (TPA)	2026-10-28	1 stop	$95
Asheville (AVL)	2026-11-27	Direct	$95
Denver (DEN)	2026-09-30	1 stop	$99
Los Angeles (LAX)	2026-09-18	1 stop	$106
Raleigh (RDU)	2026-10-08	Direct	$110
Nassau Bahamas (NAS)	2026-10-02	1 stop	$118
Las Vegas (LAS)	2026-09-15	1 stop	$122
Houston Intercontinental (IAH)	2026-09-10	2 stops	$123

Routes from Massachusetts

Boston → Fort Lauderdale Boston → Miami Boston → Calgary Boston → Chicago O'Hare Boston → Denver Boston → Los Angeles Boston → Las Vegas Boston → Phoenix Boston → San Francisco Boston → Seattle Boston → Frankfurt Boston → Bogotá

See the live deal board

The interactive page prices your state's airports live and lets you filter by month and trip length.

Open live deals for Massachusetts

Common questions

Where can I fly cheaply from Massachusetts right now?: We are tracking fare drops to 101 destinations from Massachusetts airports, listed cheapest first above. The list is rebuilt from harvested fares daily.
How are these deals worked out?: Each fare is scored against a baseline price for a trip of that distance, so a deal is a fare well below what that route usually costs, rather than simply a cheap short flight.