Where can I fly cheaply from Massachusetts right now?

We are tracking fare drops to 203 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 203 destinations, scored against what each route normally costs.

Best current drop $55 · typical price $107 · about $52 below par

Current deals

Destination	Departs	Stops	Price
(WAS)	2026-11-02	Direct	$55
Washington Reagan (DCA)	2026-12-08	Direct	$56
(BWI)	2026-11-24	Direct	$56
(FLL)	2027-05-01	Direct	$57
(ORL)	2026-10-31	Direct	$57
Toronto Pearson (YYZ)	2026-10-19	Direct	$57
Washington Dulles (IAD)	2026-10-21	Direct	$59
Asheville (AVL)	2027-02-22	Direct	$61
Orlando Sanford (SFB)	2026-11-15	Direct	$61
Orlando (MCO)	2026-12-12	Direct	$62
(RDU)	2027-01-07	Direct	$67
Atlanta (ATL)	2026-10-24	1 stop	$68
Austin (AUS)	2026-12-08	1 stop	$75
Miami (MIA)	2026-10-31	Direct	$80
Denver (DEN)	2026-10-28	Direct	$83
Chicago Midway (MDW)	2026-10-27	1 stop	$85
Toronto (All Airports) (YTO)	2026-10-26	Direct	$88
Chicago O'Hare (ORD)	2026-11-04	Direct	$88
(CHI)	2026-11-02	Direct	$89
San Diego (SAN)	2027-02-02	Direct	$90

Routes from Massachusetts

Boston → Washington DC (All Airports)Boston → Washington Reagan Boston → Baltimore Boston → Fort Lauderdale Boston → ORL Boston → Toronto Pearson Boston → Washington Dulles Boston → Atlanta Boston → Austin Boston → Miami Boston → Orlando Boston → Denver

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 203 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.