Fly to
Route
Depart
Return
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Mon 7/12
18:30-22:52
1 stop4h 22m
Washington, D.C. Reagan-National
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Sat 12/12
18:30-22:52
1 stop4h 22m
Washington, D.C. Reagan-National
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Wed 28/10
10:45-12:38
Nonstop1h 53m
Washington, D.C. Reagan-National
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Thu 29/10
12:00-16:28
1 stop4h 28m
Washington, D.C. Reagan-National
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonWashington, D.C.
BOS Boston Logan Intl - DCA Washington, D.C. Reagan-National
BOSDCA
Boston Logan Intl
Thu 7/1
09:45-16:23
1 stop6h 38m
Washington, D.C. Reagan-National
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonToronto
BOS Boston Logan Intl - YYZ Toronto Pearson Intl
BOSYYZ
Boston Logan Intl
Wed 28/10
09:50-12:00
Nonstop2h 10m
Toronto Pearson Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonToronto
BOS Boston Logan Intl - YYZ Toronto Pearson Intl
BOSYYZ
Boston Logan Intl
Wed 28/10
15:01-21:15
1 stop6h 14m
Toronto Pearson Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonToronto
BOS Boston Logan Intl - YYZ Toronto Pearson Intl
BOSYYZ
Boston Logan Intl
Fri 30/10
15:01-21:15
1 stop6h 14m
Toronto Pearson Intl
Wed 31/12
00:00-00:00
Nonstop0h 00m
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Wed 28/10
06:00-10:48
1 stop5h 48m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 20/10
07:38-12:00
1 stop5h 22m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
Get recent, data-driven insights about flights from Massachusetts including ideal travel times, pricing trends, and more.
Access useful and relevant information related to your journey from Massachusetts. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 29 September 2026.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
Deals for flights from Massachusetts are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.
Cheapflights simply makes it quick and affordable to book flights from Massachusetts by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Certainly. Search results for flights from Massachusetts shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes, Cheapflights offers price alerts on flights from Massachusetts so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.