Flights from Key West to Boston
Pick a departure date to see flights and seller prices
We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.
Where to connect
Options with one connection, fastest first
- fastest, via Tampa
- 7h 11m
- two tickets, via Orlando
- $113
- connection options
- 5
- straight-line distance
- 1,374 mi (2,211 km)
fastest
Via Tampa
7h 11m
with the connection
Key West to Tampa
flight 1h 6m
Connection of about 3h
Arrival: St. Petersburg-Clearwater International, Tampa International. Departure to Boston: St. Petersburg-Clearwater International, Tampa International.
Tampa to Boston
flight 3h 5m
two ticketsfrom $207
Via Orlando
7h 15m
with the connection
Key West to Orlando
flight 1h 13m
Connection of about 3h
Arrival: Orlando International, Orlando Sanford International. Departure to Boston: Orlando International, Orlando Sanford International.
Orlando to Boston
flight 3h 2m
two ticketsfrom $113
Via Miami
7h 20m
with the connection
Key West to Miami
flight 54m
Connection of about 3h
Arrival: Miami International. Departure to Boston: Fort Lauderdale-Hollywood International, Miami International.
Miami to Boston
flight 3h 26m
two ticketsfrom $591
Via Washington
7h 28m
with the connection
Key West to Washington
flight 2h 51m
Connection of about 3h
Arrival: Ronald Reagan National, Washington Dulles International. Departure to Boston: Baltimore/Wash International Thurgood Marshall, Ronald Reagan National.
Washington to Boston
flight 1h 37m
Via Philadelphia
7h 34m
with the connection
One ticket or two
How the options are calculated and what to keep in mind at the connection
Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.
Nearest nonstop flights
The closest you can get without a connection
From Key West to cities closest to Boston
Key West to New York
New York: 190 mi (306 km) from Boston, flight 3h 19m
from $198
Key West to Philadelphia
Philadelphia: 270 mi (435 km) from Boston, flight 3h 5m
Key West to Washington
Washington: 394 mi (634 km) from Boston, flight 2h 51m
Key West to Orlando
Orlando: 1,116 mi (1,796 km) from Boston, flight 1h 13m
from $48
Key West to Tampa
Tampa: 1,183 mi (1,904 km) from Boston, flight 1h 6m
from $42
Key West to Miami
Miami: 1,258 mi (2,025 km) from Boston, flight 54m
from $138
To Boston from cities closest to Key West
Miami to Boston
Miami: 130 mi (209 km) from Key West, flight 3h 26m
from $111
Fort Myers to Boston
Fort Myers: 144 mi (232 km) from Key West, flight 3h 12m
from $327
Tampa to Boston
Tampa: 238 mi (383 km) from Key West, flight 3h 5m
from $117
Orlando to Boston
Orlando: 276 mi (444 km) from Key West, flight 3h 2m
from $65
Cancun to Boston
Cancun: 399 mi (642 km) from Key West, flight 4h 14m
from $196
Jacksonville to Boston
Jacksonville: 399 mi (642 km) from Key West, flight 2h 44m
Frequently asked questions
Is there a nonstop flight from Key West to Boston?
There are no nonstop flights in the schedule. You will need a connection, the fastest is via Tampa.
What is the fastest way to fly from Key West to Boston?
Via Tampa: 1h 6m to the connection, 3h 5m after it, about 7h 11m in total with 3h for the connection.
How much does a flight from Key West to Boston with a connection cost?
Two nonstop tickets via Orlando from $113. This is the sum of the lowest known prices for each leg, and their dates may not match.
Which cities can you connect in between Key West and Boston?
Tampa (7h 11m total), Orlando (7h 15m total), Miami (7h 20m total), Washington (7h 28m total) and Philadelphia (7h 34m total).
How far is Boston from Key West?
1,374 mi (2,211 km) in a straight line between the cities.
How much time should I allow for the connection?
The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.