Flights from Portland to Key West
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 Miami
- 10h 39m
- two tickets, via Miami
- $278
- connection options
- 5
- straight-line distance
- 2,687 mi (4,325 km)
fastest
Via Miami
10h 39m
with the connection
Portland to Miami
flight 6h 36m
Connection of about 3h
Arrival: Fort Lauderdale-Hollywood International, Miami International. Departure to Key West: Miami International.
Miami to Key West
flight 1h 3m
two ticketsfrom $278
Via Orlando
10h 49m
with the connection
Portland to Orlando
flight 6h 29m
Connection of about 3h
Arrival: Orlando International. Departure to Key West: Orlando International, Orlando Sanford International.
Orlando to Key West
flight 1h 20m
two ticketsfrom $312
Via Chicago
11h 14m
with the connection
Via Tampa
12h 9m
with the connection
Portland to Tampa
flight 8h 5m
Connection of about 3h
Arrival: Tampa International. Departure to Key West: St. Petersburg-Clearwater International, Tampa International.
Tampa to Key West
flight 1h 4m
two ticketsfrom $303
Via Washington
12h 9m
with the connection
Portland to Washington
flight 5h 53m
Connection of about 3h
Arrival: Baltimore/Wash International Thurgood Marshall, Ronald Reagan National, Washington Dulles International. Departure to Key West: Ronald Reagan National, Washington Dulles International.
Washington to Key West
flight 3h 16m
two ticketsfrom $671
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 Portland to cities closest to Key West
Portland to Miami
Miami: 130 mi (209 km) from Key West, flight 6h 36m
from $159
Portland to Tampa
Tampa: 238 mi (383 km) from Key West, flight 8h 5m
from $148
Portland to Orlando
Orlando: 276 mi (444 km) from Key West, flight 6h 29m
from $131
Portland to Cancun
Cancun: 399 mi (642 km) from Key West, flight 6h 53m
Portland to Atlanta
Atlanta: 654 mi (1,053 km) from Key West, flight 5h 33m
from $137
Portland to Houston
Houston: 909 mi (1,463 km) from Key West, flight 5h 11m
from $133
To Key West from cities closest to Portland
Chicago to Key West
Chicago: 1,755 mi (2,824 km) from Portland, flight 3h 29m
Washington to Key West
Washington: 2,348 mi (3,778 km) from Portland, flight 3h 16m
from $100
Philadelphia to Key West
Philadelphia: 2,406 mi (3,872 km) from Portland, flight 3h 22m
from $215
New York to Key West
New York: 2,440 mi (3,926 km) from Portland, flight 3h 47m
from $238
Tampa to Key West
Tampa: 2,500 mi (4,024 km) from Portland, flight 1h 4m
from $42
Orlando to Key West
Orlando: 2,525 mi (4,064 km) from Portland, flight 1h 20m
from $41
Frequently asked questions
Is there a nonstop flight from Portland to Key West?
There are no nonstop flights in the schedule. You will need a connection, the fastest is via Miami.
What is the fastest way to fly from Portland to Key West?
Via Miami: 6h 36m to the connection, 1h 3m after it, about 10h 39m in total with 3h for the connection.
How much does a flight from Portland to Key West with a connection cost?
Two nonstop tickets via Miami from $278. 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 Portland and Key West?
Miami (10h 39m total), Orlando (10h 49m total), Chicago (11h 14m total), Tampa (12h 9m total) and Washington (12h 9m total).
How far is Key West from Portland?
2,687 mi (4,325 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.