Find Cheap Flights from Portland to Key West (PWM - EYW)

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Good to Know

Average Price:
$579
(avg. price over the last 2 weeks)
Good Deal:
$445
or less (round trip)

When to Book Flights from Portland to Key West

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $445 or less.
The cheapest flight from Portland to Key West was found 55 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 14% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Portland to Key West Flights

How long does a flight from Portland to Key West take?
An average nonstop flight takes 7h 12m, covering a distance of 1470 miles.
Which airlines provide the cheapest flights from Portland to Key West?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($286), American Airlines ($373) and United ($446).
Do I need a passport to fly between Portland and Key West?
No.

Book cheap flights from Portland to Key West (round-trip)

Airports
Origin
Portland
$286
only
$286
Destination
Key West
$286
only
$286
Tue, Jan 23
PWM
EYW
10h 20m
Sat, Jan 27
EYW
PWM
9h 01m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 7
PWM
EYW
7h 57m
Tue, Apr 10
EYW
PWM
7h 44m
Trip: 4 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

DFW
SCL
Excellent 9.6

The food is very tasty, but AA has not changed the menu in at least one year.

ORD
LAX
Excellent 9.5

Easy, smooth.

Fri, Mar 2
PWM
EYW
12h 26m
Fri, Mar 9
EYW
PWM
6h 38m
Trip: 8 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 52353 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
RSW
EWR
Okay 5.3

Waiting

ATL
ORD
Excellent 8.0

The United pilot we flew that day. did great job. we arrive safe to the distination despite of the climate condition. im happy for the service.so far im satified..

the delayed flight this time almost cause us to lost our next flight in chicago. thats what i dont like. wish this wont happen next time..

EWR
BTV
Excellent 10.0

All the effort to make my need for wheelchair problem free

IAD
CDG
Good 7.6

The food was particularly poor this flight.

ORD
MUC
Mediocre 2.0

Our plane was defective so had to be replaced. This is fine, I certainly am willing to wait for a new plane if it means not blowing up over the ocean. The problem was how little the attendants at the gate communicated the situation to us. What should have been a brief layover became a 12 hour nightmare. The gate attendants did finally issue meal vouchers but they waited until 10 minutes before all the restaurants closed and only issued $10 a person. This is enough to buy a hot dog at an airport... We were told there wouldn't be any rescheduling of missed connections until we were "airborne". This resulted in mass panic and confusion upon reaching our destination. We were told to go to the service desk, half an airport away, but once the entire passenger contents of the plane arrived at that far flung service desk, we were mostly turned away to seek help at individual gates. This lack of communication meant I missed the next next available connecting flight and now have a further six hour layover. I understand accidents happen and planes can break down but the nearly complete lack of care and customer attention is, frankly, disappointing. I've now had nearly an entire day added to my travel time. If I'd been willing to loose that time I would have paid $600 less for my ticket. United finally offered a token of their appreciation : a $100 e-voucher. I have spent more than that on food and coffee in airports for the past two days while trying to survive until my next connections.

Wed, Feb 21
PWM
EYW
7h 12m
Sun, Feb 25
EYW
PWM
9h 16m
$1262
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ZAG
CDG
Good 6.0

Old plane, bad food & old crew

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

DEN
ATL
Excellent 8.6

On two of the legs of the trip they notice I was a tall person with long legs and upgraded me to seats with more leg room!! I didn't even ask. Thank you.

On the way back there were open seats with extra leg room and I asked the gate attendant if it was possible to switch my seat to one with more room and they said they only could if I paid extra.

*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.