Cheap flights from Portland to Key West (PDX - EYW)

PDX — EYW
Oct 1 — Oct 81

The best prices from Portland to Key West are usually found in October or January, booked 52 days in advance, depart on a Tuesday or Monday and return on a Monday

How to find the cheapest flight from Portland (PDX) to Key West (EYW)

All the information you need to plan the best PDX to EYW flight in 2022: compare Portland to Key West flight prices with the expected peak season, weather and rainfall in Key West.

PDX - EYW

Price

$440 - $922

EYW

Temperature

69.8 - 84.2 °F

EYW

Rainfall

1.5 - 6.7 inches

Popular inJulyHigh demand for flights, 33% potential price rise
Cheapest inOctoberBest time to find cheap flights, 29% potential price drop
Round-trip from$440From Portland to Key West
One-way from$390One-way flight from Portland to Key West

What is the cheapest day to fly round-trip from Portland to Key West?

Departing on a Monday is a good option for securing a great price. You can expect to save up to 37% when planning your travel around this day of the week.

How far in advance should I book a flight from Portland to Key West?

Users have found that booking a flight from Portland to Key West at least 53 days early can save you up to 28% on average compared to booking a flight this week. If booking 53 days before your flight isn’t an option for you, users have found flights from Portland to Key West for as little as $712 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $768 for flights departing within the next 3 days.

What is the cheapest month to fly from Portland to Key West?

Our data shows that October tends to be the cheapest month to fly to Key West from Portland. Users have commonly found prices around $618 for the month, but tickets can be as low as $280. Due to multiple factors, prepare for potentially higher prices in July.

When is the cheapest time to fly from Portland to Key West (PDX - EYW)?

Unlike in the morning, when flights are generally more expensive, you can save up to 22% on flights from Portland to Key West by exploring options for tickets in the afternoon.

Cheap flights from Portland to Key West in September, October 2022

The best prices found for PDX to EYW flights for September, October
Oct 21 - Oct 25
PDX

Portland

EYW

Key West

2 stops

15h 23m
EYW

Key West

PDX

Portland

1 stop

14h 15m
$605

Multiple Airlines

Pick Dates

Deal found 9/24/22

Sep 26 - Oct 3
PDX

Portland

EYW

Key West

1 stop

8h 32m
EYW

Key West

PDX

Portland

1 stop

11h 02m
$716

American Airlines

Pick Dates

Deal found 9/25/22

Sep 26 - Oct 3
PDX

Portland

EYW

Key West

1 stop

8h 32m
EYW

Key West

PDX

Portland

2 stops

14h 10m
$719

American Airlines

Pick Dates

Deal found 9/25/22

Portland to Key West 2022 flight deals

Cheap flights to Key West from Portland found for this year
Nov 29 - Dec 2
PDX

Portland

EYW

Key West

1 stop

7h 34m
EYW

Key West

PDX

Portland

1 stop

10h 39m
$476

American Airlines

Pick Dates

Deal found 9/25/22

Nov 29 - Dec 3
PDX

Portland

EYW

Key West

1 stop

7h 34m
EYW

Key West

PDX

Portland

1 stop

8h 01m
$478

American Airlines

Pick Dates

Deal found 9/25/22

Dec 3 - Dec 7
PDX

Portland

EYW

Key West

2 stops

11h 49m
EYW

Key West

PDX

Portland

1 stop

8h 01m
$482

American Airlines

Pick Dates

Deal found 9/25/22

Cheap American Airlines flights from Portland to Key West

Mar 7 - Mar 15
PDX

Portland

EYW

Key West

1 stop

7h 03m
EYW

Key West

PDX

Portland

1 stop

8h 28m
$456

American Airlines

Pick Dates

Deal found 9/25/22

Mar 7 - Mar 15
PDX

Portland

EYW

Key West

1 stop

7h 03m
EYW

Key West

PDX

Portland

1 stop

10h 03m
$458

American Airlines

Pick Dates

Deal found 9/24/22

Mar 7 - Mar 15
PDX

Portland

EYW

Key West

2 stops

12h 07m
EYW

Key West

PDX

Portland

1 stop

8h 28m
$461

American Airlines

Pick Dates

Deal found 9/25/22

Cheap United Airlines flights from Portland to Key West

Mar 6 - Mar 15
PDX

Portland

EYW

Key West

1 stop

9h 53m
EYW

Key West

PDX

Portland

1 stop

10h 45m
$478

United Airlines

Pick Dates

Deal found 9/25/22

Mar 6 - Mar 15
PDX

Portland

EYW

Key West

1 stop

9h 53m
EYW

Key West

PDX

Portland

2 stops

10h 54m
$482

United Airlines

Pick Dates

Deal found 9/25/22

Mar 6 - Mar 15
PDX

Portland

EYW

Key West

2 stops

10h 55m
EYW

Key West

PDX

Portland

2 stops

10h 54m
$507

United Airlines

Pick Dates

Deal found 9/25/22

Last minute flights from Portland to Key West

Late deals on return flights to Key West from Portland, departing today and this week
Oct 6 - Oct 15
PDX

Portland

EYW

Key West

2 stops

9h 30m
EYW

Key West

PDX

Portland

1 stop

11h 12m
$2,166

Delta

Pick Dates

Deal found 9/25/22

Oct 6 - Oct 15
PDX

Portland

EYW

Key West

2 stops

9h 30m
EYW

Key West

PDX

Portland

2 stops

12h 44m
$2,844

Delta

Pick Dates

Deal found 9/25/22

Oct 6 - Oct 15
PDX

Portland

EYW

Key West

2 stops

13h 36m
EYW

Key West

PDX

Portland

2 stops

12h 44m
$2,925

Delta

Pick Dates

Deal found 9/23/22

One-way flights to Key West from Portland

The cheapest one-way flights from Portland to Key West
Nov 13
PDX

Portland

EYW

Key West

1 stop

10h 03m
$328

American Airlines

Pick Dates

Deal found 9/24/22

Mar 20
PDX

Portland

EYW

Key West

1 stop

9h 53m
$329

United Airlines

Pick Dates

Deal found 9/25/22

Mar 21
PDX

Portland

EYW

Key West

2 stops

12h 07m
$334

American Airlines

Pick Dates

Deal found 9/24/22

Related info for your journey

Useful info, stats and facts about Portland to Key West flights.

Which airlines flying from Portland to Key West have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Portland to Key West that may be offering flexible cancellation policies are American Airlines, Delta, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Portland to Key West for under $500 on Cheapflights?

Yes, there are multiple flights from Portland to Key West for under $500. The cheapest flight booked recently is on American Airlines for just $456, but on average you can expect to pay $491.

Are there last-minute flights available from Portland to Key West for under $2,200?

There are currently 3+ open flights from Portland to Key West within the next 7 days for less than $2,200.

What are the cheapest airlines flying from Portland to Key West round-trip?

American Airlines, at $456, was found to be the cheapest airline from Portland to Key West.Alternate airlines to your destination round-trip include United Airlines and Delta. American Airlines is priced at 26% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Portland to Key West one-way?

$328 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $329 and $337, respectively.

What are the most popular airlines that fly from Portland to Key West?

When booking a flight from Portland to Key West, you may want to consider flying on American Airlines, Alaska Airlines or Delta as they are the most popular for this route.

What are the cheapest flights from Portland to Key West?

On average you can expect to pay $1,399 for a flight from Portland to Key West. The cheapest flight overall is $344 while the most popular route, (Portland - Key West) is currently priced at $498.

Alternative routes for Portland to Key West

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Portland to Key West

The chart below displays the airlines Cheapflights users traveling from Portland to Key West choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$290Average$516FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$348Average$657FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
American AirlinesCheapest$378Average$612FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
Alaska AirlinesCheapest$535Average$725FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights