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$240+ Cheap flights from Portland to Key West (PDX - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Nov 4 — Nov 111
Mon 11/4
Mon 11/11
1 adult, Economy
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The best prices from Portland to Key West are usually found in August or September, booked 79 days in advance, depart on a Monday or Tuesday and return on a Tuesday

Cheap flight deals from Portland to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

August

Round-trip from

$308
(American Airlines)

One-way from

$240
(United)
Provider with most accurate pricing for Portland-Key West flight deals.
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Provider most trusted by Cheapflights users for Portland-Key West flights.
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High demand for flights, 22% potential price rise
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Best time to find cheap flights, 33% potential price drop
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From Portland to Key West
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One-way flight from Portland to Key West
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Find flight deals from Portland to Key West

Cheapest flights from Portland to Key West
Explore the most affordable flight options available from Portland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2024.

This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/66:30 amPDX - EYW
1 stop9h 24mAmerican Airlines
Mon 12/92:35 pmEYW - PDX
2 stops10h 44mAmerican Airlines
Deal found 10/30$313
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1411:15 pmPDX - EYW
2 stops15h 03mDelta
Mon 11/187:25 amEYW - PDX
2 stops15h 20mDelta
Deal found 10/29$378
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/99:55 pmPDX - EYW
1 stop10h 29mUnited Airlines
Fri 12/134:05 pmEYW - PDX
2 stops20h 34mUnited Airlines
Deal found 10/29$439
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/89:20 pmPDX - EYW
1 stop14h 00mMultiple Airlines
Fri 12/133:05 pmEYW - PDX
1 stop11h 04mMultiple Airlines
Deal found 10/29$531

Find flights from Portland to Key West within your budget

Customize your flight search to find flights from Portland to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,570,725 searches. Data last updated October 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$308 - $531

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 1/8

1 stop7h 54m

Key West

Wed 1/15

1 stop10h 36m

$308

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 11/14

2 stops15h 03m

Key West

Mon 11/18

2 stops15h 20m

$378

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 12/9

1 stop10h 29m

Key West

Fri 12/13

2 stops20h 34m

$439

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 12/8

1 stop14h 00m

Key West

Fri 12/13

1 stop11h 04m

$531

Flights are sorted by cheapest first

Deals found on 10/30

Compare providers for flights from Portland to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Key West in October.
ProviderPrice AccuracyTrust Score*Cancellation Policy
ExpediaPrice Accuracy1 starTrust Score*3 starsCancellation PolicyAirline Policy
FlightHubPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy
eDreamsPrice Accuracy3 starsTrust Score*3 starsCancellation PolicyAirline Policy

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Portland to Key West

Get recent, data-driven insights about flights from Portland to Key West including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Key West. Price data was last updated on October 25, 2024.

To ensure you get the cheapest price possible for a flight from Portland to Key West, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Find deals

What is the cheapest month to book a flight from Portland to Key West?

Currently, August is the cheapest month in which you can book a flight from Portland to Key West (average of $328). Flying from Portland to Key West in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated October 30, 2024.
Peruse reviews from past customers who have flown with American Airlines, Delta and United Airlines from Portland to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,836 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Delta
8.0
Very good
8,836 reviews
Delta
8.0
Very good
8,836 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

United Airlines
7.4
Good
9,240 reviews
Delta
8.0
Very good
8,836 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

American Airlines
7.3
Good
10,000 reviews
Delta
8.0
Very good
8,836 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Portland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Portland to Key West for under $400 on Cheapflights?

    Yes, there are multiple flights from Portland to Key West for under $400. The cheapest flight booked recently is on American Airlines for just $308, but on average you can expect to pay $414.

  • Are there last-minute flights available from Portland to Key West for under $500?

    There are currently 3+ open flights from Portland to Key West within the next 7 days for less than $500.

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

    American Airlines, at $308, was found to be the cheapest airline from Portland to Key West.Alternate airlines to your destination round-trip include Delta and United Airlines. American Airlines is priced at 41% 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?

    $240 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $269 and $744, respectively.

  • What does PDX to EYW mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Portland Airport to Key West Airport flight would often be abbreviated as a PDX to EYW flight.

  • Can I find deals for flights from Portland to Key West that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Key West flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Key West with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Key West flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Portland to Key West that include hotel bookings?

    Yes. In addition to deals on Portland to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Key West.

  • Can I find deals for business class flights from Portland to Key West?

    Yes. Cheapflights offers flight deals from Portland to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Portland to Key West that allow pets onboard?

    Many airlines flying from Portland to Key West offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Key West?

    Yes, you can often find last-minute deals on Portland to Key West flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland to Key West flight deals updated?

    The Portland to Key West flight deals you see on this page were last updated on 10/30.

  • What is the cheapest month to book a flight from Portland to Key West?

    Currently, August is the cheapest month in which you can book a flight from Portland to Key West (average of $328). Flying from Portland to Key West in March is currently the most expensive (average of $493). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 3 airlines flying from Portland to Key West

Discover the top 3 airlines that operate flights from Portland to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,570,725 searches. Data last updated October 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$293Average$548FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$317Average$472FlexibilityNo cancel feeOn-time69%
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