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Cheap flights from Portland to Key West (PDX - EYW) from $248

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PDX — EYW
Jun 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
1 adult, Economy
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The best prices from Portland to Key West are usually found in August or January, booked 83 days in advance, depart on a Monday or Friday and return on a Monday

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 May 30, 2024.

Popular in

December

Cheapest in

August

Average price

$556

Round-trip from

$374
High demand for flights, 27% potential price rise
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Best time to find cheap flights, 26% potential price drop
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Average for round-trip flights in May 2024
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From Portland to Key West
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What is the cheapest day to fly round-trip from Portland to Key West?

Departing on a Sunday is a good option for securing a great price. You can expect to save up to 30% 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 20 days early can save you up to 87% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Portland to Key West for as little as $570 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 $577 for flights departing within the next 3 days.

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

Our data shows that August tends to be the cheapest month to fly to Key West from Portland. Users have commonly found prices around $564 for the month, but tickets can be as low as $323. Due to multiple factors, prepare for potentially higher prices in December.

What is the cheapest time of day to fly from PDX to EYW?

Unlike in the morning, when flights are generally more expensive, you can save up to 18% on flights from Portland to Key West by exploring options for tickets at noon.

Cheap American Airlines flights from Portland to Key West

Explore cheap flight options specifically provided by American Airlines for the route between Portland and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Take a look at some of the lowest-priced American Airlines flights heading from Portland to Key West. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 8/139:45 pmPDX - EYW
1 stop10h 15mAmerican Airlines
Tue 8/207:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/29$248
Tue 8/1311:58 pmPDX - EYW
2 stops10h 07mAmerican Airlines
Tue 8/207:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/29$253
Tue 9/245:25 amPDX - EYW
2 stops10h 34mAmerican Airlines
Sat 9/2812:53 pmEYW - PDX
2 stops12h 53mAmerican Airlines
Deal found 5/29$292
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/1012:47 pmEYW - PDX
1 stop9h 28mAmerican Airlines
Deal found 5/29$422
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/107:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/30$423
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/102:59 pmEYW - PDX
2 stops10h 49mAmerican Airlines
Deal found 5/29$427
Mon 8/1212:59 amPDX - EYW
2 stops12h 21mAmerican Airlines
Tue 8/207:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/29$428
Thu 6/2712:59 amPDX - EYW
1 stop9h 02mAmerican Airlines
Fri 7/53:29 pmEYW - PDX
1 stop8h 30mAmerican Airlines
Deal found 5/29$478
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/1012:47 pmEYW - PDX
2 stops13h 01mAmerican Airlines
Deal found 5/30$542

Cheap Delta flights from Portland to Key West

Explore cheap flight options specifically provided by Delta for the route between Portland and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Have a look at some of the cheapest available Delta flights departing from Portland and landing in Key West. Check back soon if you're not seeing flights that suit your needs.
Tue 8/135:04 pmPDX - EYW
2 stops15h 43mDelta
Tue 8/202:30 pmEYW - PDX
2 stops12h 22mDelta
Deal found 5/29$258
Mon 8/1212:39 amPDX - EYW
2 stops9h 56mDelta
Tue 8/202:30 pmEYW - PDX
2 stops12h 22mDelta
Deal found 5/29$383
Tue 9/246:00 amPDX - EYW
1 stop8h 09mDelta
Sat 9/287:00 amEYW - PDX
2 stops15h 06mDelta
Deal found 5/29$393
Mon 9/2312:50 amPDX - EYW
2 stops13h 19mDelta
Sat 9/287:00 amEYW - PDX
2 stops15h 06mDelta
Deal found 5/29$463
Mon 9/2312:50 amPDX - EYW
2 stops13h 19mDelta
Sat 9/2812:31 pmEYW - PDX
1 stop9h 30mDelta
Deal found 5/29$738
Tue 6/186:20 amPDX - EYW
1 stop10h 20mDelta
Tue 6/257:25 amEYW - PDX
2 stops11h 49mDelta
Deal found 5/30$803
Thu 9/2612:50 amPDX - EYW
2 stops13h 19mDelta
Tue 10/12:35 pmEYW - PDX
1 stop10h 29mDelta
Deal found 5/29$1,863
Thu 9/2612:50 amPDX - EYW
2 stops13h 19mDelta
Tue 10/12:35 pmEYW - PDX
2 stops12h 21mDelta
Deal found 5/29$1,868
Fri 9/275:35 amPDX - EYW
2 stops10h 58mDelta
Tue 10/12:35 pmEYW - PDX
1 stop10h 29mDelta
Deal found 5/29$2,965

Cheap Portland to Key West flights in May & June 2024

Find cheap flight options from Portland to Key West specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 2024.
Check out some of the best flight deals from Portland to Key West in 2024. For more flight deals, be sure to check back very soon.
Thu 6/2712:59 amPDX - EYW
1 stop9h 02mAmerican Airlines
Fri 7/53:29 pmEYW - PDX
1 stop8h 30mAmerican Airlines
Deal found 5/29$478
Wed 6/1911:43 amPDX - EYW
2 stops18h 26mMultiple Airlines
Sun 6/235:09 pmEYW - PDX
2 stops20h 44mMultiple Airlines
Deal found 5/30$500
Wed 6/199:39 amPDX - EYW
3 stops27h 35mMultiple Airlines
Sun 6/235:09 pmEYW - PDX
2 stops20h 44mMultiple Airlines
Deal found 5/30$532
Sun 6/29:55 pmPDX - EYW
1 stop10h 06mAmerican Airlines
Tue 6/42:11 pmEYW - PDX
1 stop9h 33mAmerican Airlines
Deal found 5/29$565
Sun 6/29:55 pmPDX - EYW
1 stop10h 06mAmerican Airlines
Tue 6/411:42 amEYW - PDX
2 stops12h 18mAmerican Airlines
Deal found 5/29$570
Sun 6/25:18 amPDX - EYW
2 stops10h 43mAmerican Airlines
Tue 6/411:40 amEYW - PDX
2 stops12h 04mAmerican Airlines
Deal found 5/29$577
Thu 6/2712:59 amPDX - EYW
1 stop9h 02mAmerican Airlines
Fri 7/53:29 pmEYW - PDX
2 stops10h 48mAmerican Airlines
Deal found 5/29$598
Fri 6/2811:59 pmPDX - EYW
2 stops13h 21mUnited Airlines
Fri 7/511:20 amEYW - PDX
2 stops13h 38mUnited Airlines
Deal found 5/29$652
Wed 6/199:39 amPDX - EYW
3 stops27h 35mMultiple Airlines
Sun 6/2310:04 amEYW - PDX
3 stops27h 49mMultiple Airlines
Deal found 5/30$655

Portland to Key West 2024 flight deals

Discover exclusive flight deals for travel between Portland and Key West in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Check out some of the best flight deals from Portland to Key West in 2024. For more flight deals, be sure to check back very soon.
Tue 8/139:45 pmPDX - EYW
1 stop10h 15mAmerican Airlines
Tue 8/207:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/29$248
Tue 8/1311:58 pmPDX - EYW
2 stops10h 07mAmerican Airlines
Tue 8/207:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/29$253
Tue 8/135:04 pmPDX - EYW
2 stops15h 43mDelta
Tue 8/202:30 pmEYW - PDX
2 stops12h 22mDelta
Deal found 5/29$258
Tue 9/245:25 amPDX - EYW
2 stops10h 34mAmerican Airlines
Sat 9/2812:53 pmEYW - PDX
2 stops12h 53mAmerican Airlines
Deal found 5/29$292
Mon 8/1212:39 amPDX - EYW
2 stops9h 56mDelta
Tue 8/202:30 pmEYW - PDX
2 stops12h 22mDelta
Deal found 5/29$383
Tue 9/246:00 amPDX - EYW
1 stop8h 09mDelta
Sat 9/287:00 amEYW - PDX
2 stops15h 06mDelta
Deal found 5/29$393
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/1012:47 pmEYW - PDX
1 stop9h 28mAmerican Airlines
Deal found 5/29$422
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/107:30 pmEYW - PDX
1 stop8h 15mAmerican Airlines
Deal found 5/30$423
Sat 8/39:50 pmPDX - EYW
1 stop9h 45mAmerican Airlines
Sat 8/102:59 pmEYW - PDX
2 stops10h 49mAmerican Airlines
Deal found 5/29$427

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 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$248 - $539

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 8/13

1 stop10h 15m

Key West

Tue 8/20

1 stop8h 15m

$248

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 8/13

2 stops10h 07m

Key West

Tue 8/20

1 stop8h 15m

$253

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 8/13

2 stops15h 43m

Key West

Tue 8/20

2 stops12h 22m

$258

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 9/24

2 stops10h 34m

Key West

Sat 9/28

2 stops12h 53m

$292

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 8/12

2 stops9h 56m

Key West

Tue 8/20

2 stops12h 22m

$383

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 9/24

1 stop8h 09m

Key West

Sat 9/28

2 stops15h 06m

$393

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 8/3

1 stop9h 45m

Key West

Sat 8/10

1 stop9h 28m

$422

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 6/19

2 stops18h 26m

Key West

Sun 6/23

2 stops20h 44m

$500

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 9/24

3 stops24h 34m

Key West

Sat 9/28

2 stops14h 18m

$539

Flights are sorted by cheapest first

Deals found on 5/29

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 May 24, 2024.
To ensure you get the cheapest price possible for a flight from Portland to Key West, you should look to book at least 82 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.
Search Deals

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Key West. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Portland to Key West flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

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.

Temperature and rainfall in Key West by month

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

EYW

Temperature

69.8 - 84.2 °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 May 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
10,457 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.0

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
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.0

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
10,777 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.0

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
14,284 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.0

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 $300 on Cheapflights?

    Yes, there are multiple flights from Portland to Key West for under $300. The cheapest flight booked recently is on American Airlines for just $248, but on average you can expect to pay $446.

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

    American Airlines, at $248, 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 56% lower than the current average price of a flight leaving 3 months from now.

  • 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 5/30.

  • 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, Delta or United Airlines as they are the most popular for this route.

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

    Currently, January is the cheapest month in which you can book a flight from Portland to Key West (average of $374). Flying from Portland to Key West in March is currently the most expensive (average of $504). 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 2,784,634 searches. Data last updated May 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$271Average$440FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$312Average$449FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$327Average$581FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Portland to Key West by cabin class

Find flights from Portland to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to Key West?

When you search for this flight from Portland to Key West, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Portland to Key West?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Portland to Key West.

Can Cheapflights find flights from Portland to Key West with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland to Key West flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Portland to Key West become cheaper?

Yes, Cheapflights offers price alerts on Portland to Key West flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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