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$124+ Cheap flights from Florida Keys to Portland (PDX)

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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Florida Keys to Portland

Keep the following information in mind while searching for Florida Keys to Portland flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$220
(CheapOair)

One-way from

$124
(Alaska Airlines)

Popular in

August

Cheapest in

September

Average price

$574
Provider with most accurate pricing for Key West-Portland flight deals.
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Provider most trusted by Cheapflights users for Key West-Portland flights.
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From Florida Keys to Portland
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One-way flight from Florida Keys to Portland
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 6% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Florida Keys to Portland

Cheapest flights from Florida Keys to Portland
Explore the most affordable flight options available from Florida Keys to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/246:00 amMIA - PDX
1 stop31h 09mMultiple Airlines
Tue 5/271:37 pmPDX - MIA
1 stop13h 06mMultiple Airlines
Deal found 4/16$220
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/176:25 amMIA - PDX
1 stop21h 12mFrontier
Thu 4/246:20 amPDX - MIA
1 stop20h 01mFrontier
Deal found 4/16$228
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/17:50 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Sun 5/410:34 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 4/17$229
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 8/138:00 amMIA - PDX
1 stop8h 00mUnited Airlines
Mon 8/187:35 pmPDX - MIA
1 stop9h 02mUnited Airlines
Deal found 4/16$244
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 9/208:00 amMIA - PDX
1 stop11h 12mDelta
Mon 9/295:30 amPDX - MIA
1 stop8h 35mDelta
Deal found 4/17$249
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:44 amMIA - PDX
2 stops32h 01mSpirit Airlines
Tue 5/205:40 pmPDX - MIA
1 stop9h 03mSpirit Airlines
Deal found 4/16$252
This Alaska Airlines deal was found by Cheapflights users on 4/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:55 pmMIA - PDX
1 stop8h 58mAlaska Airlines
Sun 11/28:45 pmPDX - MIA
1 stop17h 10mAlaska Airlines
Deal found 4/16$316
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:10 amMIA - PDX
2 stops9h 45mSouthwest
Sun 9/146:05 amPDX - MIA
1 stop9h 40mSouthwest
Deal found 4/17$328
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 5/73:17 pmEYW - PDX
2 stops11h 42mAmerican Airlines
Mon 5/1211:49 pmPDX - EYW
2 stops11h 48mAmerican Airlines
Deal found 4/17$349
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 5/72:18 pmEYW - PDX
1 stop10h 21mUnited Airlines
Mon 5/1210:47 pmPDX - EYW
1 stop11h 16mUnited Airlines
Deal found 4/17$449

Cheapflights Fare Finder

Customize your flight search to find flights from Florida Keys to Portland 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 2,558,603 searches. Data last updated April 17, 2025.
Use the filters below to find and compare flights from Florida Keys to Portland that are best for you.

Fly from

Florida Keys

Fly to

Portland

Route

Depart

Return

Price

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 5/24

6:00 am-10:09 am

1 stop31h 09m

Portland

Tue 5/27

1:37 pm-5:43 am

1 stop13h 06m

$220

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 5/1

7:50 pm-11:28 pm

Nonstop6h 38m

Portland

Sun 5/4

10:34 pm-7:17 am

Nonstop5h 43m

$229

MiamiPortland

MIA - PDX

MIAPDX

Miami

Mon 5/12

6:00 am-12:38 am

1 stop21h 38m

Portland

Fri 5/16

6:20 am-5:22 am

1 stop20h 02m

$241

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 8/13

8:00 am-1:00 pm

1 stop8h 00m

Portland

Mon 8/18

7:35 pm-7:37 am

1 stop9h 02m

$244

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 9/20

8:00 am-4:12 pm

1 stop11h 12m

Portland

Sat 9/27

11:20 am-11:01 pm

1 stop8h 41m

$249

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 5/15

11:44 am-4:45 pm

2 stops32h 01m

Portland

Tue 5/20

5:40 pm-5:43 am

1 stop9h 03m

$252

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 9/11

7:10 am-1:55 pm

2 stops9h 45m

Portland

Sun 9/14

6:05 am-6:45 pm

1 stop9h 40m

$328

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 5/7

3:17 pm-11:59 pm

2 stops11h 42m

Portland

Mon 5/12

11:49 pm-2:37 pm

2 stops11h 48m

$349

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 7/25

6:20 pm-6:19 am

2 stops14h 59m

Portland

Mon 7/28

5:35 pm-5:20 pm

1 stop20h 45m

$367

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 5/7

2:18 pm-9:39 pm

1 stop10h 21m

Portland

Mon 5/12

10:47 pm-1:03 pm

1 stop11h 16m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 20 results
1
2

Best time to book a flight from Florida Keys to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Florida Keys 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.

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Portland

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

Find hourly flight availability from Florida Keys to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

When flying from Florida Keys to Portland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Portland by month

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

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated April 17, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Florida Keys to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,926 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

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

  • What airport do you fly into for flights to Portland from Florida Keys?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Portland from Florida Keys.

  • What are the cheapest airlines to fly from Florida Keys to Portland one-way?

    One-way options have recently been found by users for as low as $124 on Alaska Airlines. Other airlines that offer cheap prices include United Airlines from $125 and Frontier from $126 one-way.

  • Can I find deals for flights from Florida Keys to Portland that include hotel bookings?

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

  • How can I find direct flights from Florida Keys to Portland?

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

  • Can I find deals for business class flights from Florida Keys to Portland?

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

  • What is the cheapest month to book a flight from Florida Keys to Portland?

    Currently, November is the cheapest month in which you can book a flight from Florida Keys to Portland (average of $277). Flying from Florida Keys to Portland in March is currently the most expensive (average of $369). 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.

See more FAQs

Traveling to a place near Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Beaverton
Lincoln City
Seaside
Clackamas
Vancouver
McMinnville
Lake Oswego
Hillsboro
Gresham
Astoria
Long Beach
Cannon Beach
Tigard
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Florida Keys to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Florida Keys to Portland

Discover the top 2 airlines that operate flights from Florida Keys to Portland. 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 2,558,603 searches. Data last updated April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$543FlexibilityNo cancel feeOn-time71%

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