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$137+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

This American Airlines deal was found by Cheapflights users on 12/19. 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.
Mon 12/291:59 pmMIA - PDX
1 stop9h 55mAmerican Airlines
Sat 1/310:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$318
This Frontier deal was found by Cheapflights users on 12/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amMIA - PDX
1 stop9h 19mFrontier
Thu 1/112:47 pmPDX - MIA
1 stop13h 13mFrontier
Deal found 12/19$324
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/249:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Wed 12/3110:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$332
This American Airlines deal was found by Cheapflights users on 12/19. 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 12/199:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Fri 1/2310:15 pmPDX - MIA
1 stop8h 57mAmerican Airlines
Deal found 12/19$338
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/319:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Sun 1/410:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/21$367
This Delta deal was found by Cheapflights users on 12/19. 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.
Wed 12/2410:32 amMIA - PDX
1 stop11h 21mDelta
Wed 12/317:15 amPDX - MIA
1 stop10h 42mDelta
Deal found 12/19$372
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Sat 12/209:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Thu 1/110:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$398
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/237:30 amMIA - PDX
1 stop9h 05mUnited Airlines
Sat 12/2711:59 pmPDX - MIA
1 stop10h 09mUnited Airlines
Deal found 12/20$419

Find 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 December 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$197
(American Airlines)

One-way from

$137
(Kiwi.com)
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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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 December 21, 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

Tue 2/24

8:15 pm-11:59 pm

Nonstop6h 44m

Portland

Sat 2/28

11:48 am-11:30 pm

1 stop8h 42m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/27

7:55 pm-11:46 pm

Nonstop6h 51m

Portland

Sat 1/31

10:15 pm-8:47 am

1 stop7h 32m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 2/5

7:55 pm-11:46 pm

Nonstop6h 51m

Portland

Tue 2/10

7:38 am-7:15 pm

1 stop8h 37m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 3/19

7:59 pm-11:44 pm

Nonstop6h 45m

Portland

Wed 3/25

11:46 am-11:15 pm

1 stop8h 29m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 3/11

10:30 am-7:16 pm

1 stop11h 46m

Portland

Mon 3/16

10:53 pm-7:29 am

Nonstop5h 36m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 1/22

4:32 pm-10:15 pm

1 stop8h 43m

Portland

Sun 1/25

5:30 am-4:27 pm

1 stop7h 57m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 2/5

7:50 am-4:25 pm

1 stop11h 35m

Portland

Mon 2/9

9:45 pm-9:24 am

1 stop8h 39m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 2/25

7:50 am-4:10 pm

1 stop11h 20m

Portland

Sun 3/1

5:10 pm-6:35 am

1 stop10h 25m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 2/24

11:34 am-8:25 pm

1 stop11h 51m

Portland

Sat 2/28

12:09 pm-12:53 am

1 stop9h 44m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/27

5:37 pm-12:17 am

1 stop9h 40m

Portland

Sat 1/31

11:44 am-12:51 am

1 stop10h 07m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 28 results
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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 December 21, 2025.

One of the essential ways to save on airfare from Florida Keys to Portland is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 36% on airfare.

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 December 21, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and United Airlines from Florida Keys to Portland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,494 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,017 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,099 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,050 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Frontier
5.8
Fair
3,082 reviews
Alaska Airlines
8.0
Very good
11,494 reviews

Entertainment

7.0

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

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.

  • How long is the flight from Florida Keys to Portland?

    Airlines like American Airlines and United Airlines fly from Florida Keys to Portland in about 6h 44m. The time it takes to get you to your destination can typically vary by up to 3h 40m. The distance between Florida Keys and Portland is about 2695 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $74 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $96 and Hawaiian Airlines from $107 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
McMinnville
Hillsboro
Troutdale
Cannon Beach
Long Beach
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Gresham

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

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Top airline flying from Florida Keys to Portland

Discover the top airline 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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