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$64+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
oct. 19 — oct. 261
dom. 10/19
dom. 10/26
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 septiembre 19, 2025.

Round-trip from

$213
(CheapOair)

One-way from

$64
(Kiwi.com)
From Florida Keys to Portland
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One-way flight from Florida Keys to Portland
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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 septiembre 19, 2025.

This CheapOair deal was found by Cheapflights users on 9/16. 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.
jue. 10/306:00 amMIA - PDX
1 stop8h 56mFrontier
sáb. 11/112:52 pmPDX - MIA
2 stops33h 42mFrontier
Deal found 9/16$213
This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/25:00 amMIA - PDX
1 stop8h 56mFrontier
dom. 11/93:26 pmPDX - MIA
1 stop11h 53mFrontier
Deal found 9/17$216
This Delta deal was found by Cheapflights users on 9/18. 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.
vie. 10/177:36 amMIA - PDX
1 stop11h 36mDelta
lun. 10/2012:40 amPDX - MIA
1 stop9h 48mDelta
Deal found 9/18$219
This Gotogate deal was found by Cheapflights users on 9/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/166:00 amMIA - PDX
1 stop8h 48mFrontier
jue. 10/2312:43 pmPDX - MIA
1 stop14h 36mFrontier
Deal found 9/18$224
This Booking.com deal was found by Cheapflights users on 9/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/236:00 amMIA - PDX
1 stop8h 38mFrontier
sáb. 10/2512:43 pmPDX - MIA
1 stop14h 36mFrontier
Deal found 9/17$226
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/96:00 amMIA - PDX
1 stop8h 38mFrontier
vie. 10/2412:43 pmPDX - MIA
1 stop14h 36mFrontier
Deal found 9/16$227
This Booking.com deal was found by Cheapflights users on 9/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/266:00 amMIA - PDX
1 stop21h 12mFrontier
dom. 9/286:05 amPDX - MIA
1 stop15h 39mFrontier
Deal found 9/18$228
This CheapOair deal was found by Cheapflights users on 9/16. 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.
lun. 9/296:00 amMIA - PDX
1 stop21h 12mFrontier
mié. 10/17:15 amPDX - MIA
1 stop14h 29mFrontier
Deal found 9/16$242
This Delta deal was found by Cheapflights users on 9/18. 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.
mié. 10/811:16 amMIA - PDX
1 stop12h 48mDelta
sáb. 10/115:30 amPDX - MIA
1 stop8h 24mDelta
Deal found 9/18$243
This Orbitz deal was found by Cheapflights users on 9/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/236:00 amMIA - PDX
1 stop8h 38mMultiple Airlines
dom. 10/266:00 amPDX - MIA
1 stop8h 46mMultiple Airlines
Deal found 9/17$245
This American Airlines deal was found by Cheapflights users on 9/17. 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.
vie. 10/172:32 pmEYW - PDX
1 stop10h 04mAmerican Airlines
sáb. 11/111:58 pmPDX - EYW
1 stop10h 53mAmerican Airlines
Deal found 9/17$432
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/2112:40 pmEYW - PDX
1 stop11h 35mAmerican Airlines
vie. 11/2810:45 pmPDX - EYW
1 stop9h 37mAmerican Airlines
Deal found 9/16$529

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 septiembre 19, 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

jue. 10/30

6:00 am-11:56 am

1 stop8h 56m

Portland

sáb. 11/1

12:52 pm-6:19 am

1 stop14h 27m

$237

MiamiPortland

MIA - PDX

MIAPDX

Miami

jue. 10/9

6:05 pm-11:57 pm

1 stop8h 52m

Portland

dom. 10/12

12:40 am-1:28 pm

1 stop9h 48m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

jue. 10/9

6:35 pm-12:28 am

1 stop8h 53m

Portland

mar. 10/14

9:55 am-10:50 pm

1 stop9h 55m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

jue. 11/6

11:16 am-9:04 pm

1 stop12h 48m

Portland

mar. 11/11

12:35 am-1:32 pm

1 stop9h 57m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

mar. 11/11

4:50 pm-10:45 pm

1 stop8h 55m

Portland

sáb. 12/6

8:30 am-9:59 pm

1 stop10h 29m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

jue. 10/9

6:05 pm-11:57 pm

1 stop8h 52m

Portland

mar. 10/14

7:15 pm-6:21 am

1 stop8h 06m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

mar. 10/21

6:05 pm-11:57 pm

1 stop8h 52m

Portland

lun. 10/27

12:40 am-1:28 pm

1 stop9h 48m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

vie. 10/24

7:36 am-4:12 pm

1 stop11h 36m

Portland

dom. 10/26

12:40 am-1:28 pm

1 stop9h 48m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

mié. 10/15

7:36 am-4:12 pm

1 stop11h 36m

Portland

mar. 10/21

7:15 pm-6:21 am

1 stop8h 06m

$247

Key WestPortland

EYW - PDX

EYWPDX

Key West

vie. 10/17

2:32 pm-9:36 pm

1 stop10h 04m

Portland

sáb. 11/1

11:58 pm-12:51 pm

1 stop10h 53m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 30 results
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2
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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 septiembre 19, 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.

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 septiembre 19, 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
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Frontier
5.8
Fair
3,171 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 Frontier, Delta, and American Airlines fly from Florida Keys to Portland in about 8h 52m. The time it takes to get you to your destination can typically vary by up to 1h 12m. 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.

  • 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 $368). 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 Portland?

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

Browse thousands of different options on Cheapflights for your next trip

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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 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 septiembre 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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