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$65+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This Frontier deal was found by Cheapflights users on 11/4. 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.
Thu 11/136:00 amMIA - PDX
1 stop8h 56mFrontier
Thu 12/412:51 pmPDX - MIA
1 stop13h 28mFrontier
Deal found 11/4$176
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/58:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Mon 12/810:45 pmPDX - MIA
Nonstop5h 34mAmerican Airlines
Deal found 11/4$197
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/68:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Mon 12/1510:45 pmPDX - MIA
Nonstop5h 34mAmerican Airlines
Deal found 11/4$198
This Delta deal was found by Cheapflights users on 11/5. 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.
Fri 12/57:39 amMIA - PDX
1 stop11h 56mDelta
Mon 12/810:10 pmPDX - MIA
1 stop10h 11mDelta
Deal found 11/5$217
This Delta deal was found by Cheapflights users on 11/6. 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 12/205:00 pmMIA - PDX
1 stop9h 55mDelta
Thu 1/15:30 amPDX - MIA
1 stop9h 16mDelta
Deal found 11/6$218
This Orbitz deal was found by Cheapflights users on 11/5. 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.
Tue 11/186:46 pmMIA - PDX
1 stop8h 23mMultiple Airlines
Sun 11/233:59 pmPDX - MIA
1 stop10h 11mMultiple Airlines
Deal found 11/5$225
This Frontier deal was found by Cheapflights users on 11/4. 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.
Mon 11/106:00 amMIA - PDX
1 stop8h 56mFrontier
Thu 12/412:51 pmPDX - MIA
1 stop13h 28mFrontier
Deal found 11/4$236
This Alaska Airlines deal was found by Cheapflights users on 11/4. 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.
Tue 11/254:57 pmMIA - PDX
Nonstop6h 47mAlaska Airlines
Tue 12/27:18 amPDX - MIA
Nonstop5h 42mAlaska Airlines
Deal found 11/4$237
This Delta deal was found by Cheapflights users on 11/6. 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 12/63:50 pmMIA - PDX
1 stop9h 29mDelta
Sat 12/135:30 amPDX - MIA
1 stop8h 20mDelta
Deal found 11/6$249
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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.
Wed 12/35:00 pmMIA - PDX
Nonstop6h 50mAlaska Airlines
Wed 12/1010:40 amPDX - MIA
1 stop27h 54mAlaska Airlines
Deal found 11/3$252
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/202:39 pmEYW - PDX
1 stop9h 41mAmerican Airlines
Mon 11/245:30 amPDX - EYW
1 stop7h 59mAmerican Airlines
Deal found 11/4$389

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 November 6, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$197
(American Airlines)

One-way from

$65
(Frontier)
Provider with most accurate pricing for Key West-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Portland flights.
Search Deals
From Florida Keys to Portland
Search Deals
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 November 6, 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

Fri 12/5

8:16 pm-11:52 pm

Nonstop6h 36m

Portland

Mon 12/8

10:45 pm-7:19 am

Nonstop5h 34m

$197

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 12/5

6:50 pm-12:04 am

1 stop8h 14m

Portland

Sun 12/7

12:32 am-1:32 pm

1 stop10h 00m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 11/25

6:05 pm-12:14 am

1 stop9h 09m

Portland

Tue 12/2

5:30 am-4:50 pm

1 stop8h 20m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 12/3

6:00 pm-12:16 am

1 stop9h 16m

Portland

Tue 12/9

12:32 am-1:32 pm

1 stop10h 00m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 1/23

11:43 am-8:27 pm

1 stop11h 44m

Portland

Sun 1/25

9:45 pm-10:40 am

1 stop9h 55m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 1/8

6:45 am-12:32 pm

1 stop8h 47m

Portland

Sun 1/11

6:00 am-5:35 pm

1 stop8h 35m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 1/16

5:47 pm-12:17 am

1 stop9h 30m

Portland

Sun 1/25

6:00 am-5:35 pm

1 stop8h 35m

$217

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 11/20

2:39 pm-9:20 pm

1 stop9h 41m

Portland

Mon 11/24

5:30 am-4:29 pm

1 stop7h 59m

$389

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

2:22 pm-9:54 pm

1 stop10h 32m

Portland

Tue 3/10

10:56 pm-1:09 pm

1 stop11h 13m

$492

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

6:07 pm-7:03 pm

1 stop27h 56m

Portland

Tue 3/10

7:55 pm-11:03 am

2 stops12h 08m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 24 results
1
2
3

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 November 6, 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 November 6, 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
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
11,246 reviews
Alaska Airlines
8.0
Very good
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
7.9
Good
8,001 reviews
Alaska Airlines
8.0
Very good
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
9,007 reviews
Alaska Airlines
8.0
Very good
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
11,040 reviews
Alaska Airlines
8.0
Very good
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
3,116 reviews
Alaska Airlines
8.0
Very good
11,246 reviews

Crew

8.5

Entertainment

7.0

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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 American Airlines, Delta, and United Airlines fly from Florida Keys to Portland in about 6h 36m. The time it takes to get you to your destination can typically vary by up to 3h 56m. 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 $99 on American Airlines. Other airlines that offer cheap prices include United Airlines from $104 and Southwest from $109 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
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Tillamook
Gresham
Troutdale

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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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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