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$113+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Jul 30 — Aug 61
Wed 7/30
Wed 8/6
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 July 25, 2025.

Round-trip from

$248
(Alaska Airlines)

One-way from

$113
(FlightHub)

Popular in

August

Cheapest in

September

Average price

$488
From Florida Keys to Portland
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One-way flight from Florida Keys to Portland
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Highest demand for flights based on searches. 3% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 25, 2025.

This Alaska Airlines deal was found by Cheapflights users on 7/24. 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 9/176:45 pmMIA - PDX
1 stop8h 30mAlaska Airlines
Mon 9/229:30 pmPDX - MIA
1 stop17h 15mAlaska Airlines
Deal found 7/24$248
This Delta deal was found by Cheapflights users on 7/23. 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 10/176:45 pmMIA - PDX
1 stop8h 03mDelta
Tue 10/217:14 pmPDX - MIA
1 stop7h 53mDelta
Deal found 7/23$249
This United Airlines deal was found by Cheapflights users on 7/24. 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 11/411:55 amMIA - PDX
2 stops11h 43mUnited Airlines
Mon 11/107:38 pmPDX - MIA
1 stop8h 57mUnited Airlines
Deal found 7/24$254
This FlightHub deal was found by Cheapflights users on 7/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/188:23 pmMIA - PDX
1 stop25h 34mSpirit Airlines
Thu 8/217:52 pmPDX - MIA
1 stop20h 31mSpirit Airlines
Deal found 7/23$259
This CheapOair deal was found by Cheapflights users on 7/24. 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.
Mon 8/117:00 amMIA - PDX
1 stop10h 15mMultiple Airlines
Thu 8/216:27 amPDX - MIA
1 stop21h 03mMultiple Airlines
Deal found 7/24$262
This Southwest deal was found by Cheapflights users on 7/22. 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.
Wed 11/129:30 amMIA - PDX
2 stops11h 20mSouthwest
Sun 11/165:45 amPDX - MIA
1 stop10h 00mSouthwest
Deal found 7/22$268
This Frontier deal was found by Cheapflights users on 7/23. 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 8/56:00 amMIA - PDX
1 stop8h 30mFrontier
Sat 8/167:01 pmPDX - MIA
1 stop8h 29mFrontier
Deal found 7/23$278
This Hawaiian Airlines deal was found by Cheapflights users on 7/23. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:55 pmMIA - PDX
1 stop9h 08mHawaiian Airlines
Sun 12/147:00 amPDX - MIA
Nonstop5h 42mHawaiian Airlines
Deal found 7/23$287
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Tue 11/48:30 amMIA - PDX
1 stop11h 42mAmerican Airlines
Mon 11/1010:45 pmPDX - MIA
Nonstop5h 36mAmerican Airlines
Deal found 7/24$307
This American Airlines deal was found by Cheapflights users on 7/23. 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 8/811:26 amEYW - PDX
2 stops12h 48mAmerican Airlines
Sun 8/175:05 amPDX - EYW
2 stops11h 02mAmerican Airlines
Deal found 7/23$414
This Delta deal was found by Cheapflights users on 7/23. 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 8/86:27 pmEYW - PDX
1 stop8h 32mDelta
Sun 8/176:00 amPDX - EYW
1 stop8h 27mDelta
Deal found 7/23$533
This Mytrip deal was found by Cheapflights users on 7/23. 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.
Fri 8/810:02 amEYW - PDX
3 stops31h 13mMultiple Airlines
Sun 8/177:52 pmPDX - EYW
2 stops17h 49mMultiple Airlines
Deal found 7/23$569

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 July 25, 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

Wed 9/17

6:45 pm-12:15 am

1 stop8h 30m

Portland

Mon 9/22

9:30 pm-5:45 pm

1 stop17h 15m

$248

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 10/17

6:45 pm-11:48 pm

1 stop8h 03m

Portland

Tue 10/21

7:14 pm-6:07 am

1 stop7h 53m

$249

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 11/4

11:55 am-8:38 pm

2 stops11h 43m

Portland

Mon 11/10

7:38 pm-7:35 am

1 stop8h 57m

$254

MiamiPortland

MIA - PDX

MIAPDX

Miami

Mon 8/18

8:23 pm-6:57 pm

1 stop25h 34m

Portland

Thu 8/21

7:52 pm-7:23 pm

1 stop20h 31m

$259

MiamiPortland

MIA - PDX

MIAPDX

Miami

Mon 8/11

7:00 am-2:15 pm

1 stop10h 15m

Portland

Thu 8/21

6:27 am-6:30 am

1 stop21h 03m

$262

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 11/12

9:30 am-5:50 pm

2 stops11h 20m

Portland

Sun 11/16

5:45 am-6:45 pm

1 stop10h 00m

$268

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 8/5

6:00 am-11:30 am

1 stop8h 30m

Portland

Tue 8/12

7:01 pm-6:30 am

1 stop8h 29m

$278

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 12/12

5:55 pm-12:03 am

1 stop9h 08m

Portland

Sun 12/14

7:00 am-3:42 pm

Nonstop5h 42m

$287

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 11/4

8:30 am-5:12 pm

1 stop11h 42m

Portland

Mon 11/10

10:45 pm-7:21 am

Nonstop5h 36m

$307

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 8/8

11:26 am-9:14 pm

2 stops12h 48m

Portland

Sun 8/17

5:05 am-7:07 pm

2 stops11h 02m

$414

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 23 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 July 25, 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 July 25, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta 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

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,235 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,967 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,595 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,876 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Boarding

8.1

Food

7.1

Comfort

7.8

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $113 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $116 and Alaska Airlines from $124 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 $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
Lincoln City
McMinnville
Lake Oswego
Hillsboro
Astoria
Cannon Beach
Long Beach
Longview
Tigard
Depoe Bay
Woodburn
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook

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 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 July 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$574FlexibilityNo cancel feeOn-time71%

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