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$75+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$227
(American Airlines)

One-way from

$75
(Southwest)
From Florida Keys to Portland
Search Deals
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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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.
Thu 10/27:43 amMIA - PDX
1 stop11h 19mDelta
Sun 10/55:15 amPDX - MIA
1 stop9h 08mDelta
Deal found 9/9$217
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:20 pmMIA - PDX
1 stop18h 51mMultiple Airlines
Sat 9/277:15 amPDX - MIA
1 stop14h 29mMultiple Airlines
Deal found 9/10$230
This Southwest deal was found by Cheapflights users on 9/9. 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 12/111:05 pmMIA - PDX
1 stop9h 15mSouthwest
Tue 12/168:00 amPDX - MIA
2 stops9h 25mSouthwest
Deal found 9/9$235
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/1012:06 pmMIA - PDX
1 stop10h 07mUnited Airlines
Sun 10/1211:59 pmPDX - MIA
1 stop8h 48mUnited Airlines
Deal found 9/9$237
This CheapOair deal was found by Cheapflights users on 9/8. 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.
Fri 10/36:00 amMIA - PDX
1 stop21h 12mFrontier
Sun 10/56:05 amPDX - MIA
1 stop15h 39mFrontier
Deal found 9/8$238
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sun 11/210:32 pmMIA - PDX
2 stops16h 24mFrontier
Mon 11/103:26 pmPDX - MIA
2 stops19h 02mFrontier
Deal found 9/10$239
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Thu 10/25:30 amMIA - PDX
2 stops21h 42mFrontier
Tue 10/712:43 pmPDX - MIA
2 stops22h 50mFrontier
Deal found 9/10$240
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 11/26:00 pmMIA - PDX
1 stop9h 26mUnited Airlines
Mon 11/1011:59 pmPDX - MIA
1 stop8h 50mUnited Airlines
Deal found 9/10$241
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/104:56 pmMIA - PDX
1 stop8h 31mUnited Airlines
Tue 10/147:35 pmPDX - MIA
2 stops12h 25mUnited Airlines
Deal found 9/10$242
This Trip.com deal was found by Cheapflights users on 9/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:00 amMIA - PDX
1 stop21h 12mMultiple Airlines
Mon 9/296:05 amPDX - MIA
1 stop8h 40mMultiple Airlines
Deal found 9/10$243
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/108:05 amMIA - PDX
1 stop7h 58mUnited Airlines
Fri 10/177:35 pmPDX - MIA
2 stops12h 25mUnited Airlines
Deal found 9/10$246
This Delta deal was found by Cheapflights users on 9/9. 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.
Tue 10/212:17 pmMIA - PDX
1 stop10h 51mDelta
Tue 10/286:20 amPDX - MIA
1 stop8h 33mDelta
Deal found 9/9$247

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 September 11, 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

Thu 10/2

6:49 pm-12:15 am

1 stop8h 26m

Portland

Mon 10/6

6:00 pm-5:29 pm

1 stop20h 29m

$237

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 10/10

12:06 pm-7:13 pm

1 stop10h 07m

Portland

Sun 10/12

11:59 pm-11:47 am

1 stop8h 48m

$237

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 10/2

4:56 pm-10:27 pm

1 stop8h 31m

Portland

Mon 10/6

7:35 pm-11:00 am

2 stops12h 25m

$242

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 10/24

6:45 pm-11:43 pm

1 stop7h 58m

Portland

Sat 10/25

12:40 am-1:28 pm

1 stop9h 48m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 9/25

6:30 pm-11:52 pm

1 stop8h 22m

Portland

Fri 10/3

12:45 am-1:34 pm

1 stop9h 49m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 10/7

6:35 pm-12:28 am

1 stop8h 53m

Portland

Tue 10/14

10:17 pm-12:18 pm

1 stop11h 01m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 11/8

7:36 am-4:12 pm

1 stop11h 36m

Portland

Tue 11/11

12:35 am-1:32 pm

1 stop9h 57m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 10/24

1:28 pm-9:15 pm

1 stop10h 47m

Portland

Sun 10/26

11:59 pm-11:49 am

1 stop8h 50m

$247

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/13

1:05 pm-9:12 pm

2 stops11h 07m

Portland

Mon 1/19

11:59 pm-11:55 am

1 stop8h 56m

$252

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 11/8

9:00 am-5:52 pm

2 stops11h 52m

Portland

Wed 11/12

7:38 pm-7:35 am

1 stop8h 57m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 30 results
1
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 September 11, 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 September 11, 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

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,177 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 Alaska Airlines, United Airlines, and Delta fly from Florida Keys to Portland in about 7h 58m. The time it takes to get you to your destination can typically vary by up to 2h 09m. 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 $75 on Southwest. Other airlines that offer cheap prices include United Airlines from $99 and Delta from $99 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
McMinnville
Lake Oswego
Hillsboro
Cannon Beach
Long Beach
Longview
Lincoln City
Tigard
Depoe Bay
Stevenson
Wilsonville
Pacific City
Troutdale
Tillamook
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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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