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$119+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$119
(Hawaiian Airlines)

Popular in

August

Cheapest in

September

Average price

$546
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
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($7 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 February 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 February 20, 2025.

This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/166:25 amMIA - PDX
1 stop21h 12mFrontier
Sat 4/196:40 amPDX - MIA
1 stop19h 19mFrontier
Deal found 2/20$160
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:40 pmMIA - PDX
Nonstop6h 28mAmerican Airlines
Mon 5/1210:24 pmPDX - MIA
Nonstop5h 37mAmerican Airlines
Deal found 2/20$197
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/35:51 pmMIA - PDX
1 stop9h 05mDelta
Tue 4/227:05 pmPDX - MIA
1 stop7h 45mDelta
Deal found 2/20$217
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:00 amMIA - PDX
1 stop9h 30mMultiple Airlines
Mon 5/126:20 amPDX - MIA
1 stop20h 02mMultiple Airlines
Deal found 2/20$220
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/67:20 amMIA - PDX
1 stop14h 17mSpirit Airlines
Mon 3/102:33 pmPDX - MIA
2 stops30h 37mSpirit Airlines
Deal found 2/19$222
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:52 pmMIA - PDX
Nonstop7h 07mAlaska Airlines
Wed 3/1210:00 amPDX - MIA
Nonstop5h 47mAlaska Airlines
Deal found 2/19$257
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Wed 8/612:06 pmMIA - PDX
1 stop10h 13mUnited Airlines
Wed 8/611:59 pmPDX - MIA
1 stop8h 05mUnited Airlines
Deal found 2/20$260
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/73:57 pmEYW - PDX
1 stop10h 55mAmerican Airlines
Tue 3/115:00 amPDX - EYW
1 stop8h 36mAmerican Airlines
Deal found 2/19$369
This Southwest deal was found by Cheapflights users on 2/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/153:30 pmMIA - PDX
2 stops10h 40mSouthwest
Sun 4/205:00 amPDX - MIA
2 stops10h 55mSouthwest
Deal found 2/19$397
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2112:10 pmMIA - PDX
1 stop8h 36mSun Country Air
Fri 7/46:45 pmPDX - MIA
1 stop13h 25mSun Country Air
Deal found 2/20$422
This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:00 pmEYW - PDX
2 stops33h 37mMultiple Airlines
Tue 3/1110:06 amPDX - EYW
2 stops20h 09mMultiple Airlines
Deal found 2/19$426
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/267:59 pmMIA - PDX
Nonstop6h 45mHawaiian Airlines
Sun 3/3010:06 amPDX - MIA
Nonstop5h 53mHawaiian Airlines
Deal found 2/20$431

Find flights from Florida Keys to Portland within your budget

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 February 20, 2025.

Fly from

Florida Keys

Fly to

Portland

Route

Depart

Return

Price

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 4/16

6:25 am-12:37 am

1 stop21h 12m

Portland

Sat 4/19

6:40 am-4:59 am

1 stop19h 19m

$160

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 5/9

7:40 pm-11:08 pm

Nonstop6h 28m

Portland

Mon 5/12

10:24 pm-7:01 am

Nonstop5h 37m

$197

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 4/3

5:51 pm-11:56 pm

1 stop9h 05m

Portland

Tue 4/22

7:05 pm-5:50 am

1 stop7h 45m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 5/9

7:00 am-1:30 pm

1 stop9h 30m

Portland

Mon 5/12

6:20 am-5:22 am

1 stop20h 02m

$220

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 3/6

7:20 am-6:37 pm

1 stop14h 17m

Portland

Mon 3/10

2:33 pm-12:10 am

2 stops30h 37m

$222

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 3/5

7:52 pm-11:59 pm

Nonstop7h 07m

Portland

Wed 3/12

10:00 am-6:47 pm

Nonstop5h 47m

$257

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 8/6

2:55 pm-9:06 pm

1 stop9h 11m

Portland

Wed 8/13

10:59 pm-11:09 am

1 stop9h 10m

$260

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/7

3:57 pm-11:52 pm

1 stop10h 55m

Portland

Tue 3/11

5:00 am-4:36 pm

1 stop8h 36m

$369

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 4/15

3:30 pm-11:10 pm

2 stops10h 40m

Portland

Sun 4/20

5:00 am-6:55 pm

2 stops10h 55m

$397

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 6/21

12:10 pm-5:46 pm

1 stop8h 36m

Portland

Fri 7/4

6:45 pm-11:10 am

1 stop13h 25m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 26 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.

Travel insights for flights from Florida Keys to Portland

Get recent, data-driven insights about flights from Florida Keys to Portland including ideal travel times, pricing trends, and more.

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 February 20, 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.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 February 20, 2025.
See what other customers who have flown with Southwest, Alaska Airlines and Delta from Florida Keys to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $119 on Hawaiian Airlines. Other airlines that offer cheap prices include Alaska Airlines from $120 and Spirit Airlines from $126 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 $376). 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 Florida Keys?

Book flights to Florida Keys if you plan to visit one of these locations
Seaside
Lincoln City
Beaverton
McMinnville
Lake Oswego
Hillsboro
Vancouver
Gresham
Long Beach
Cannon Beach
Tigard
Astoria
Hood River
Woodburn
Depoe Bay
Pacific City
Stevenson
Troutdale
Longview
Wilsonville

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$476FlexibilityNo cancel feeOn-time71%
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