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$129+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$238
(Frontier)

One-way from

$129
(Mytrip)

Popular in

August

Cheapest in

September
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
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 6% potential price decrease ($31 potential savings vs. average RT price).
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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 May 1, 2025.

This Booking.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/26:00 amMIA - PDX
1 stop21h 38mFrontier
Sat 5/36:20 amPDX - MIA
1 stop20h 02mFrontier
Deal found 4/29$238
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Wed 5/148:55 pmMIA - PDX
1 stop22h 50mSpirit Airlines
Tue 5/201:37 pmPDX - MIA
2 stops26h 08mSpirit Airlines
Deal found 4/29$243
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Fri 6/67:25 amMIA - PDX
1 stop8h 30mMultiple Airlines
Mon 6/95:40 pmPDX - MIA
1 stop9h 03mMultiple Airlines
Deal found 4/30$244
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 8/276:05 pmMIA - PDX
1 stop8h 47mDelta
Mon 9/16:00 amPDX - MIA
1 stop8h 39mDelta
Deal found 4/29$249
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/136:25 amMIA - PDX
2 stops11h 29mUnited Airlines
Thu 5/295:30 amPDX - MIA
1 stop8h 37mUnited Airlines
Deal found 4/28$254
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 5/286:21 pmMIA - PDX
2 stops14h 59mAlaska Airlines
Sat 5/318:45 pmPDX - MIA
1 stop17h 36mAlaska Airlines
Deal found 4/29$320
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/155:10 pmMIA - PDX
1 stop9h 49mAmerican Airlines
Thu 5/2910:24 pmPDX - MIA
Nonstop5h 37mAmerican Airlines
Deal found 4/30$323
This Sun Country Air deal was found by Cheapflights users on 4/29. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/222:08 pmMIA - PDX
1 stop11h 38mSun Country Air
Sat 6/286:28 pmPDX - MIA
1 stop14h 14mSun Country Air
Deal found 4/29$335
This Southwest deal was found by Cheapflights users on 4/29. 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 9/257:10 amMIA - PDX
2 stops9h 45mSouthwest
Sun 9/286:05 amPDX - MIA
1 stop9h 40mSouthwest
Deal found 4/29$338
This Delta deal was found by Cheapflights users on 4/30. 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 5/23:00 pmEYW - PDX
1 stop9h 48mDelta
Wed 5/76:30 amPDX - EYW
2 stops10h 37mDelta
Deal found 4/30$504
This Mytrip deal was found by Cheapflights users on 4/30. 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 5/29:51 amEYW - PDX
2 stops35h 14mMultiple Airlines
Wed 5/75:40 pmPDX - EYW
3 stops20h 09mMultiple Airlines
Deal found 4/30$651

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 May 1, 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

Mon 6/2

7:25 am-12:55 pm

1 stop8h 30m

Portland

Sun 6/8

5:50 pm-6:30 am

1 stop9h 40m

$238

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 5/14

8:55 pm-4:45 pm

1 stop22h 50m

Portland

Tue 5/20

1:37 pm-6:45 pm

2 stops26h 08m

$243

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 6/6

7:25 am-12:55 pm

1 stop8h 30m

Portland

Mon 6/9

5:40 pm-5:43 am

1 stop9h 03m

$244

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 8/27

6:45 pm-11:38 pm

1 stop7h 53m

Portland

Sun 8/31

5:30 am-5:11 pm

1 stop8h 41m

$249

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 5/13

6:25 am-2:54 pm

2 stops11h 29m

Portland

Thu 5/29

5:30 am-5:07 pm

1 stop8h 37m

$254

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 5/28

6:21 pm-6:20 am

2 stops14h 59m

Portland

Sat 5/31

8:45 pm-5:21 pm

1 stop17h 36m

$320

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 5/15

6:35 am-2:34 pm

1 stop10h 59m

Portland

Sun 5/25

10:24 pm-7:01 am

Nonstop5h 37m

$323

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sun 6/22

2:08 pm-10:46 pm

1 stop11h 38m

Portland

Sat 6/28

6:28 pm-11:42 am

1 stop14h 14m

$335

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 9/25

7:10 am-1:55 pm

2 stops9h 45m

Portland

Sun 9/28

6:05 am-6:45 pm

1 stop9h 40m

$338

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 6/3

8:52 pm-4:45 pm

2 stops22h 53m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 21 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 May 1, 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 May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Qatar Airways
7.4
Good
3,563 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $129 on Spirit Airlines. Other airlines that offer cheap prices include United Airlines from $130 and Frontier from $137 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 Florida Keys?

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

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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$543FlexibilityNo cancel feeOn-time71%

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