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Florida Keys

$113+ Cheap flights from Oregon to Florida Keys

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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Oregon to Florida Keys

Keep the following information in mind while searching for Oregon to Florida Keys flight deals. Data was last updated April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$113
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$376
Provider with most accurate pricing for Portland-Miami flight deals.
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Provider most trusted by Cheapflights users for Portland-Miami flights.
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From Oregon to Florida Keys
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One-way flight from Oregon to Florida Keys
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Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oregon to Florida Keys

Cheapest flights from Oregon to Florida Keys
Explore the most affordable flight options available from Oregon to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/1. 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 4/2510:34 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Fri 5/27:50 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Deal found 4/1$239
This CheapOair deal was found by Cheapflights users on 4/2. 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.
Sat 4/266:20 amPDX - MIA
1 stop20h 01mFrontier
Thu 5/16:00 amMIA - PDX
1 stop21h 38mFrontier
Deal found 4/2$240
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Wed 6/45:40 pmPDX - MIA
1 stop9h 03mMultiple Airlines
Mon 6/97:25 amMIA - PDX
1 stop8h 30mMultiple Airlines
Deal found 4/2$241
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Tue 4/297:01 pmPDX - MIA
2 stops22h 44mSpirit Airlines
Tue 5/68:58 amMIA - PDX
3 stops34h 47mSpirit Airlines
Deal found 4/2$242
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Wed 8/205:54 amPDX - EYW
1 stop7h 16mAmerican Airlines
Wed 8/274:05 pmEYW - PDX
1 stop7h 43mAmerican Airlines
Deal found 4/2$249
This Delta deal was found by Cheapflights users on 4/2. 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 8/221:43 pmBOI - MIA
1 stop9h 17mDelta
Sun 8/317:25 amMIA - BOI
1 stop8h 05mDelta
Deal found 4/2$249
This Delta deal was found by Cheapflights users on 4/2. 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 5/67:05 pmPDX - MIA
1 stop7h 45mDelta
Thu 5/83:24 pmMIA - PDX
1 stop10h 51mDelta
Deal found 4/2$259
This United Airlines deal was found by Cheapflights users on 4/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2511:59 pmPDX - MIA
1 stop8h 49mUnited Airlines
Fri 5/29:00 amMIA - PDX
2 stops11h 28mUnited Airlines
Deal found 4/3$264
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Mon 4/281:52 pmBOI - MIA
2 stops21h 41mSpirit Airlines
Thu 5/18:58 amMIA - BOI
3 stops29h 59mSpirit Airlines
Deal found 4/2$268
This American Airlines deal was found by Cheapflights users on 4/1. 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 7/111:46 amBOI - MIA
1 stop7h 58mAmerican Airlines
Fri 7/45:18 amMIA - BOI
1 stop7h 38mAmerican Airlines
Deal found 4/1$269
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 5/286:00 amRDM - MIA
1 stop8h 21mAlaska Airlines
Wed 6/116:21 pmMIA - RDM
1 stop8h 38mAlaska Airlines
Deal found 4/2$288
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 5/310:20 amBOI - MIA
2 stops11h 39mUnited Airlines
Tue 5/69:00 amMIA - BOI
2 stops11h 00mUnited Airlines
Deal found 4/2$289

Cheapflights Fare Finder

Customize your flight search to find flights from Oregon to Florida Keys 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 April 3, 2025.
Use the filters below to find and compare flights from Oregon to Florida Keys that are best for you.

Fly from

Oregon

Fly to

Florida Keys

Route

Depart

Return

Price

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 5/9

10:24 pm-7:01 am

Nonstop5h 37m

Miami

Mon 5/12

7:40 pm-11:07 pm

Nonstop6h 27m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 4/26

6:20 am-5:21 am

1 stop20h 01m

Miami

Sun 5/4

6:00 am-12:38 am

1 stop21h 38m

$240

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 6/4

5:40 pm-5:43 am

1 stop9h 03m

Miami

Mon 6/9

7:25 am-12:55 pm

1 stop8h 30m

$241

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 4/29

7:01 pm-8:45 pm

2 stops22h 44m

Miami

Tue 5/6

8:58 am-4:45 pm

3 stops34h 47m

$242

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Fri 8/22

1:43 pm-1:00 am

1 stop9h 17m

Miami

Sun 8/31

7:25 am-1:30 pm

1 stop8h 05m

$249

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 8/20

5:54 am-4:10 pm

1 stop7h 16m

Key West

Wed 8/27

4:05 pm-8:48 pm

1 stop7h 43m

$249

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 6/1

10:59 pm-11:17 am

1 stop9h 18m

Miami

Wed 6/4

3:28 pm-10:35 pm

1 stop10h 07m

$259

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Mon 4/28

1:52 pm-1:33 pm

2 stops21h 41m

Miami

Thu 5/1

8:58 am-12:57 pm

3 stops29h 59m

$268

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Tue 7/1

11:46 am-9:44 pm

1 stop7h 58m

Miami

Fri 7/4

5:18 am-10:56 am

1 stop7h 38m

$269

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 6/1

6:11 am-5:55 pm

1 stop8h 44m

Miami

Mon 6/9

7:45 am-4:05 pm

1 stop11h 20m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 58 results
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Best time to book a flight from Oregon to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Oregon 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 Oregon to Florida Keys

What is the cheapest month to book a flight from Oregon to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Oregon to Florida Keys (average of $328). Flying from Oregon to Florida Keys in March is currently the most expensive (average of $493). 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.

What is the cheapest time of day to fly from OR to EOA?

Find hourly flight availability from Oregon to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

When flying from Oregon to Florida Keys, 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 Florida Keys by month

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

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

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

If weather is an important factor for your trip to Florida Keys, 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 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated April 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Oregon to Florida Keys to help guide your decision. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,825 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,274 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,344 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

Comfort

7.9

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Oregon to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Oregon to Florida Keys one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $113. American Airlines flights start at $125 while deals on Frontier start at $126 one-way.

  • Can I find deals for flights from Oregon to Florida Keys that include hotel bookings?

    Yes. In addition to deals on Oregon to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Florida Keys?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Florida Keys.

  • Can I find deals for business class flights from Oregon to Florida Keys?

    Yes. Cheapflights offers flight deals from Oregon to Florida Keys 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 Oregon to Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Oregon to Florida Keys (average of $328). Flying from Oregon to Florida Keys in March is currently the most expensive (average of $493). 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

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Alternative routes for Oregon to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Oregon to Florida Keys

Discover the top 3 airlines that operate flights from Oregon to Florida Keys. 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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$285Average$573FlexibilityNo cancel feeOn-time71%
DeltaCheapest$289Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$317Average$621FlexibilityNo cancel feeOn-time69%

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