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Florida Keys

$125+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$218
(Frontier)

One-way from

$125
(Delta)

Popular in

December

Cheapest in

August

Average price

$389
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. 3% potential increase in price ($14 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 24, 2025.

This Frontier deal was found by Cheapflights users on 4/23. 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.
Thu 5/152:57 pmBOI - MIA
1 stop12h 25mFrontier
Thu 5/226:00 amMIA - BOI
1 stop7h 51mFrontier
Deal found 4/23$218
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 7/23:35 pmBOI - MIA
1 stop7h 10mAmerican Airlines
Sat 7/56:22 amMIA - BOI
1 stop10h 19mAmerican Airlines
Deal found 4/23$219
This CheapOair deal was found by Cheapflights users on 4/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/286:20 amPDX - MIA
1 stop20h 01mFrontier
Fri 5/26:00 amMIA - PDX
1 stop21h 38mFrontier
Deal found 4/23$241
This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:35 amPDX - MIA
1 stop20h 55mMultiple Airlines
Thu 6/128:55 pmMIA - PDX
1 stop17h 22mMultiple Airlines
Deal found 4/23$244
This Delta deal was found by Cheapflights users on 4/23. 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.
Mon 5/126:00 amPDX - MIA
1 stop9h 25mDelta
Tue 5/206:15 pmMIA - PDX
1 stop8h 55mDelta
Deal found 4/23$249
This Delta deal was found by Cheapflights users on 4/23. 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.
Thu 7/311:40 pmBOI - MIA
1 stop8h 53mDelta
Sat 7/57:12 amMIA - BOI
1 stop8h 41mDelta
Deal found 4/23$249
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/297:35 pmPDX - MIA
2 stops12h 27mUnited Airlines
Thu 9/43:35 pmMIA - PDX
1 stop8h 26mUnited Airlines
Deal found 4/23$254
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:59 amRDM - MIA
1 stop27h 22mAlaska Airlines
Wed 6/116:21 pmMIA - RDM
1 stop8h 38mAlaska Airlines
Deal found 4/23$258
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Thu 5/2911:49 pmPDX - EYW
2 stops11h 48mAmerican Airlines
Tue 6/33:17 pmEYW - PDX
2 stops11h 42mAmerican Airlines
Deal found 4/23$260
This Mytrip deal was found by Cheapflights users on 4/23. 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.
Sat 5/105:40 pmPDX - MIA
2 stops14h 09mSpirit Airlines
Fri 5/168:55 pmMIA - PDX
1 stop18h 47mSpirit Airlines
Deal found 4/23$261
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Wed 10/12:14 pmEUG - MIA
1 stop7h 24mAmerican Airlines
Wed 10/85:18 amMIA - EUG
1 stop9h 57mAmerican Airlines
Deal found 4/23$289
This American Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 5/1010:24 pmPDX - MIA
Nonstop5h 37mAmerican Airlines
Fri 5/165:30 pmMIA - PDX
1 stop8h 09mAmerican Airlines
Deal found 4/23$293

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 24, 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

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Thu 5/15

2:57 pm-5:22 am

1 stop12h 25m

Miami

Thu 5/22

6:00 am-11:51 am

1 stop7h 51m

$218

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Wed 7/2

3:35 pm-12:45 am

1 stop7h 10m

Miami

Sat 7/5

6:22 am-2:41 pm

1 stop10h 19m

$219

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 5/15

6:20 am-5:22 am

1 stop20h 02m

Miami

Thu 5/22

6:00 am-10:09 am

1 stop31h 09m

$241

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 6/4

6:35 am-6:30 am

1 stop20h 55m

Miami

Thu 6/12

8:55 pm-11:17 am

1 stop17h 22m

$244

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 5/12

6:00 am-6:25 pm

1 stop9h 25m

Miami

Tue 5/20

6:15 pm-12:10 am

1 stop8h 55m

$249

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Thu 7/3

11:40 pm-10:33 am

1 stop8h 53m

Miami

Sat 7/5

7:12 am-1:53 pm

1 stop8h 41m

$249

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 8/29

7:35 pm-11:02 am

2 stops12h 27m

Miami

Thu 9/4

3:35 pm-9:01 pm

1 stop8h 26m

$254

RedmondMiami

RDM - MIA

RDMMIA

Bend/Redmond

Wed 5/28

10:59 am-5:21 pm

1 stop27h 22m

Miami

Wed 6/11

6:21 pm-11:59 pm

1 stop8h 38m

$258

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 5/29

11:49 pm-2:37 pm

2 stops11h 48m

Key West

Tue 6/3

3:17 pm-11:59 pm

2 stops11h 42m

$260

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 5/10

1:37 pm-10:49 am

2 stops18h 12m

Miami

Fri 5/16

8:55 pm-4:45 pm

1 stop22h 50m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 53 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 24, 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 24, 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
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,286 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,393 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Overall

8.0

Food

7.1

Comfort

7.9

Entertainment

7.1

Crew

8.5

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 Delta, which is currently one of the cheapest options available, starting at $125. Frontier flights start at $127 while deals on United Airlines start at $130 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

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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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$278Average$563FlexibilityNo cancel feeOn-time71%
DeltaCheapest$284Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$558Average$672FlexibilityNo cancel feeOn-time69%

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