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Florida Keys

$110+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$210
(Booking.com)

One-way from

$110
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$478
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 ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 16, 2025.

This Booking.com deal was found by Cheapflights users on 6/14. 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.
Thu 7/312:36 pmBOI - MIA
1 stop15h 54mFrontier
Thu 7/106:00 amMIA - BOI
1 stop7h 46mFrontier
Deal found 6/14$210
This Delta deal was found by Cheapflights users on 6/15. 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 8/126:30 amEUG - MIA
1 stop7h 51mDelta
Tue 8/266:00 amMIA - EUG
2 stops13h 51mDelta
Deal found 6/15$215
This Delta deal was found by Cheapflights users on 6/14. 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 9/1511:30 pmBOI - MIA
1 stop9h 30mDelta
Wed 9/246:45 pmMIA - BOI
1 stop7h 32mDelta
Deal found 6/14$221
This American Airlines deal was found by Cheapflights users on 6/14. 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 10/81:03 pmEUG - MIA
1 stop7h 46mAmerican Airlines
Tue 10/147:12 amMIA - EUG
1 stop8h 42mAmerican Airlines
Deal found 6/14$221
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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 8/136:00 amEUG - MIA
1 stop8h 20mAlaska Airlines
Tue 8/266:31 pmMIA - EUG
1 stop8h 28mAlaska Airlines
Deal found 6/15$229
This United Airlines deal was found by Cheapflights users on 6/15. 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 9/146:00 amEUG - MIA
1 stop8h 33mUnited Airlines
Fri 9/193:35 pmMIA - EUG
1 stop8h 48mUnited Airlines
Deal found 6/15$239
This Delta deal was found by Cheapflights users on 6/14. 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 7/97:05 pmPDX - MIA
1 stop8h 22mDelta
Sat 7/127:48 amMIA - PDX
1 stop11h 08mDelta
Deal found 6/14$249
This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/193:10 pmPDX - MIA
1 stop11h 28mSpirit Airlines
Sun 7/277:00 amMIA - PDX
1 stop29h 18mSpirit Airlines
Deal found 6/14$250
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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.
Sat 9/135:45 amMFR - MIA
1 stop8h 46mAlaska Airlines
Mon 9/226:31 pmMIA - MFR
1 stop8h 37mAlaska Airlines
Deal found 6/15$258
This Southwest deal was found by Cheapflights users on 6/16. 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 7/159:15 pmPDX - MIA
2 stops15h 25mSouthwest
Tue 7/226:15 amMIA - PDX
1 stop11h 55mSouthwest
Deal found 6/16$260
This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/147:30 pmBOI - MIA
1 stop21h 48mSpirit Airlines
Sun 8/248:15 pmMIA - BOI
1 stop24h 11mSpirit Airlines
Deal found 6/14$262
This United Airlines deal was found by Cheapflights users on 6/15. 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 9/135:00 amMFR - MIA
1 stop7h 40mUnited Airlines
Mon 9/2212:04 pmMIA - MFR
2 stops13h 15mUnited Airlines
Deal found 6/15$264

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 June 16, 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 7/3

12:36 pm-6:30 am

1 stop15h 54m

Miami

Thu 7/10

6:00 am-11:46 am

1 stop7h 46m

$210

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Tue 8/12

6:30 am-5:21 pm

1 stop7h 51m

Miami

Tue 8/26

6:00 am-4:51 pm

2 stops13h 51m

$215

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Wed 9/10

5:47 am-5:21 pm

1 stop9h 34m

Miami

Thu 10/2

2:30 pm-11:38 pm

1 stop11h 08m

$221

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Wed 8/13

6:00 am-5:20 pm

1 stop8h 20m

Miami

Tue 8/26

6:31 pm-11:59 pm

1 stop8h 28m

$229

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Sun 9/14

6:00 am-5:33 pm

1 stop8h 33m

Miami

Fri 9/19

3:35 pm-9:23 pm

1 stop8h 48m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 7/9

7:05 pm-6:27 am

1 stop8h 22m

Miami

Sat 7/12

7:48 am-3:56 pm

1 stop11h 08m

$249

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 7/19

3:10 pm-5:38 am

1 stop11h 28m

Miami

Sun 7/27

7:00 am-9:18 am

1 stop29h 18m

$250

MedfordMiami

MFR - MIA

MFRMIA

Medford

Sat 9/13

5:45 am-5:31 pm

1 stop8h 46m

Miami

Mon 9/22

6:31 pm-12:08 am

1 stop8h 37m

$258

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 7/15

9:15 pm-3:40 pm

2 stops15h 25m

Miami

Tue 7/22

6:15 am-3:10 pm

1 stop11h 55m

$260

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Thu 8/14

7:30 pm-7:18 pm

1 stop21h 48m

Miami

Sun 8/24

8:15 pm-6:26 pm

1 stop24h 11m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 57 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 June 16, 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 June 16, 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
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,500 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
8,801 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Overall

8.0

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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 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 American Airlines, which is currently one of the cheapest options available, starting at $110. Delta flights start at $125 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

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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$261Average$428FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$275Average$568FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$317Average$647FlexibilityNo cancel feeOn-time69%

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