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Florida Keys

$103+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Jan 19 — Jan 261
Mon 1/19
Mon 1/26
1 adult, Economy
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Cheap 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 December 20, 2025.

This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:35 pmEUG - MIA
2 stops12h 00mDelta
Sat 1/106:45 amMIA - EUG
1 stop8h 09mDelta
Deal found 12/19$267
This Priceline deal was found by Cheapflights users on 12/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:29 pmPDX - MIA
1 stop12h 06mFrontier
Tue 12/307:05 amMIA - PDX
1 stop9h 19mFrontier
Deal found 12/18$304
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Wed 12/3110:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Sun 1/116:04 amMIA - PDX
1 stop8h 41mAmerican Airlines
Deal found 12/19$308
This Delta deal was found by Cheapflights users on 12/18. 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 12/245:11 pmPDX - MIA
1 stop10h 24mDelta
Thu 1/810:41 amMIA - PDX
1 stop12h 44mDelta
Deal found 12/18$310
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:11 pmPDX - MIA
1 stop10h 24mDelta
Fri 1/93:24 pmMIA - PDX
1 stop9h 51mDelta
Deal found 12/19$311
This United Airlines deal was found by Cheapflights users on 12/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmPDX - MIA
1 stop8h 51mUnited Airlines
Sun 1/116:20 amMIA - PDX
1 stop8h 58mUnited Airlines
Deal found 12/19$332
This Delta deal was found by Cheapflights users on 12/18. 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 12/225:11 pmPDX - MIA
1 stop10h 24mDelta
Thu 1/86:45 amMIA - PDX
1 stop8h 47mDelta
Deal found 12/18$345
This Delta deal was found by Cheapflights users on 12/18. 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 12/2212:16 pmPDX - MIA
1 stop8h 23mDelta
Fri 1/93:24 pmMIA - PDX
1 stop9h 51mDelta
Deal found 12/18$346
This Priceline deal was found by Cheapflights users on 12/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:29 pmPDX - MIA
1 stop12h 06mFrontier
Thu 12/257:05 amMIA - PDX
1 stop9h 19mFrontier
Deal found 12/19$363
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:11 pmPDX - MIA
1 stop10h 24mDelta
Sat 1/105:37 pmMIA - PDX
1 stop17h 56mDelta
Deal found 12/19$365
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amEUG - MIA
1 stop8h 46mDelta
Sat 1/106:45 amMIA - EUG
1 stop8h 09mDelta
Deal found 12/19$401
This Alaska Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/185:43 amBOI - MIA
1 stop8h 08mAlaska Airlines
Wed 12/244:51 pmMIA - BOI
1 stop9h 06mAlaska Airlines
Deal found 12/17$405

Find 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 December 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$186
(Kiwi.com)

One-way from

$103
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$590
Provider with most accurate pricing for Portland-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Miami flights.
Search Deals
From Oregon to Florida Keys
Search Deals
One-way flight from Oregon to Florida Keys
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 20, 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

Mon 1/19

5:20 am-5:59 pm

1 stop10h 39m

Miami

Fri 1/23

5:50 am-12:30 pm

1 stop8h 40m

$217

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Wed 1/28

1:40 pm-12:51 am

1 stop9h 11m

Miami

Sat 1/31

5:50 am-12:30 pm

1 stop8h 40m

$217

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Wed 3/4

6:28 am-4:59 pm

1 stop8h 31m

Miami

Wed 3/11

5:59 pm-10:40 pm

1 stop30h 41m

$226

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Wed 1/14

6:36 am-9:10 pm

2 stops11h 34m

Miami

Wed 1/21

10:50 am-9:01 pm

2 stops13h 11m

$227

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 1/29

1:30 pm-5:28 am

2 stops12h 58m

Miami

Sat 2/7

7:52 am-4:27 pm

1 stop11h 35m

$227

MedfordMiami

MFR - MIA

MFRMIA

Medford

Mon 1/12

5:20 pm-4:27 pm

1 stop20h 07m

Miami

Wed 1/21

5:37 pm-11:18 am

1 stop20h 41m

$228

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 3/3

5:30 am-9:51 pm

2 stops13h 21m

Miami

Tue 3/17

5:57 pm-11:59 pm

1 stop9h 02m

$232

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Tue 2/3

5:40 am-4:27 pm

1 stop8h 47m

Miami

Sat 2/7

7:50 am-8:12 pm

2 stops14h 22m

$232

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Tue 2/17

5:50 am-5:14 pm

1 stop9h 24m

Miami

Thu 2/26

6:43 am-6:22 pm

2 stops13h 39m

$232

MedfordMiami

MFR - MIA

MFRMIA

Medford

Thu 2/5

12:05 pm-6:35 am

2 stops15h 30m

Miami

Tue 2/10

6:43 am-4:40 pm

2 stops12h 57m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 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, June is the cheapest month in which you can book a flight from Oregon to Florida Keys (average of $242). Flying from Oregon to Florida Keys in October is currently the most expensive (average of $715). 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 December 20, 2025.

One of the essential ways to save on airfare from Oregon to Florida Keys is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 19% on airfare.

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.

  • How long is the flight from Oregon to Florida Keys?

    Departing from Oregon to Florida Keys will take you 7h 14m. There are 2602 mi between Oregon and Florida Keys. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $87. Spirit Airlines flights start at $88 while deals on Delta start at $113 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, June is the cheapest month in which you can book a flight from Oregon to Florida Keys (average of $242). Flying from Oregon to Florida Keys in October is currently the most expensive (average of $715). 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

Browse thousands of different options on Cheapflights for your next trip

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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 December 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$261Average$608FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$594FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$333Average$688FlexibilityNo cancel feeOn-time69%

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