HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Florida Keys

$72+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Florida Keys with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 6, 2025.

This Frontier deal was found by Cheapflights users on 11/4. 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 12/412:44 pmBOI - MIA
1 stop14h 35mFrontier
Thu 12/116:00 amMIA - BOI
1 stop7h 49mFrontier
Deal found 11/4$176
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/62:07 pmPDX - MIA
1 stop7h 36mAmerican Airlines
Fri 12/128:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Deal found 11/4$208
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/25:59 pmPDX - MIA
1 stop9h 19mAmerican Airlines
Wed 5/137:30 pmMIA - PDX
Nonstop6h 32mAmerican Airlines
Deal found 11/5$209
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/181:26 pmPDX - MIA
2 stops20h 03mFrontier
Tue 11/256:15 amMIA - PDX
1 stop11h 52mFrontier
Deal found 11/4$211
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/25:59 pmPDX - MIA
1 stop9h 19mAmerican Airlines
Tue 12/98:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Deal found 11/5$213
This Delta deal was found by Cheapflights users on 11/6. 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 12/25:30 amPDX - MIA
1 stop8h 20mDelta
Tue 12/93:50 pmMIA - PDX
1 stop9h 29mDelta
Deal found 11/6$217
This Delta deal was found by Cheapflights users on 11/6. 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.
Sat 12/65:25 pmPDX - MIA
1 stop9h 59mDelta
Fri 12/127:39 amMIA - PDX
1 stop11h 56mDelta
Deal found 11/6$218
This Delta deal was found by Cheapflights users on 11/5. 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 12/511:54 amPDX - MIA
1 stop9h 52mDelta
Tue 5/126:05 pmMIA - PDX
1 stop8h 48mDelta
Deal found 11/5$219
This Southwest deal was found by Cheapflights users on 11/6. 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 12/97:55 amPDX - MIA
2 stops8h 55mSouthwest
Thu 12/111:05 pmMIA - PDX
1 stop9h 15mSouthwest
Deal found 11/6$222
This Frontier deal was found by Cheapflights users on 11/4. 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.
Sat 11/812:52 pmPDX - MIA
1 stop14h 27mFrontier
Sun 11/236:15 amMIA - PDX
1 stop11h 52mFrontier
Deal found 11/4$233
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Tue 12/97:18 amPDX - MIA
Nonstop5h 42mAlaska Airlines
Tue 12/165:00 pmMIA - PDX
Nonstop6h 50mAlaska Airlines
Deal found 11/5$235
This Alaska Airlines deal was found by Cheapflights users on 11/6. 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.
Tue 12/27:18 amPDX - MIA
Nonstop5h 42mAlaska Airlines
Tue 12/95:00 pmMIA - PDX
Nonstop6h 50mAlaska Airlines
Deal found 11/6$237

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$176
(Frontier)

One-way from

$72
(Frontier)

Popular in

December

Cheapest in

September

Average price

$384
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 ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 6, 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

Sun 12/7

7:09 pm-6:24 am

1 stop8h 15m

Miami

Fri 12/12

7:39 am-4:35 pm

1 stop11h 56m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 12/9

5:55 am-4:00 pm

1 stop7h 05m

Miami

Tue 12/16

1:45 pm-6:50 pm

1 stop8h 05m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 1/21

6:25 am-6:01 pm

1 stop8h 36m

Miami

Thu 1/29

6:43 am-12:32 pm

1 stop8h 49m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 2/8

12:40 am-1:48 pm

1 stop10h 08m

Miami

Thu 2/19

7:50 am-4:14 pm

1 stop11h 24m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 2/24

6:25 am-5:52 pm

1 stop8h 27m

Miami

Wed 3/4

7:50 am-4:14 pm

1 stop11h 24m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 1/19

12:40 am-1:48 pm

1 stop10h 08m

Miami

Wed 1/28

5:47 pm-12:17 am

1 stop9h 30m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 12/6

5:25 pm-6:24 am

1 stop9h 59m

Miami

Fri 12/12

7:39 am-4:35 pm

1 stop11h 56m

$218

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 2/6

11:59 am-10:48 pm

1 stop7h 49m

Miami

Sat 2/7

6:43 am-12:32 pm

1 stop8h 49m

$219

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 12/5

5:30 am-4:50 pm

1 stop8h 20m

Miami

Sat 12/13

7:39 am-4:35 pm

1 stop11h 56m

$219

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 1/20

8:30 am-7:51 pm

1 stop8h 21m

Miami

Mon 1/26

6:20 am-12:18 pm

1 stop8h 58m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 60 results
1
2
3
...
6

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 $603). 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 November 6, 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 05m. There are 2695 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 Delta, which is currently one of the cheapest options available, starting at $109. Frontier flights start at $117 while deals on Alaska Airlines start at $149 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 $603). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
LaGuardia to Orlando flights
Dallas/Fort Worth to Orlando flights
Newark to Tampa flights
Dulles Intl to Miami flights
John F Kennedy Intl to Tampa flights
Boston to Fort Lauderdale flights
LaGuardia to Tampa flights
Baltimore to Fort Lauderdale flights
Boston to Miami flights
Boston to Orlando flights
Philadelphia to Orlando flights
Boston to Tampa flights
LaGuardia to West Palm Beach flights
Reagan-National to Miami flights
Los Angeles to Orlando flights
Reagan-National to Orlando flights
Baltimore to Miami flights
Los Angeles to Fort Lauderdale flights
O'Hare Intl to Miami flights
Los Angeles to Miami flights
Detroit to Fort Lauderdale flights
Minneapolis to Orlando flights
O'Hare Intl to Orlando flights
Philadelphia to Fort Lauderdale flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
Dulles Intl to Orlando flights
Detroit to Orlando flights
Boston to West Palm Beach flights
Dallas/Fort Worth to Fort Lauderdale flights
Denver to Orlando flights
Providence to Orlando flights
Baltimore to Orlando flights
Minneapolis to Miami flights
John F Kennedy Intl to Fort Myers flights
Boston to Fort Myers flights
White Plains to Orlando flights
Denver to Miami flights
Dallas/Fort Worth to Miami flights
Philadelphia to Miami flights

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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$261Average$608FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$288Average$602FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$333Average$688FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.