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Florida Keys

$93+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$238
(Delta)

One-way from

$93
(Delta)

Popular in

December

Cheapest in

January

Average price

$356
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 ($19 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 February 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 February 20, 2025.

This FlightHub deal was found by Cheapflights users on 2/20. 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 4/36:50 pmPDX - MIA
1 stop8h 25mSpirit Airlines
Sun 4/67:20 amMIA - PDX
1 stop30h 00mSpirit Airlines
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/20. 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 3/155:30 amPDX - MIA
1 stop8h 02mDelta
Fri 3/215:45 pmMIA - PDX
1 stop9h 14mDelta
Deal found 2/20$238
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/1310:19 pmPDX - MIA
Nonstop5h 41mAmerican Airlines
Mon 3/177:39 pmMIA - PDX
Nonstop6h 32mAmerican Airlines
Deal found 2/20$239
This CheapOair deal was found by Cheapflights users on 2/20. 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 5/176:20 amPDX - MIA
1 stop20h 02mFrontier
Sat 5/249:58 pmMIA - PDX
1 stop26h 47mFrontier
Deal found 2/20$249
This American Airlines deal was found by Cheapflights users on 2/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/155:31 amPDX - EYW
1 stop7h 45mAmerican Airlines
Wed 4/233:56 pmEYW - PDX
1 stop10h 32mAmerican Airlines
Deal found 2/18$249
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/110:06 amPDX - MIA
Nonstop5h 53mMultiple Airlines
Sat 4/57:20 amMIA - PDX
1 stop11h 28mMultiple Airlines
Deal found 2/20$251
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 3/610:00 amPDX - MIA
Nonstop5h 47mAlaska Airlines
Fri 3/147:52 pmMIA - PDX
Nonstop7h 07mAlaska Airlines
Deal found 2/20$257
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 11/1011:55 pmPDX - MIA
1 stop8h 28mUnited Airlines
Tue 11/181:05 pmMIA - PDX
2 stops12h 33mUnited Airlines
Deal found 2/20$265
This Delta deal was found by Cheapflights users on 2/18. 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.
Sat 5/1010:55 pmPDX - EYW
2 stops15h 18mDelta
Wed 5/147:00 amEYW - PDX
2 stops12h 09mDelta
Deal found 2/18$284
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 4/101:16 pmEUG - MIA
1 stop7h 28mUnited Airlines
Tue 4/157:54 amMIA - EUG
1 stop8h 08mUnited Airlines
Deal found 2/19$289
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/76:41 pmMFR - MIA
2 stops32h 34mMultiple Airlines
Wed 4/167:53 pmMIA - MFR
2 stops19h 18mMultiple Airlines
Deal found 2/19$323
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sat 3/81:36 pmBOI - MIA
1 stop7h 04mAmerican Airlines
Tue 3/113:30 pmMIA - BOI
1 stop8h 25mAmerican Airlines
Deal found 2/19$328

Find flights from Oregon to Florida Keys within your budget

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 February 20, 2025.

Fly from

Oregon

Fly to

Florida Keys

Route

Depart

Return

Price

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 4/3

6:50 pm-6:15 am

1 stop8h 25m

Miami

Sun 4/6

7:20 am-10:20 am

1 stop30h 00m

$237

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 3/15

5:30 am-4:32 pm

1 stop8h 02m

Miami

Fri 3/21

5:45 pm-11:59 pm

1 stop9h 14m

$238

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 3/13

10:19 pm-7:00 am

Nonstop5h 41m

Miami

Mon 3/17

7:39 pm-11:11 pm

Nonstop6h 32m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 5/17

6:20 am-5:22 am

1 stop20h 02m

Miami

Sat 5/24

9:58 pm-9:45 pm

1 stop26h 47m

$249

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 4/15

5:31 am-4:16 pm

1 stop7h 45m

Key West

Wed 4/23

3:56 pm-11:28 pm

1 stop10h 32m

$249

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 4/1

10:06 am-6:59 pm

Nonstop5h 53m

Miami

Sat 4/5

7:20 am-3:48 pm

1 stop11h 28m

$251

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 3/6

10:00 am-6:47 pm

Nonstop5h 47m

Miami

Fri 3/14

7:52 pm-11:59 pm

Nonstop7h 07m

$257

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/10

10:55 pm-5:13 pm

2 stops15h 18m

Key West

Wed 5/14

7:00 am-4:09 pm

2 stops12h 09m

$284

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Thu 4/10

1:16 pm-11:44 pm

1 stop7h 28m

Miami

Tue 4/15

7:54 am-1:02 pm

1 stop8h 08m

$289

MedfordMiami

MFR - MIA

MFRMIA

Medford

Mon 4/7

6:41 pm-6:15 am

2 stops32h 34m

Miami

Wed 4/16

7:53 pm-12:11 pm

2 stops19h 18m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Oregon to Florida Keys

Get recent, data-driven insights about flights from Oregon to Florida Keys including ideal travel times, pricing trends, and more.

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 $510). 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 February 20, 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 February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $93. Spirit Airlines flights start at $107 while deals on Alaska Airlines start at $119 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 $510). 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$630FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$413FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$431Average$605FlexibilityNo cancel feeOn-time69%
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