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$78+ Cheap flights from Florida Keys to Oregon

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.
EYW — PDX
Dec 8 — Dec 151
Mon 12/8
Mon 12/15
1 adult, Economy
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Find flight deals from Florida Keys to Oregon

Cheapest flights from Florida Keys to Oregon
Explore the most affordable flight options available from Florida Keys to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 8, 2025.

This American Airlines deal was found by Cheapflights users on 11/7. 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.
Fri 12/58:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Mon 12/810:45 pmPDX - MIA
Nonstop5h 34mAmerican Airlines
Deal found 11/7$197
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/48:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Wed 12/1010:45 pmPDX - MIA
Nonstop5h 34mAmerican Airlines
Deal found 11/8$198
This American Airlines deal was found by Cheapflights users on 11/7. 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 12/38:16 pmMIA - PDX
Nonstop6h 36mAmerican Airlines
Wed 12/102:07 pmPDX - MIA
1 stop7h 36mAmerican Airlines
Deal found 11/7$208
This Delta deal was found by Cheapflights users on 11/7. 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 12/235:00 pmMIA - PDX
1 stop9h 55mDelta
Thu 12/255:30 amPDX - MIA
1 stop9h 16mDelta
Deal found 11/7$217
This Delta deal was found by Cheapflights users on 11/7. 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 12/86:05 pmMIA - PDX
1 stop9h 10mDelta
Sun 12/1412:32 amPDX - MIA
1 stop10h 00mDelta
Deal found 11/7$218
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Wed 12/244:51 pmMIA - PDX
Nonstop6h 59mHawaiian Airlines
Wed 12/317:00 amPDX - MIA
Nonstop5h 51mHawaiian Airlines
Deal found 11/8$226
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Thu 12/45:00 pmMIA - PDX
Nonstop6h 50mHawaiian Airlines
Wed 12/101:34 pmPDX - MIA
1 stop25h 00mHawaiian Airlines
Deal found 11/8$236
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:05 amMIA - EUG
1 stop10h 11mMultiple Airlines
Mon 1/126:12 pmEUG - MIA
2 stops27h 17mMultiple Airlines
Deal found 11/6$247
This Delta deal was found by Cheapflights users on 11/8. 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 12/205:00 pmMIA - PDX
1 stop9h 55mDelta
Thu 1/15:30 amPDX - MIA
1 stop9h 16mDelta
Deal found 11/8$248
This Cheapflightsfares deal was found by Cheapflights users on 11/8. 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.
Fri 12/125:00 pmMIA - PDX
Nonstop6h 50mAlaska Airlines
Wed 12/179:30 pmPDX - MIA
Nonstop5h 42mAlaska Airlines
Deal found 11/8$255
This Delta deal was found by Cheapflights users on 11/7. 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 11/256:05 pmMIA - PDX
1 stop9h 09mDelta
Tue 12/26:10 amPDX - MIA
1 stop9h 15mDelta
Deal found 11/7$257
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.
Thu 12/186:11 pmMIA - EUG
1 stop9h 11mAlaska Airlines
Mon 1/123:02 pmEUG - MIA
1 stop23h 32mAlaska Airlines
Deal found 11/6$287

Cheap flight deals from Florida Keys to Oregon

Keep the following information in mind while searching for Florida Keys to Oregon flight deals. Data was last updated November 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$197
(American Airlines)

One-way from

$78
(Frontier)
Provider with most accurate pricing for Key West-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Portland flights.
Search Deals
From Florida Keys to Oregon
Search Deals
One-way flight from Florida Keys to Oregon
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Oregon 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 8, 2025.
Use the filters below to find and compare flights from Florida Keys to Oregon that are best for you.

Fly from

Florida Keys

Fly to

Oregon

Route

Depart

Return

Price

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 12/4

8:16 pm-11:52 pm

Nonstop6h 36m

Portland

Wed 12/10

10:45 pm-7:19 am

Nonstop5h 34m

$198

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/27

7:55 pm-11:46 pm

Nonstop6h 51m

Portland

Sat 1/31

11:01 pm-7:34 am

Nonstop5h 33m

$198

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 5/1

7:30 pm-11:02 pm

Nonstop6h 32m

Portland

Wed 5/6

11:07 pm-7:50 am

Nonstop5h 43m

$199

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 12/3

6:00 pm-12:16 am

1 stop9h 16m

Portland

Wed 12/10

10:10 pm-9:27 am

1 stop8h 17m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 12/4

7:39 am-4:35 pm

1 stop11h 56m

Portland

Wed 12/10

10:10 pm-9:27 am

1 stop8h 17m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 12/5

7:39 am-4:35 pm

1 stop11h 56m

Portland

Mon 12/8

10:10 pm-11:21 am

1 stop10h 11m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 2/18

6:43 am-12:27 pm

1 stop8h 44m

Portland

Wed 2/25

12:09 pm-12:51 am

1 stop9h 42m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Mon 12/8

6:05 pm-12:15 am

1 stop9h 10m

Portland

Mon 12/15

11:25 pm-11:03 am

1 stop8h 38m

$218

MiamiEugene

MIA - EUG

MIAEUG

Miami

Thu 12/18

7:05 am-2:16 pm

1 stop10h 11m

Eugene

Mon 1/12

6:12 pm-12:29 am

2 stops27h 17m

$247

MiamiEugene

MIA - EUG

MIAEUG

Miami

Thu 12/18

6:11 pm-12:22 am

1 stop9h 11m

Eugene

Mon 1/12

3:02 pm-5:34 pm

1 stop23h 32m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 58 results
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Best time to book a flight from Florida Keys to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Florida Keys 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 Florida Keys to Oregon

What is the cheapest time of day to fly from EOA to OR?

Find hourly flight availability from Florida Keys to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 8, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 44% on flights from Florida Keys to Oregon by exploring options for tickets in the evening.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated November 8, 2025.
Read through reviews of airlines operating flights from Florida Keys to Oregon, such as Alaska Airlines, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,254 reviews
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
8,002 reviews
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
9,012 reviews
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,050 reviews
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Frontier
5.8
Fair
3,111 reviews
Alaska Airlines
8.0
Very good
11,254 reviews

Overall

8.0

Food

7.1

Entertainment

7.0

Comfort

7.8

Crew

8.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Oregon. 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 Florida Keys to Oregon?

    Airlines like American Airlines, Delta, and Alaska Airlines fly from Florida Keys to Oregon in about 6h 36m. The time it takes to get you to your destination can typically vary by up to 2h 40m. Florida Keys and Oregon are separated by a distance of 2695 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $99. United Airlines flights start at $104 while deals on Delta start at $109 one-way.

  • Can I find deals for flights from Florida Keys to Oregon that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Oregon.

  • Can I find deals for business class flights from Florida Keys to Oregon?

    Yes. Cheapflights offers flight deals from Florida Keys to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Florida Keys to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Florida Keys to Oregon

Discover the top airline that operate flights from Florida Keys to Oregon. 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 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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