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$109+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap 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 December 21, 2025.

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.
Mon 12/291:59 pmMIA - PDX
1 stop9h 55mAmerican Airlines
Sat 1/310:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$318
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:05 amMIA - PDX
1 stop9h 19mFrontier
Thu 1/112:47 pmPDX - MIA
1 stop13h 13mFrontier
Deal found 12/19$324
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 12/249:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Wed 12/3110:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$332
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.
Fri 12/199:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Fri 1/2310:15 pmPDX - MIA
1 stop8h 57mAmerican Airlines
Deal found 12/19$338
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/319:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Sun 1/410:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/21$367
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 12/2410:32 amMIA - PDX
1 stop11h 21mDelta
Wed 12/317:15 amPDX - MIA
1 stop10h 42mDelta
Deal found 12/19$372
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.
Sat 12/209:21 pmMIA - PDX
Nonstop6h 38mAmerican Airlines
Thu 1/110:49 pmPDX - MIA
Nonstop5h 43mAmerican Airlines
Deal found 12/19$398
This United Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/237:30 amMIA - PDX
1 stop9h 05mUnited Airlines
Sat 12/2711:59 pmPDX - MIA
1 stop10h 09mUnited Airlines
Deal found 12/20$419
This Delta deal was found by Cheapflights users on 12/20. 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.
Sun 12/286:00 amMIA - BOI
2 stops13h 39mDelta
Thu 1/15:30 amBOI - MIA
2 stops10h 54mDelta
Deal found 12/20$429
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.
Sat 12/205:00 pmMIA - RDM
1 stop9h 08mDelta
Wed 12/243:32 pmRDM - MIA
2 stops12h 03mDelta
Deal found 12/19$484
This Delta deal was found by Cheapflights users on 12/20. 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.
Sun 12/216:25 amMIA - BOI
1 stop9h 53mDelta
Sun 12/2111:51 pmBOI - MIA
1 stop9h 09mDelta
Deal found 12/20$513
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/313:37 pmMIA - EUG
1 stop8h 36mUnited Airlines
Fri 1/26:37 pmEUG - MIA
2 stops13h 17mUnited Airlines
Deal found 12/21$538

Find 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 December 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$181
(Kiwi.com)

One-way from

$109
(Delta)
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
Search Deals

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 December 21, 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

Tue 2/24

8:15 pm-11:59 pm

Nonstop6h 44m

Portland

Sat 2/28

11:48 am-11:30 pm

1 stop8h 42m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/27

7:55 pm-11:46 pm

Nonstop6h 51m

Portland

Sat 1/31

10:15 pm-8:47 am

1 stop7h 32m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 2/5

7:55 pm-11:46 pm

Nonstop6h 51m

Portland

Tue 2/10

7:38 am-7:15 pm

1 stop8h 37m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 3/19

7:59 pm-11:44 pm

Nonstop6h 45m

Portland

Wed 3/25

11:46 am-11:15 pm

1 stop8h 29m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 3/11

10:30 am-7:16 pm

1 stop11h 46m

Portland

Mon 3/16

10:53 pm-7:29 am

Nonstop5h 36m

$208

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 1/22

4:32 pm-10:15 pm

1 stop8h 43m

Portland

Sun 1/25

5:30 am-4:27 pm

1 stop7h 57m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 2/5

7:50 am-4:25 pm

1 stop11h 35m

Portland

Mon 2/9

9:45 pm-9:24 am

1 stop8h 39m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 2/25

7:50 am-4:10 pm

1 stop11h 20m

Portland

Sun 3/1

5:10 pm-6:35 am

1 stop10h 25m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 2/24

11:34 am-8:25 pm

1 stop11h 51m

Portland

Sat 2/28

12:09 pm-12:53 am

1 stop9h 44m

$216

MiamiPortland

MIA - PDX

MIAPDX

Miami

Tue 1/27

5:37 pm-12:17 am

1 stop9h 40m

Portland

Sat 1/31

11:44 am-12:51 am

1 stop10h 07m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 60 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 December 21, 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 December 21, 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
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Alaska Airlines
8.0
Very good
11,500 reviews
Alaska Airlines
8.0
Very good
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Delta
7.9
Good
8,014 reviews
Alaska Airlines
8.0
Very good
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
United Airlines
7.4
Good
9,102 reviews
Alaska Airlines
8.0
Very good
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
American Airlines
7.2
Good
11,052 reviews
Alaska Airlines
8.0
Very good
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.
Frontier
5.8
Fair
3,077 reviews
Alaska Airlines
8.0
Very good
11,500 reviews

Comfort

7.8

Entertainment

7.0

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Georgana,Dec 2025

ORD - PDX

Very cordial grew. Thank you. However, crying baby issues and no ear plugs available.

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 44m. The time it takes to get you to your destination can typically vary by up to 23h 48m. 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $74. Frontier flights start at $96 while deals on Hawaiian Airlines start at $107 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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