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$119+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$160
(CheapOair)

One-way from

$119
(Hawaiian Airlines)

Popular in

August

Cheapest in

September

Average price

$546
Provider with most accurate pricing for Key West-Portland flight deals.
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Provider most trusted by Cheapflights users for Key West-Portland flights.
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From Florida Keys to Oregon
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One-way flight from Florida Keys to Oregon
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Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($34 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 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 February 20, 2025.

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.
Wed 4/166:25 amMIA - PDX
1 stop21h 12mFrontier
Sat 4/196:40 amPDX - MIA
1 stop19h 19mFrontier
Deal found 2/20$160
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.
Thu 4/37:10 amMIA - BOI
1 stop7h 34mDelta
Mon 4/78:15 pmBOI - MIA
1 stop7h 56mDelta
Deal found 2/20$185
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.
Fri 5/97:40 pmMIA - PDX
Nonstop6h 28mAmerican Airlines
Mon 5/1210:24 pmPDX - MIA
Nonstop5h 37mAmerican Airlines
Deal found 2/20$197
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.
Thu 4/35:51 pmMIA - PDX
1 stop9h 05mDelta
Tue 4/227:05 pmPDX - MIA
1 stop7h 45mDelta
Deal found 2/20$217
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.
Fri 5/97:00 amMIA - PDX
1 stop9h 30mMultiple Airlines
Mon 5/126:20 amPDX - MIA
1 stop20h 02mMultiple Airlines
Deal found 2/20$220
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.
Thu 3/67:20 amMIA - PDX
1 stop14h 17mSpirit Airlines
Mon 3/102:33 pmPDX - MIA
2 stops30h 37mSpirit Airlines
Deal found 2/19$222
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/147:15 amMIA - BOI
1 stop31h 17mSpirit Airlines
Tue 3/181:31 pmBOI - MIA
1 stop14h 39mSpirit Airlines
Deal found 2/20$226
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:52 pmMIA - PDX
Nonstop7h 07mAlaska Airlines
Wed 3/1210:00 amPDX - MIA
Nonstop5h 47mAlaska Airlines
Deal found 2/19$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.
Wed 8/612:06 pmMIA - PDX
1 stop10h 13mUnited Airlines
Wed 8/611:59 pmPDX - MIA
1 stop8h 05mUnited Airlines
Deal found 2/20$260
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.
Tue 4/87:28 amMIA - EUG
1 stop9h 14mAmerican Airlines
Tue 4/156:37 amEUG - MIA
1 stop9h 50mAmerican Airlines
Deal found 2/19$289
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/256:02 pmMIA - BOI
1 stop30h 39mAlaska Airlines
Tue 4/16:00 amBOI - MIA
1 stop10h 59mAlaska Airlines
Deal found 2/19$300
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/55:55 pmMIA - EUG
1 stop8h 53mAlaska Airlines
Mon 9/291:25 pmEUG - MIA
1 stop24h 30mAlaska Airlines
Deal found 2/19$318

Find flights from Florida Keys to Oregon within your budget

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 February 20, 2025.

Fly from

Florida Keys

Fly to

Oregon

Route

Depart

Return

Price

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 4/16

6:25 am-12:37 am

1 stop21h 12m

Portland

Sat 4/19

6:40 am-4:59 am

1 stop19h 19m

$160

MiamiBoise

MIA - BOI

MIABOI

Miami

Thu 4/3

7:10 am-12:44 pm

1 stop7h 34m

Boise Air Term. Gowen Fld

Mon 4/7

8:15 pm-6:11 am

1 stop7h 56m

$185

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 5/9

7:40 pm-11:08 pm

Nonstop6h 28m

Portland

Mon 5/12

10:24 pm-7:01 am

Nonstop5h 37m

$197

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 4/3

5:51 pm-11:56 pm

1 stop9h 05m

Portland

Tue 4/22

7:05 pm-5:50 am

1 stop7h 45m

$217

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 5/9

7:00 am-1:30 pm

1 stop9h 30m

Portland

Mon 5/12

6:20 am-5:22 am

1 stop20h 02m

$220

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 3/6

7:20 am-6:37 pm

1 stop14h 17m

Portland

Mon 3/10

2:33 pm-12:10 am

2 stops30h 37m

$222

MiamiBoise

MIA - BOI

MIABOI

Miami

Fri 3/14

7:15 am-12:32 pm

1 stop31h 17m

Boise Air Term. Gowen Fld

Tue 3/18

1:31 pm-6:10 am

1 stop14h 39m

$226

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 3/5

7:52 pm-11:59 pm

Nonstop7h 07m

Portland

Wed 3/12

10:00 am-6:47 pm

Nonstop5h 47m

$257

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 8/6

2:55 pm-9:06 pm

1 stop9h 11m

Portland

Wed 8/13

10:59 pm-11:09 am

1 stop9h 10m

$260

MiamiEugene

MIA - EUG

MIAEUG

Miami

Tue 4/8

7:28 am-1:42 pm

1 stop9h 14m

Eugene

Tue 4/15

6:37 am-7:27 pm

1 stop9h 50m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 52 results
1
2
3
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6

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.

Travel insights for flights from Florida Keys to Oregon

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

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 February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida Keys to Oregon as you normally would.

Rainfall in Oregon by month

Plan your trip to Oregon by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oregon ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Oregon when rainfall is around 0.7 in.

Temperature in Oregon by month

Plan your trip to Oregon by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oregon, 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 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

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 February 20, 2025.
See what other customers who have flown with Southwest, Alaska Airlines and Delta from Florida Keys to Oregon have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

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 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.

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

    To fly one-way, consider booking your trip with Hawaiian Airlines, which is currently one of the cheapest options available, starting at $119. Alaska Airlines flights start at $120 while deals on Spirit Airlines start at $126 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.

  • What is the cheapest month to book a flight from Florida Keys to Oregon?

    Currently, November is the cheapest month in which you can book a flight from Florida Keys to Oregon (average of $277). Flying from Florida Keys to Oregon in March is currently the most expensive (average of $376). 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 Florida Keys to Oregon

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Florida Keys to Oregon

Discover the top 2 airlines 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$288Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$476FlexibilityNo cancel feeOn-time71%
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