Oregon

$99+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PDX
Mar 15 — Mar 221
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Find cheap flights from Florida Keys to Oregon with Cheapflights

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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 February 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/147:50 am
MIA
-
PDX
1 stop32h 12m
Frontier
Sat 4/1812:27 pm
PDX
-
MIA
1 stop13h 38m
Frontier
Deal found 2/10$155
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/143:12 pm
MIA
-
PDX
2 stops24h 50m
Multiple Airlines
Sat 4/1812:27 pm
PDX
-
MIA
1 stop13h 38m
Multiple Airlines
Deal found 2/10$192
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/147:04 pm
MIA
-
PDX
2 stops43h 38m
Frontier
Wed 5/201:48 pm
PDX
-
MIA
1 stop12h 17m
Frontier
Deal found 2/11$195
This Frontier deal was found by Cheapflights users on 2/11. 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 4/235:50 am
MIA
-
PDX
1 stop8h 13m
Frontier
Fri 5/811:48 am
PDX
-
MIA
1 stop14h 17m
Frontier
Deal found 2/11$200
This Delta deal was found by Cheapflights users on 2/12. 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 3/52:55 pm
MIA
-
PDX
1 stop8h 35m
Delta
Tue 3/175:40 pm
PDX
-
MIA
1 stop10h 09m
Delta
Deal found 2/12$215
This Orbitz deal was found by Cheapflights users on 2/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:50 am
MIA
-
PDX
1 stop8h 13m
Frontier
Mon 4/2712:52 pm
PDX
-
MIA
1 stop15h 40m
Frontier
Deal found 2/12$221
This Delta deal was found by Cheapflights users on 2/12. 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 3/112:41 pm
MIA
-
PDX
1 stop8h 44m
Delta
Mon 3/167:15 pm
PDX
-
MIA
1 stop7h 25m
Delta
Deal found 2/12$224
This Frontier deal was found by Cheapflights users on 2/10. 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 2/216:25 am
MIA
-
BOI
1 stop30h 46m
Frontier
Sun 3/111:56 am
BOI
-
MIA
1 stop15h 18m
Frontier
Deal found 2/10$224
This Delta deal was found by Cheapflights users on 2/10. 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 3/105:56 pm
MIA
-
PDX
1 stop9h 02m
Delta
Tue 3/175:40 pm
PDX
-
MIA
1 stop10h 09m
Delta
Deal found 2/10$225
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/24:44 pm
MIA
-
PDX
Nonstop6h 51m
Hawaiian Airlines
Wed 4/87:00 am
PDX
-
MIA
Nonstop5h 44m
Hawaiian Airlines
Deal found 2/10$231
This Delta deal was found by Cheapflights users on 2/12. 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 5/278:00 am
MIA
-
PDX
1 stop11h 23m
Delta
Tue 6/25:05 pm
PDX
-
MIA
1 stop9h 41m
Delta
Deal found 2/12$233
This Delta deal was found by Cheapflights users on 2/12. 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 4/15:56 pm
MIA
-
RDM
1 stop19h 46m
Delta
Sun 4/54:55 pm
RDM
-
MIA
1 stop20h 51m
Delta
Deal found 2/12$283

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 February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$99
(Kiwi.com)
Provider with most accurate pricing for Key West-Portland flight deals.
Provider most trusted by Cheapflights users for Key West-Portland flights.
From Florida Keys to Oregon
One-way flight from Florida Keys to Oregon

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 February 13, 2026.
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 3/5

2:55 pm-8:30 pm

1 stop8h 35m

Portland

Tue 3/17

5:40 pm-6:49 am

1 stop10h 09m

$215

MiamiBoise

MIA - BOI

MIABOI

Miami

Sat 2/21

6:25 am-11:11 am

1 stop30h 46m

Boise Air Term. Gowen Fld

Sun 3/1

11:56 am-5:14 am

1 stop15h 18m

$224

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 5/28

8:00 am-4:23 pm

1 stop11h 23m

Portland

Tue 6/2

2:06 pm-12:33 am

1 stop7h 27m

$233

MiamiPortland

MIA - PDX

MIAPDX

Miami

Sat 5/30

8:00 am-4:23 pm

1 stop11h 23m

Portland

Tue 6/2

7:00 pm-5:46 am

1 stop7h 46m

$233

MiamiPortland

MIA - PDX

MIAPDX

Miami

Wed 3/11

5:56 pm-11:58 pm

1 stop9h 02m

Portland

Mon 3/16

7:15 pm-5:40 am

1 stop7h 25m

$234

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 4/24

5:50 am-11:03 am

1 stop8h 13m

Portland

Sun 4/26

11:48 am-5:05 am

1 stop14h 17m

$242

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 4/10

5:50 am-11:03 am

1 stop8h 13m

Portland

Wed 4/15

1:48 pm-5:05 am

1 stop12h 17m

$245

MiamiPortland

MIA - PDX

MIAPDX

Miami

Thu 4/2

8:05 am-4:43 pm

1 stop11h 38m

Portland

Sun 4/5

5:40 pm-6:49 am

1 stop10h 09m

$246

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 3/13

8:05 am-4:43 pm

1 stop11h 38m

Portland

Sun 3/15

5:40 pm-6:49 am

1 stop10h 09m

$255

MiamiPortland

MIA - PDX

MIAPDX

Miami

Fri 3/6

4:44 pm-8:44 pm

Nonstop7h 00m

Portland

Mon 3/9

7:00 am-3:44 pm

Nonstop5h 44m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

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
No data available for this route at this time. Please check back soon.

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 13, 2026.
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.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the flight.

Comfort

7.8

Entertainment

7.0

Boarding

8.1

Crew

8.5

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

robert,Feb 2026

LAS - SAN

The good customer service team made you fell welcome on the 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 Delta, Frontier, and United Airlines fly from Florida Keys to Oregon in about 8h 35m. The time it takes to get you to your destination can typically vary by up to 22h 11m. 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 American Airlines start at $98 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.

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 February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$344Average$574FlexibilityNo cancel feeOn-time71%

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