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Florida Keys

$133+ Cheap flights from Portland (PDX) 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — EYW
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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Cheap flight deals from Portland to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Florida Keys (zzEOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$237
(Alaska Airlines)

One-way from

$145
(Mytrip)
From Portland to Florida Keys
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One-way flight from Portland to Florida Keys
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Find flight deals from Portland to Florida Keys

Cheapest flights from Portland to Florida Keys
Explore the most affordable flight options available from Portland to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/22. 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.
Thu 12/267:19 pmPDX - MIA
1 stop9h 10mSpirit Airlines
Wed 1/157:52 amMIA - PDX
1 stop11h 43mSpirit Airlines
Deal found 12/22$330
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Sun 12/291:45 pmPDX - MIA
1 stop8h 10mAmerican Airlines
Fri 1/107:38 pmMIA - PDX
Nonstop6h 58mAmerican Airlines
Deal found 12/22$397
This Delta deal was found by Cheapflights users on 12/23. 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 12/265:20 amPDX - MIA
1 stop7h 59mDelta
Wed 1/157:50 amMIA - PDX
1 stop10h 35mDelta
Deal found 12/23$419
This Travelocity deal was found by Cheapflights users on 12/23. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/301:05 pmPDX - MIA
1 stop12h 55mMultiple Airlines
Wed 1/17:07 pmMIA - PDX
Nonstop6h 35mMultiple Airlines
Deal found 12/23$433
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/315:40 amPDX - EYW
1 stop7h 41mAmerican Airlines
Mon 1/63:57 pmEYW - PDX
1 stop10h 14mAmerican Airlines
Deal found 12/23$458
This Alaska Airlines deal was found by Cheapflights users on 12/22. 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 12/259:11 amPDX - MIA
Nonstop5h 44mAlaska Airlines
Tue 1/77:15 pmMIA - PDX
Nonstop6h 40mAlaska Airlines
Deal found 12/22$465
This United Airlines deal was found by Cheapflights users on 12/23. 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 12/3111:59 pmPDX - EYW
2 stops15h 56mUnited Airlines
Mon 1/66:00 pmEYW - PDX
2 stops32h 13mUnited Airlines
Deal found 12/23$530
This Delta deal was found by Cheapflights users on 12/23. 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 12/247:15 amPDX - EYW
1 stop9h 18mDelta
Wed 1/157:00 amEYW - PDX
2 stops14h 21mDelta
Deal found 12/23$538
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/237:11 pmPDX - MIA
1 stop7h 46mUnited Airlines
Mon 1/611:25 amMIA - PDX
1 stop10h 24mUnited Airlines
Deal found 12/22$559
This Cheapflightsfares deal was found by Cheapflights users on 12/22. 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.
Mon 12/236:44 pmPDX - MIA
1 stop13h 22mSun Country Air
Mon 12/302:25 pmMIA - PDX
1 stop11h 28mSun Country Air
Deal found 12/22$564
This Southwest deal was found by Cheapflights users on 12/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/255:50 amPDX - MIA
1 stop7h 55mSouthwest
Sat 12/285:50 pmMIA - PDX
2 stops9h 45mSouthwest
Deal found 12/23$600
This KAYAK deal was found by Cheapflights users on 12/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/301:05 pmPDX - MIA
1 stop12h 55mFrontier
Sun 1/56:00 amMIA - PDX
1 stop12h 44mFrontier
Deal found 12/22$618

Find flights from Portland to Florida Keys within your budget

Customize your flight search to find flights from Portland 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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 1/21

9:23 am-6:15 pm

Nonstop5h 52m

Miami

Fri 1/24

7:15 pm-10:55 pm

Nonstop6h 40m

$237

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 2/13

10:16 am-5:00 am

1 stop15h 44m

Miami

Thu 2/20

8:45 pm-9:21 am

1 stop15h 36m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 1/12

10:45 pm-7:30 am

Nonstop5h 45m

Miami

Tue 1/21

7:38 pm-11:36 pm

Nonstop6h 58m

$240

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 2/8

7:35 am-1:36 am

1 stop15h 01m

Miami

Sun 2/16

8:45 pm-9:21 am

1 stop15h 36m

$243

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 1/20

12:45 am-1:49 pm

1 stop10h 04m

Miami

Wed 1/22

6:40 pm-11:54 pm

1 stop8h 14m

$256

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 1/23

11:52 am-10:15 pm

1 stop7h 23m

Miami

Sat 1/25

9:35 am-7:02 pm

2 stops12h 27m

$259

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 2/11

7:35 am-11:22 pm

1 stop12h 47m

Miami

Fri 2/21

6:25 am-12:37 am

1 stop21h 12m

$260

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 2/4

10:45 pm-11:03 am

1 stop9h 18m

Key West

Tue 2/11

4:00 pm-11:36 pm

1 stop10h 36m

$308

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 1/12

5:30 am-8:35 pm

2 stops12h 05m

Miami

Sat 1/18

8:10 am-5:50 pm

1 stop12h 40m

$371

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 3/3

12:59 am-5:19 pm

2 stops13h 20m

Key West

Tue 3/11

12:30 pm-6:01 pm

1 stop8h 31m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 21 results
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Best time to book a flight from Portland to Florida Keys

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

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

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

Currently, August is the cheapest month in which you can book a flight from Portland to Florida Keys (average of $328). Flying from Portland to Florida Keys in March is currently the most expensive (average of $536). 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.

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 December 23, 2024.
Read reviews from past customers who have flown American Airlines, Delta and United Airlines from Portland to Florida Keys. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,549 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,588 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,022 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Crew

8.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Portland 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 airport do you fly from for flights from Portland to Florida Keys?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Florida Keys from Portland.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $145. However, be on the lookout for offers from Alaska Airlines and Frontier, as they are both options that can get you from Portland to Florida Keys for a low price.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland to Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Portland to Florida Keys (average of $328). Flying from Portland to Florida Keys in March is currently the most expensive (average of $536). 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 Portland to Florida Keys

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

Discover the top 2 airlines that operate flights from Portland 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$564FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$412FlexibilityNo cancel feeOn-timeN/A
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