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Florida Keys

$168+ Cheap flights from Portland (PWM) 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Nov 12 — Nov 191
Tue 11/12
Tue 11/19
1 adult, Economy
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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 November 7, 2024.

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.
Thu 12/125:50 amPWM - EYW
1 stop8h 05mAmerican Airlines
Tue 12/174:05 pmEYW - PWM
1 stop6h 19mAmerican Airlines
Deal found 11/7$268
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.
Sat 11/166:00 amPWM - EYW
1 stop5h 38mDelta
Sat 12/76:30 pmEYW - PWM
1 stop5h 38mDelta
Deal found 11/7$323
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 12/185:50 amPWM - MIA
1 stop5h 30mAmerican Airlines
Wed 12/185:44 pmMIA - PWM
1 stop6h 15mAmerican Airlines
Deal found 11/7$336
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:01 pmPWM - MIA
2 stops11h 23mMultiple Airlines
Thu 12/129:45 amMIA - PWM
2 stops25h 36mMultiple Airlines
Deal found 11/6$383
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/711:24 amPWM - MIA
1 stop6h 40mUnited Airlines
Tue 12/105:10 pmMIA - PWM
1 stop5h 40mUnited Airlines
Deal found 11/6$416
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 amPWM - EYW
2 stops12h 55mUnited Airlines
Tue 12/172:00 pmEYW - PWM
3 stops32h 50mUnited Airlines
Deal found 11/7$437
This Delta deal was found by Cheapflights users on 11/5. 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 12/36:10 amPWM - MIA
1 stop17h 13mDelta
Mon 12/93:47 pmMIA - PWM
1 stop8h 12mDelta
Deal found 11/5$463
This Southwest deal was found by Cheapflights users on 11/5. 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.
Sun 12/15:35 amPWM - MIA
1 stop7h 10mSouthwest
Sat 12/75:45 amMIA - PWM
1 stop6h 25mSouthwest
Deal found 11/5$511

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 2,537,365 searches. Data last updated November 7, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 12/18

5:50 am-11:20 am

1 stop5h 30m

$168

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 1/4

3:10 pm-9:18 pm

1 stop6h 08m

$203

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 11/20

11:54 am-8:32 am

3 stops20h 38m

$207

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 12/16

6:00 am-2:25 pm

2 stops8h 25m

$208

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 11/28

1:01 pm-8:25 pm

1 stop7h 24m

$223

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 12/18

5:05 am-5:20 am

3 stops24h 15m

$995

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/12

5:50 am-1:55 pm

1 stop8h 05m

Key West

Tue 12/17

4:05 pm-10:24 pm

1 stop6h 19m

$268

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 4/26

5:30 pm-11:50 pm

1 stop6h 20m

Miami

Sat 5/3

9:15 am-4:55 pm

1 stop7h 40m

$296

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 12/6

6:05 am-1:24 pm

1 stop7h 19m

Key West

Fri 12/13

6:30 pm-12:08 am

1 stop5h 38m

$342

PortlandMiami

PWM - MIA

PWMMIA

Portland

Fri 12/6

12:01 pm-11:24 pm

2 stops11h 23m

Miami

Thu 12/12

9:45 am-11:21 am

2 stops25h 36m

$383

Flights are sorted by cheapest first

Deals found on 11/7

Showing 1-10 of 16 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, Maine to Florida Keys?

Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Florida Keys (average of $328). Flying from Portland, Maine to Florida Keys in March is currently the most expensive (average of $492). 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.

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

Find hourly flight availability from Portland to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 7, 2024.

When flying from Portland, Maine to Florida Keys, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 November 7, 2024.
To help decide which airline to fly from Portland to Florida Keys, see what other customers have to say about Southwest, United Airlines and American Airlines. 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
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,083 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,828 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,477 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Aeromexico
7.5
Good
2,022 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,206 reviews
Southwest
8.1
Very good
5,083 reviews

Overall

8.1

Food

7.2

Boarding

8.3

Crew

8.7

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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?

    For a flight from Portland to Florida Keys, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city.

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

    The cheapest airlines for a one-way flight from Portland, Maine to Florida Keys are American Airlines ($168), Delta ($203), and Southwest ($208).

  • 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, Maine to Florida Keys?

    Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Florida Keys (average of $328). Flying from Portland, Maine to Florida Keys in March is currently the most expensive (average of $492). 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

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Top 3 airlines flying from Portland to Florida Keys

Discover the top 3 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 2,537,365 searches. Data last updated November 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$477FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$589FlexibilityNo cancel feeOn-time69%
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