Florida Keys

$118+ Cheap flights from Portland, ME (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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Dec 30 — Jan 61
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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 (PWM) 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 25, 2024.

Round-trip from

$298
(American Airlines)

One-way from

$118
(JetBlue Airways)
From Portland to Florida Keys
One-way flight from Portland to Florida Keys

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 25, 2024.

This United Airlines deal was found by Cheapflights users on 12/24. 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 12/317:30 amPWM - MIA
1 stop7h 31mUnited Airlines
Fri 1/38:49 amMIA - PWM
1 stop5h 49mUnited Airlines
Deal found 12/24$601
This Southwest deal was found by Cheapflights users on 12/24. 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.
Tue 12/316:00 amPWM - MIA
2 stops13h 45mSouthwest
Sat 1/46:10 amMIA - PWM
1 stop8h 20mSouthwest
Deal found 12/24$606
This Delta deal was found by Cheapflights users on 12/24. 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 12/316:05 amPWM - MIA
1 stop7h 05mDelta
Sun 1/55:40 pmMIA - PWM
1 stop6h 19mDelta
Deal found 12/24$647
This American Airlines deal was found by Cheapflights users on 12/24. 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 12/285:13 pmPWM - MIA
1 stop5h 57mAmerican Airlines
Wed 1/16:49 pmMIA - PWM
1 stop5h 48mAmerican Airlines
Deal found 12/24$700
This United deal was found by Cheapflights users on 12/24. 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.
Sun 12/297:16 pmPWM - EYW
2 stops14h 54mUnited Airlines
Sun 1/57:40 pmEYW - PWM
2 stops27h 40mUnited Airlines
Deal found 12/24$759
This American Airlines deal was found by Cheapflights users on 12/24. 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 12/295:39 amPWM - EYW
1 stop8h 35mAmerican Airlines
Sun 1/51:52 pmEYW - PWM
2 stops9h 09mAmerican Airlines
Deal found 12/24$823

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 25, 2024.

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Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 1/30

7:10 am-4:37 pm

2 stops9h 27m

Key West

Tue 2/4

4:23 pm-10:30 pm

1 stop6h 07m

$298

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 2/8

5:24 am-2:50 pm

1 stop9h 26m

Miami

Wed 2/12

9:20 pm-11:47 am

1 stop14h 27m

$315

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 1/21

6:05 pm-11:59 pm

1 stop5h 54m

Miami

Tue 1/28

9:00 am-10:30 pm

2 stops13h 30m

$330

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 1/22

5:34 am-1:46 pm

1 stop8h 12m

Miami

Wed 1/29

5:40 pm-11:57 pm

1 stop6h 17m

$336

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 2/8

6:00 am-12:57 pm

1 stop6h 57m

Key West

Wed 2/12

6:16 pm-11:55 pm

1 stop5h 39m

$353

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sun 2/9

7:06 pm-10:10 am

1 stop15h 04m

Key West

Fri 2/14

3:05 pm-9:08 am

1 stop18h 03m

$355

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 1/23

5:23 pm-6:16 pm

2 stops24h 53m

Miami

Thu 1/30

9:31 am-11:26 am

2 stops25h 55m

$367

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 3/5

1:05 pm-10:25 pm

1 stop9h 20m

Miami

Mon 3/10

8:00 am-12:05 am

2 stops16h 05m

$376

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/22

6:00 am-12:47 pm

1 stop6h 47m

Key West

Sat 1/25

10:00 am-10:30 pm

2 stops12h 30m

$399

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 5/13

5:50 pm-11:46 pm

1 stop5h 56m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/25

Showing 1-10 of 13 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 $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.

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 December 25, 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 December 25, 2024.
To help decide which airline to fly from Portland to Florida Keys, see what other customers have to say about United Airlines, Delta and Southwest. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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.

8.1
Very good
4,758 reviews
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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.

8.0
Very good
8,580 reviews
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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.

7.4
Good
3,249 reviews
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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.

7.4
Good
9,007 reviews
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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.

7.2
Good
10,000 reviews
8.1
Very good
4,758 reviews

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Entertainment

7.7

Comfort

8.1

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?

    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 JetBlue ($118), American Airlines ($193), 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 $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.

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 2,558,603 searches. Data last updated December 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$471FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$264Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$345Average$589FlexibilityNo cancel feeOn-time69%
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