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$143+ Cheap flights from Florida Keys to Portland, ME (PWM)

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
dec. 30 — jan. 61
man. 12/30
man. 1/6
1 adult, Economy
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Cheap flight deals from Florida Keys to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Florida Keys (zzEOA) to Portland (PWM). 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

$273
(American Airlines)

One-way from

$143
(Trip.com)
From Florida Keys to Portland
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One-way flight from Florida Keys to Portland
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Find flight deals from Florida Keys to Portland

Cheapest flights from Florida Keys to Portland
Explore the most affordable flight options available from Florida Keys to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on december 25, 2024.

This American Airlines deal was found by Cheapflights users on 12/25. 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.
fre. 12/274:10 pmEYW - PWM
1 stop8h 27mAmerican Airlines
ons. 1/15:39 amPWM - EYW
1 stop8h 35mAmerican Airlines
Deal found 12/25$394
This Delta deal was found by Cheapflights users on 12/25. 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.
tor. 12/263:50 pmEYW - PWM
1 stop8h 20mDelta
man. 12/306:05 amPWM - EYW
1 stop6h 02mDelta
Deal found 12/25$410
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.
tir. 12/249:58 amMIA - PWM
2 stops6h 38mAmerican Airlines
fre. 12/275:08 pmPWM - MIA
1 stop6h 02mAmerican Airlines
Deal found 12/24$916
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.
tir. 12/2412:00 pmMIA - PWM
2 stops10h 30mSouthwest
fre. 12/275:30 amPWM - MIA
2 stops10h 05mSouthwest
Deal found 12/24$986

Find flights from Florida Keys to Portland within your budget

Customize your flight search to find flights from Florida Keys to Portland 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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Depart

Return

Price

Key WestPortland

EYW - PWM

EYWPWM

Key West

tor. 1/23

5:05 pm-10:34 pm

1 stop5h 29m

Portland

tor. 1/30

7:10 am-4:37 pm

2 stops9h 27m

$273

MiamiPortland

MIA - PWM

MIAPWM

Miami

fre. 1/24

11:04 am-11:57 pm

1 stop12h 53m

Portland

man. 1/27

5:24 am-4:49 pm

1 stop11h 25m

$315

MiamiPortland

MIA - PWM

MIAPWM

Miami

ons. 1/15

7:40 am-2:22 pm

1 stop6h 42m

Portland

lør. 1/18

3:02 pm-11:27 pm

1 stop8h 25m

$341

MiamiPortland

MIA - PWM

MIAPWM

Miami

tir. 1/7

3:02 pm-10:30 pm

1 stop7h 28m

Portland

lør. 1/11

6:00 am-1:50 pm

1 stop7h 50m

$361

MiamiPortland

MIA - PWM

MIAPWM

Miami

ons. 1/22

8:25 am-10:15 pm

2 stops13h 50m

Portland

ons. 1/29

5:35 am-6:35 pm

2 stops13h 00m

$371

MiamiPortland

MIA - PWM

MIAPWM

Miami

tir. 1/7

5:45 am-11:20 am

3 stops29h 35m

Portland

lør. 1/11

12:00 pm-1:00 pm

3 stops25h 00m

$389

Key WestPortland

EYW - PWM

EYWPWM

Key West

tor. 1/23

10:00 am-10:30 pm

3 stops12h 30m

Portland

tor. 1/30

6:00 am-2:20 pm

2 stops8h 20m

$593

MiamiPortland

MIA - PWM

MIAPWM

Miami

fre. 1/10

7:30 am-8:12 pm

2 stops12h 42m

$143

MiamiPortland

MIA - PWM

MIAPWM

Miami

ons. 4/2

2:08 pm-11:00 pm

1 stop8h 52m

$154

MiamiPortland

MIA - PWM

MIAPWM

Miami

fre. 1/17

9:31 am-11:20 am

2 stops25h 49m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 17 results
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Best time to book a flight from Florida Keys to Portland

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

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

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

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Portland, Maine (average of $296). Flying from Florida Keys to Portland, Maine in April is currently the most expensive (average of $498). 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 Portland by month

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

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

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

If weather is an important factor for your trip to Portland, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated december 25, 2024.
Peruse reviews from past customers who have flown with American Airlines, United Airlines and Southwest from Florida Keys to Portland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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.

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

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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.

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

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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.

JetBlue
7.4
Good
3,258 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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.

United Airlines
7.4
Good
9,007 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,758 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Overall

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 Florida Keys to Portland. 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 into for flights to Portland from Florida Keys?

    Portland (PWM) is the airport you will fly into if you book a flight from Florida Keys to Portland. It is only a 2.9 mi journey from Portland (PWM) to Portland’s city center.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $143. JetBlue flights start at $154 while deals on American Airlines start at $203 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Portland, Maine (average of $296). Flying from Florida Keys to Portland, Maine in April is currently the most expensive (average of $498). 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 Portland

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

Discover the top airline that operate flights from Florida Keys to Portland. 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
American AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time71%
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