How long is the flight from Key West to Portland, Maine?

Departing from Key West to Portland, Maine will take you 10h 04m. The distance between Key West and Portland, Maine is about 1468 mi.

What are the cheapest airlines flying from Key West to Portland, Maine round-trip?

According to our current data, American Airlines ($268), and Delta ($274) offers the cheapest pricing from Key West to Portland, Maine. These flights start at 24% lower than the current average price 3 months from now.

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.

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).

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

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

Most accurate provider : When it comes to deals on Key West-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Key West-Portland, Maine flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Key West-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Can I find deals for flights from Key West to Portland that include hotel bookings?

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

How can I find direct flights from Key West to Portland?

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

Can I find deals for business class flights from Key West to Portland?

Yes. Cheapflights offers flight deals from Key West 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.

$132+ Flights from Key West to Portland, ME

Q: How much does it cost to fly round-trip from Key West to Portland, Maine?

Airfare is below average for this route at the moment. Key West to Portland, Maine flights typically cost between $344 and $452 in February. The cheapest round-trip price found within the last 3 days was $342 on American Airlines (Feb 14-Feb 18).

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Cheap flight deals from Key West to Portland

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$342 (American Airlines)
One-way from	$132 (Kiwi.com)
Popular in	December
Cheapest in	August
Average price	$293

Provider with most accurate pricing for Key West-Portland flight deals.

Search Deals

Provider most trusted by Cheapflights users for Key West-Portland flights.

Search Deals

From Key West to Portland

Search Deals

One-way flight from Key West to Portland

Search Deals

Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in November 2025

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Find flight deals from Key West to Portland

Cheapest flights from Key West to Portland
Explore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 22, 2025.

Thu 12/184:40 pmEYW - PWM

1 stop6h 11mAmerican Airlines

Tue 12/236:00 amPWM - EYW

1 stop9h 33mAmerican Airlines

Deal found 11/19

$494

Best flights from Key West to Portland
Discover carefully curated flight deals from Key West to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 22, 2025.

Sat 2/1412:55 pmEYW - PWM

2 stops10h 04mAmerican Airlines

Wed 2/185:35 amPWM - EYW

1 stop5h 48mAmerican Airlines

Deal found 11/19

$342

Thu 4/22:35 pmEYW - PWM

1 stop7h 24mDelta

Mon 4/65:30 amPWM - EYW

1 stop7h 42mDelta

Deal found 11/20

$459

Thu 12/184:40 pmEYW - PWM

1 stop6h 11mAmerican Airlines

Tue 12/236:00 amPWM - EYW

1 stop9h 33mAmerican Airlines

Deal found 11/19

$494

Last-minute flights from Key West to Portland
Discover last-minute flight deals from Key West to Portland. Data last updated November 22, 2025 and is based on user searches.

Thu 12/184:40 pmEYW - PWM

1 stop6h 11mAmerican Airlines

Tue 12/236:00 amPWM - EYW

1 stop9h 33mAmerican Airlines

Deal found 11/19

$494

One-way flights from Key West to Portland
Search for one-way flight options from Key West to Portland. Find affordable one-way fares based on user searches. Data last updated November 22, 2025.

Thu 12/48:55 amEYW - PWM

1 stop24h 11mBreeze Airways

Deal found 11/20

$132

Wed 12/247:47 amEYW - PWM

1 stop9h 51mBreeze Airways

Deal found 11/20

$147

Mon 1/52:30 pmEYW - PWM

2 stops43h 52mMultiple Airlines

Deal found 11/21

$166

Mon 12/222:30 pmEYW - PWM

2 stops44h 06mMultiple Airlines

Deal found 11/20

$178

Wed 12/244:25 pmEYW - PWM

1 stop6h 18mDelta

Deal found 11/21

$184

Sat 2/1412:55 pmEYW - PWM

2 stops10h 04mAmerican Airlines

Deal found 11/21

$189

Sun 1/48:55 amEYW - PWM

1 stop24h 11mBreeze Airways

Deal found 11/21

$210

Wed 12/242:30 pmEYW - PWM

3 stops42h 36mMultiple Airlines

Deal found 11/20

$216

Fri 12/511:11 amEYW - PWM

2 stops23h 25mMultiple Airlines

Deal found 11/20

$220

Thu 12/412:20 pmEYW - PWM

3 stops29h 05mMultiple Airlines

Deal found 11/20

$223

Fly from

Fly to

Route

Depart

Return

Price

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sat 2/14

12:55 pm-10:59 pm

2 stops10h 04m

Portland

Wed 2/18

5:35 am-11:23 am

1 stop5h 48m

$342

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 4/2

2:35 pm-9:59 pm

1 stop7h 24m

Portland

Mon 4/6

5:30 am-1:12 pm

1 stop7h 42m

$459

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 12/18

4:40 pm-10:51 pm

1 stop6h 11m

Portland

Tue 12/23

6:00 am-3:33 pm

1 stop9h 33m

$494

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 12/4

8:55 am-9:06 am

1 stop24h 11m

$132

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 12/5

8:55 am-10:36 am

1 stop25h 41m

$132

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 12/24

7:47 am-5:38 pm

1 stop9h 51m

$147

Key WestPortland

EYW - PWM

EYWPWM

Key West

Mon 1/5

2:30 pm-10:22 am

2 stops43h 52m

$166

Key WestPortland

EYW - PWM

EYWPWM

Key West

Mon 12/22

2:30 pm-10:36 am

2 stops44h 06m

$178

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 12/3

3:02 pm-10:23 pm

1 stop7h 21m

$184

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 12/24

4:25 pm-10:43 pm

1 stop6h 18m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 12 results

Compare providers for flights from Key West to Portland

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to Portland in November.

Provider	Price Accuracy	Trust Score*
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Key West-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Key West-Portland, Maine flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Key West-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Key West-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Key West to Portland

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

What is the cheapest month to book a flight from Key West to Portland, Maine?

Currently, November is the cheapest month in which you can book a flight from Key West to Portland, Maine (average of $170). Flying from Key West to Portland, Maine in February is currently the most expensive (average of $331). 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.

How much does it cost to fly round-trip from Key West to Portland, Maine?

Reviews of airlines servicing Portland

Peruse reviews from past customers who have flown with Delta and American Airlines from Key West to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

8,002 reviews

Reviews

1 / 20

6.0

Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Delta

7.9

Good

8,002 reviews

Delta

7.9

Good

8,002 reviews

Reviews

1 / 20

6.0

Good

pilar,May 2025

RSW - ATL

American Airlines

7.2

Good

11,048 reviews

Delta

7.9

Good

8,002 reviews

Reviews

1 / 20

6.0

Good

pilar,May 2025

RSW - ATL

Related info for your journey

How long is the flight from Key West to Portland, Maine?
Departing from Key West to Portland, Maine will take you 10h 04m. The distance between Key West and Portland, Maine is about 1468 mi.
What are the cheapest airlines flying from Key West to Portland, Maine round-trip?
According to our current data, American Airlines ($268), and Delta ($274) offers the cheapest pricing from Key West to Portland, Maine. These flights start at 24% lower than the current average price 3 months from now.
Can I find deals for flights from Key West to Portland that include hotel bookings?
Yes. In addition to deals on Key West to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Key West to Portland?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Portland.
Can I find deals for business class flights from Key West to Portland?
Yes. Cheapflights offers flight deals from Key West 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 Key West to Portland, Maine?
Currently, November is the cheapest month in which you can book a flight from Key West to Portland, Maine (average of $170). Flying from Key West to Portland, Maine in February is currently the most expensive (average of $331). 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.

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Top 2 airlines flying from Key West to Portland

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$268	Average$336	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$274	Average$353	FlexibilityNo cancel fee	On-timeN/A

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$132+ Cheap flights from Key West to Portland, ME (EYW - 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Key West to Portland with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Key West to Portland

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Key West to Portland

Cheapest flights from Key West to PortlandExplore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 22, 2025.

Explore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 22, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Key West to Portland that are best for you.

Compare providers for flights from Key West to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Key West to Portland in November.

Best time to book a flight from Key West to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Key West with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Key West to Portland

What is the cheapest month to book a flight from Key West to Portland, Maine?

How much does it cost to fly round-trip from Key West to Portland, Maine?

Reviews of airlines servicing Portland

Peruse reviews from past customers who have flown with Delta and American Airlines from Key West to Portland to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Key West to Portland. 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 Key West to Portland, Maine?

What are the cheapest airlines flying from Key West to Portland, Maine round-trip?

Can I find deals for flights from Key West to Portland that include hotel bookings?

How can I find direct flights from Key West to Portland?

Can I find deals for business class flights from Key West to Portland?

What is the cheapest month to book a flight from Key West to Portland, Maine?

Traveling to a place near Portland?

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Top 2 airlines flying from Key West to Portland

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Cheapest flights from Key West to Portland
Explore the most affordable flight options available from Key West to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 22, 2025.