Cheap flights from Portland to Key West (PWM - EYW) from $131

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Key West departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PWM — EYW
Mar 5 — Mar 121

The best prices from Portland to Key West are usually found in September or January, booked 82 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap flight deals from Portland to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Key West (EYW). 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 February 29, 2024.

Popular in

March

Cheapest in

September

Round-trip from

$374

One-way from

$166
High demand for flights, 13% potential price rise
Best time to find cheap flights, 20% potential price drop
From Portland to Key West
One-way flight from Portland to Key West

What is the cheapest day to fly round-trip from Portland, Maine to Key West?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 55% on the overall cost on flights from Portland, Maine to Key West.

How far in advance should I book a flight from Portland, Maine to Key West?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 44 days in advance, which can save you up to 77% on flights from Portland, Maine to Key West compared to booking the week you need them. Waiting 44 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $336. For sooner than that we have options available in the next 3 days from $1,148.

What is the cheapest month to fly from Portland, Maine to Key West?

Flights from Portland, Maine to Key West lean towards being more expensive in March. Prices are generally better when you fly from Portland, Maine to Key West in September, with the cheapest ticket starting at $272.

When is the cheapest time to fly from Portland, Maine to Key West (PWM - EYW)?

It’s typically best to fly out from Portland, Maine to Key West in the afternoon. Doing so could potentially save you 10% on the flight price compared to flying in the morning, which is usually more expensive.

Cheap American Airlines flights from Portland to Key West

Explore cheap flight options specifically provided by American Airlines for the route between Portland and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Consider these cheap American Airlines flights we've found departing from Portland to Key West. Be sure to come back soon if the deals available don't appeal to you at this time.
Fri 8/236:07 amPWM - EYW
1 stop7h 30mAmerican Airlines
Mon 8/265:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$272
Fri 8/236:14 amPWM - EYW
2 stops6h 51mAmerican Airlines
Mon 8/265:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$340
Thu 3/147:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Thu 3/214:42 pmEYW - PWM
1 stop6h 27mAmerican Airlines
Deal found 2/28$387
Fri 8/236:14 amPWM - EYW
2 stops10h 13mAmerican Airlines
Mon 8/2611:43 amEYW - PWM
2 stops11h 55mAmerican Airlines
Deal found 2/28$436
Thu 3/285:36 amPWM - EYW
1 stop11h 32mAmerican Airlines
Thu 4/46:50 amEYW - PWM
2 stops8h 35mAmerican Airlines
Deal found 2/27$438
Tue 4/237:45 amPWM - EYW
1 stop8h 20mAmerican Airlines
Wed 4/243:35 pmEYW - PWM
2 stops8h 19mAmerican Airlines
Deal found 2/27$442
Tue 4/235:43 amPWM - EYW
2 stops9h 18mAmerican Airlines
Wed 4/243:35 pmEYW - PWM
2 stops8h 19mAmerican Airlines
Deal found 2/27$449
Thu 3/147:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Thu 3/2112:18 pmEYW - PWM
2 stops10h 51mAmerican Airlines
Deal found 2/28$451
Tue 4/237:45 amPWM - EYW
1 stop8h 20mAmerican Airlines
Wed 4/246:02 pmEYW - PWM
1 stop5h 52mAmerican Airlines
Deal found 2/27$456

Cheap United Airlines flights from Portland to Key West

Explore cheap flight options specifically provided by United Airlines for the route between Portland and Key West. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Some of the best deals we've found on United Airlines flights traveling from Portland to Key West. Make sure to examine the flight information before completing your reservation.
Tue 4/239:51 amPWM - EYW
2 stops9h 44mUnited Airlines
Thu 4/251:51 pmEYW - PWM
1 stop7h 31mUnited Airlines
Deal found 2/27$527
Wed 4/246:05 amPWM - EYW
2 stops13h 30mUnited Airlines
Thu 4/251:51 pmEYW - PWM
1 stop7h 31mUnited Airlines
Deal found 2/27$543
Tue 4/236:05 amPWM - EYW
1 stop6h 47mUnited Airlines
Sat 4/2711:25 amEYW - PWM
2 stops11h 04mUnited Airlines
Deal found 2/27$590
Mon 4/223:10 pmPWM - EYW
2 stops18h 45mUnited Airlines
Thu 4/251:51 pmEYW - PWM
1 stop7h 31mUnited Airlines
Deal found 2/27$608
Sun 4/219:51 amPWM - EYW
2 stops24h 54mUnited Airlines
Thu 4/251:51 pmEYW - PWM
1 stop7h 31mUnited Airlines
Deal found 2/27$645
Thu 5/166:30 pmPWM - EYW
2 stops16h 15mUnited Airlines
Mon 5/204:05 pmEYW - PWM
2 stops22h 54mUnited Airlines
Deal found 2/28$646
Wed 4/246:05 amPWM - EYW
1 stop6h 47mUnited Airlines
Sat 4/2711:25 amEYW - PWM
2 stops11h 04mUnited Airlines
Deal found 2/27$674
Tue 4/239:51 amPWM - EYW
2 stops9h 44mUnited Airlines
Sat 4/2711:25 amEYW - PWM
2 stops11h 04mUnited Airlines
Deal found 2/27$748
Sun 4/216:05 amPWM - EYW
1 stop6h 47mUnited Airlines
Sat 4/2711:25 amEYW - PWM
2 stops11h 04mUnited Airlines
Deal found 2/27$753

Cheap Portland to Key West flights in February & March 2024

Find cheap flight options from Portland to Key West specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Prices were last updated on February 29, 2024.
Scroll through some of the best deals on flights from Portland to Key West in 2024. Check back regularly for other flight deals.
Thu 3/147:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Thu 3/214:42 pmEYW - PWM
1 stop6h 27mAmerican Airlines
Deal found 2/28$387
Mon 3/256:00 amPWM - EYW
1 stop7h 04mDelta
Thu 3/285:59 pmEYW - PWM
1 stop5h 57mDelta
Deal found 2/28$417
Thu 3/285:36 amPWM - EYW
1 stop11h 32mAmerican Airlines
Thu 4/46:50 amEYW - PWM
2 stops8h 35mAmerican Airlines
Deal found 2/27$438
Thu 3/147:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Thu 3/2112:18 pmEYW - PWM
2 stops10h 51mAmerican Airlines
Deal found 2/28$451
Thu 3/285:36 amPWM - EYW
2 stops9h 35mAmerican Airlines
Thu 4/46:50 amEYW - PWM
2 stops8h 35mAmerican Airlines
Deal found 2/27$457
Thu 3/285:36 amPWM - EYW
1 stop11h 32mAmerican Airlines
Thu 4/46:01 pmEYW - PWM
1 stop5h 49mAmerican Airlines
Deal found 2/27$501
Thu 3/284:57 pmPWM - EYW
1 stop16h 24mMultiple Airlines
Mon 4/111:35 amEYW - PWM
2 stops32h 48mMultiple Airlines
Deal found 2/28$515
Sun 3/247:36 amPWM - EYW
2 stops12h 06mAmerican Airlines
Wed 3/273:04 pmEYW - PWM
1 stop8h 05mAmerican Airlines
Deal found 2/28$545
Sun 3/247:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Wed 3/273:04 pmEYW - PWM
1 stop8h 05mAmerican Airlines
Deal found 2/28$549

Portland to Key West 2024 flight deals

Discover exclusive flight deals for travel between Portland and Key West in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Scroll through some of the best deals on flights from Portland to Key West in 2024. Check back regularly for other flight deals.
Fri 8/236:07 amPWM - EYW
1 stop7h 30mAmerican Airlines
Mon 8/265:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$272
Sat 8/316:07 amPWM - EYW
2 stops6h 58mAmerican Airlines
Wed 9/45:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$302
Sat 8/316:07 amPWM - EYW
2 stops6h 58mAmerican Airlines
Wed 9/43:13 pmEYW - PWM
2 stops7h 01mAmerican Airlines
Deal found 2/28$305
Sat 8/2411:25 amPWM - EYW
2 stops8h 11mDelta
Tue 8/276:05 pmEYW - PWM
1 stop5h 34mDelta
Deal found 2/28$329
Sat 8/316:40 amPWM - EYW
1 stop8h 28mAmerican Airlines
Wed 9/45:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$333
Sat 8/2411:25 amPWM - EYW
2 stops8h 11mDelta
Tue 8/272:35 pmEYW - PWM
2 stops9h 15mDelta
Deal found 2/28$334
Fri 8/236:14 amPWM - EYW
2 stops6h 51mAmerican Airlines
Mon 8/265:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 2/28$340
Mon 10/146:05 amPWM - EYW
1 stop7h 02mDelta
Fri 10/182:35 pmEYW - PWM
2 stops8h 32mDelta
Deal found 2/29$356
Thu 3/147:36 amPWM - EYW
1 stop8h 26mAmerican Airlines
Thu 3/214:42 pmEYW - PWM
1 stop6h 27mAmerican Airlines
Deal found 2/28$387

One-way flights to Key West from Portland

Search for one-way flight options from Portland to Key West. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated February 29, 2024.
Take a look at some of the one-way flights we've detected from Portland to Key West. Users in need of a round-trip flight from Portland to Key West instead should update the search form at the top of page.
Tue 4/235:25 amPWM - EYW
2 stops11h 50mDelta
Deal found 2/27$131
Sat 4/206:15 pmPWM - EYW
1 stop24h 20mMultiple Airlines
Deal found 2/27$161
Mon 4/226:07 amPWM - EYW
1 stop6h 53mDelta
Deal found 2/27$163
Tue 4/236:05 amPWM - EYW
1 stop6h 47mUnited Airlines
Deal found 2/27$166
Mon 4/226:35 amPWM - EYW
2 stops10h 40mDelta
Deal found 2/27$193
Sun 4/215:50 amPWM - EYW
2 stops9h 11mAmerican Airlines
Deal found 2/27$215
Sat 4/2010:35 amPWM - EYW
3 stops27h 59mMultiple Airlines
Deal found 2/27$249
Sat 4/2010:35 amPWM - EYW
2 stops28h 05mMultiple Airlines
Deal found 2/27$250
Wed 4/245:00 amPWM - EYW
2 stops12h 15mDelta
Deal found 2/27$284

Find flights from Portland to Key West within your budget

Customize your flight search to find flights from Portland to Key West 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 3,314,962 searches. Data last updated February 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$272 - $527

Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 8/23

1 stop7h 30m

Key West

Mon 8/26

1 stop5h 08m

$272

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 8/24

2 stops8h 11m

Key West

Tue 8/27

1 stop5h 34m

$329

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 8/24

2 stops8h 11m

Key West

Tue 8/27

2 stops9h 15m

$334

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 8/23

2 stops6h 51m

Key West

Mon 8/26

1 stop5h 08m

$340

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 3/14

1 stop8h 26m

Key West

Thu 3/21

1 stop6h 27m

$387

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 3/25

1 stop7h 04m

Key West

Thu 3/28

1 stop5h 57m

$417

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 4/22

1 stop8h 45m

Key West

Thu 4/25

1 stop20h 24m

$464

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 4/20

1 stop7h 35m

Key West

Thu 4/25

1 stop20h 24m

$506

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 4/23

2 stops9h 44m

Key West

Thu 4/25

1 stop7h 31m

$527

Flights are sorted by cheapest first

Deals found on 2/28

When is the best time to book a flight from Portland, Maine to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Key West. Price data was last updated on January 28, 2024.
To ensure you get the cheapest price possible for a flight from Portland, Maine to Key West, you should look to book at least 80 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Search Deals

When is the cheapest time to fly from Portland, Maine to Key West?

Use this chart to determine the cheapest time to fly round-trip from Portland to Key West. Price data was last updated on February 25, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Portland, Maine to Key West flight should consider departing on Tuesday mornings when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Key West by month

Plan your trip from Portland to Key West by taking into account the cheapest months to travel. The average price of a one-way flight from Portland to Key West is currently $201 while a round-trip flight costs $397. Price data was last updated on February 25, 2024.

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Key West (average of $374). Flying from Portland, Maine to Key West in March is currently the most expensive (average of $508). 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.

January

$374

February

$416

March

$508

April

$508

May

$494

June

$499

July

$486

August

$396

September

$440

October

$468

November

$455

December

$400

Temperature and rainfall in Key West by month

Plan your trip to Key West by taking into account the average temperature and rainfall totals by month.

EYW

Temperature

69.8 - 84.2 °F

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated February 29, 2024.
Read through reviews of airlines operating flights from Portland to Key West, such as American Airlines, United Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,818 reviews

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,818 reviews
8.1
Very good
11,818 reviews

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
11,794 reviews
8.1
Very good
11,818 reviews

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

It was a good experience other than a short delay.

7.3
Good
15,571 reviews
8.1
Very good
11,818 reviews

Entertainment

8.1

Crew

8.6

Food

7.5

Overall

8.1

Comfort

7.9

Boarding

8.2

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

Find useful and relevant information for your journey from Portland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

Can I find flights from Portland, Maine to Key West for under $300 on Cheapflights?

Yes, there are multiple flights from Portland, Maine to Key West for under $300. The cheapest flight booked recently is on American Airlines for just $272, but on average you can expect to pay $439.

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

American Airlines, at $272, was found to be the cheapest airline from Portland, Maine to Key West.Alternate airlines to your destination round-trip include Delta and United Airlines. American Airlines is currently priced 46% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Portland, Maine to Key West one-way?

$131 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $166 and $215, respectively.

What are the most popular airlines that fly from Portland, Maine to Key West?

What does PWM to EYW mean?

These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Portland Airport to Key West Airport flight would often be abbreviated as a PWM to EYW flight.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 3 airlines flying from Portland to Key West

Discover the top 3 airlines that operate flights from Portland to Key West. 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 3,314,962 searches. Data last updated February 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$250Average$492FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$262Average$526FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$387Average$493FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Search flights from Portland to Key West by cabin class

Find flights from Portland to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to Key West?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Portland to Key West. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Portland to Key West?

Millions of users choose and trust Cheapflights to book the best flight deals from Portland to Key West for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Portland to Key West with no change fees?

Certainly. Search results for flights to Key West from Portland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Portland to Key West become cheaper?

Not ready to book yet? You can track prices for flights from Portland to Key West on Cheapflights with our Price Alert feature and get notified when better prices are available.

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