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Cheap flights from Portland to Key West (PWM - EYW) from $118

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 5/26. 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
May 1 — May 81
From?
To?
Wed 5/1
Wed 5/8
1 adult, Economy
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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 Tuesday

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 April 26, 2024.

Popular in

March

Cheapest in

September

Round-trip from

$374

One-way from

$118
High demand for flights, 13% potential price rise
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Best time to find cheap flights, 20% potential price drop
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From Portland to Key West
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One-way flight from Portland to Key West
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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 65% 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 48% 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 3,068,117 searches. Data last updated April 26, 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.
Tue 7/166:00 amPWM - EYW
2 stops13h 00mAmerican Airlines
Sat 8/175:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 4/25$227
Tue 7/167:35 amPWM - EYW
1 stop5h 53mAmerican Airlines
Sat 8/175:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 4/25$297
Tue 7/166:00 amPWM - EYW
2 stops13h 00mAmerican Airlines
Sat 8/1711:43 amEYW - PWM
2 stops11h 55mAmerican Airlines
Deal found 4/25$360
Fri 5/316:03 amPWM - EYW
2 stops11h 22mAmerican Airlines
Tue 6/43:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 4/25$410
Fri 5/316:03 amPWM - EYW
2 stops11h 22mAmerican Airlines
Tue 6/45:09 pmEYW - PWM
1 stop5h 35mAmerican Airlines
Deal found 4/25$432
Fri 5/317:45 amPWM - EYW
1 stop8h 23mAmerican Airlines
Tue 6/45:09 pmEYW - PWM
1 stop5h 35mAmerican Airlines
Deal found 4/25$455
Sat 5/45:43 amPWM - EYW
2 stops8h 12mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$477
Sat 5/47:45 amPWM - EYW
1 stop8h 20mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$545
Mon 5/137:45 amPWM - EYW
1 stop8h 23mAmerican Airlines
Thu 5/163:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 4/26$550

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 3,068,117 searches. Data last updated April 26, 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.
Mon 5/136:05 amPWM - EYW
1 stop6h 42mUnited Airlines
Thu 5/161:51 pmEYW - PWM
1 stop7h 59mUnited Airlines
Deal found 4/26$486
Wed 5/226:05 amPWM - EYW
2 stops32h 20mUnited Airlines
Mon 5/2711:45 amEYW - PWM
2 stops46h 47mUnited Airlines
Deal found 4/26$756
Fri 5/31:37 pmPWM - EYW
2 stops25h 13mUnited Airlines
Tue 5/711:30 amEYW - PWM
2 stops10h 20mUnited Airlines
Deal found 4/26$758

Cheap Portland to Key West flights in April & May 2024

Find cheap flight options from Portland to Key West specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 26, 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 5/316:03 amPWM - EYW
2 stops11h 22mAmerican Airlines
Tue 6/43:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 4/25$410
Fri 5/316:03 amPWM - EYW
2 stops11h 22mAmerican Airlines
Tue 6/45:09 pmEYW - PWM
1 stop5h 35mAmerican Airlines
Deal found 4/25$432
Fri 5/317:45 amPWM - EYW
1 stop8h 23mAmerican Airlines
Tue 6/45:09 pmEYW - PWM
1 stop5h 35mAmerican Airlines
Deal found 4/25$455
Sat 5/45:43 amPWM - EYW
2 stops8h 12mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$477
Mon 5/136:05 amPWM - EYW
1 stop6h 42mUnited Airlines
Thu 5/161:51 pmEYW - PWM
1 stop7h 59mUnited Airlines
Deal found 4/26$486
Sat 5/47:45 amPWM - EYW
1 stop8h 20mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$545
Mon 5/137:45 amPWM - EYW
1 stop8h 23mAmerican Airlines
Thu 5/163:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 4/26$550
Sat 5/45:50 amPWM - EYW
2 stops10h 15mAmerican Airlines
Wed 5/82:11 pmEYW - PWM
2 stops9h 36mAmerican Airlines
Deal found 4/26$560
Mon 5/137:45 amPWM - EYW
2 stops11h 16mAmerican Airlines
Thu 5/163:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 4/26$606

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 3,068,117 searches. Data last updated April 26, 2024.
Scroll through some of the best deals on flights from Portland to Key West in 2024. Check back regularly for other flight deals.
Tue 7/166:00 amPWM - EYW
2 stops13h 00mAmerican Airlines
Sat 8/175:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 4/25$227
Sat 11/1612:33 pmPWM - EYW
2 stops7h 35mAmerican Airlines
Wed 11/204:31 pmEYW - PWM
1 stop7h 15mAmerican Airlines
Deal found 4/26$251
Sat 8/316:14 amPWM - EYW
1 stop5h 30mAmerican Airlines
Wed 9/45:23 pmEYW - PWM
1 stop7h 19mAmerican Airlines
Deal found 4/26$260
Sat 8/316:14 amPWM - EYW
2 stops10h 13mAmerican Airlines
Wed 9/45:23 pmEYW - PWM
1 stop7h 19mAmerican Airlines
Deal found 4/26$265
Sat 8/3111:20 amPWM - EYW
2 stops7h 40mAmerican Airlines
Wed 9/46:01 pmEYW - PWM
2 stops6h 41mAmerican Airlines
Deal found 4/26$270
Sat 11/1612:33 pmPWM - EYW
2 stops7h 35mAmerican Airlines
Wed 11/201:59 pmEYW - PWM
2 stops9h 47mAmerican Airlines
Deal found 4/26$296
Tue 7/167:35 amPWM - EYW
1 stop5h 53mAmerican Airlines
Sat 8/175:06 pmEYW - PWM
1 stop5h 08mAmerican Airlines
Deal found 4/25$297
Sat 8/316:07 amPWM - EYW
2 stops6h 58mAmerican Airlines
Wed 9/45:23 pmEYW - PWM
1 stop7h 19mAmerican Airlines
Deal found 4/25$302
Mon 8/196:05 amPWM - EYW
1 stop7h 00mDelta
Fri 8/236:05 pmEYW - PWM
1 stop5h 34mDelta
Deal found 4/25$307

Portland to Key West flights leaving soon

Find last-minute flight options from Portland to Key West for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 26, 2024.
Consider one of these great deals we found on last-minute flights from Portland to Key West. To prevent any unwanted surprises, users should verify their flight info before booking.
Sat 5/45:43 amPWM - EYW
2 stops8h 12mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$477
Sat 5/47:45 amPWM - EYW
1 stop8h 20mAmerican Airlines
Wed 5/82:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$545
Sat 5/45:50 amPWM - EYW
2 stops10h 15mAmerican Airlines
Wed 5/82:11 pmEYW - PWM
2 stops9h 36mAmerican Airlines
Deal found 4/26$560
Fri 5/312:38 pmPWM - EYW
1 stop6h 43mAmerican Airlines
Tue 5/72:29 pmEYW - PWM
1 stop8h 12mAmerican Airlines
Deal found 4/26$666
Fri 5/312:38 pmPWM - EYW
1 stop6h 43mAmerican Airlines
Tue 5/711:42 amEYW - PWM
2 stops10h 59mAmerican Airlines
Deal found 4/26$730
Fri 5/31:37 pmPWM - EYW
2 stops25h 13mUnited Airlines
Tue 5/711:30 amEYW - PWM
2 stops10h 20mUnited Airlines
Deal found 4/26$758

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 3,068,117 searches. Data last updated April 26, 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.
Sun 5/267:00 amPWM - EYW
2 stops12h 40mDelta
Deal found 4/26$118
Sun 5/267:55 amPWM - EYW
1 stop5h 54mAmerican Airlines
Deal found 4/26$163
Sat 5/47:45 amPWM - EYW
1 stop6h 10mAmerican Airlines
Deal found 4/26$209
Sat 5/45:43 amPWM - EYW
2 stops8h 12mAmerican Airlines
Deal found 4/26$215

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 3,068,117 searches. Data last updated April 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$227 - $756

Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 7/16

2 stops13h 00m

Key West

Sat 8/17

1 stop5h 08m

$227

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 7/16

1 stop5h 53m

Key West

Sat 8/17

1 stop5h 08m

$297

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 7/16

2 stops13h 00m

Key West

Sat 8/17

2 stops11h 55m

$360

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 5/31

2 stops11h 22m

Key West

Tue 6/4

2 stops7h 59m

$410

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 5/31

2 stops11h 22m

Key West

Tue 6/4

1 stop5h 35m

$432

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 5/31

1 stop8h 23m

Key West

Tue 6/4

1 stop5h 35m

$455

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 5/4

2 stops8h 12m

Key West

Wed 5/8

1 stop8h 12m

$477

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 5/13

1 stop6h 42m

Key West

Thu 5/16

1 stop7h 59m

$486

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 5/22

2 stops32h 20m

Key West

Mon 5/27

2 stops46h 47m

$756

Flights are sorted by cheapest first

Deals found on 4/25

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 April 21, 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 $176 while a round-trip flight costs $433. Price data was last updated on April 21, 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 $504). 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

$415

March

$504

April

$482

May

$475

June

$487

July

$462

August

$384

September

$408

October

$468

November

$448

December

$398

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 April 26, 2024.
Read through reviews of airlines operating flights from Portland to Key West, such as American Airlines and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,966 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,228 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

American Airlines
7.3
Good
14,889 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.1

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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 $227, but on average you can expect to pay $585.

  • Are there last-minute flights available from Portland, Maine to Key West for under $500?

    There are currently 6+ open flights from Portland, Maine to Key West within the next 7 days for less than $500.

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

    American Airlines, at $227, was found to be the cheapest airline from Portland, Maine to Key West. An alternate airline flying to your destination would be United Airlines. American Airlines is currently priced 54% below the average price you’ll pay for this route.

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

    Before booking your flight from Portland, Maine to Key West check out the most popular airlines for this route: American Airlines, Delta or United Airlines.

  • 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.

  • Can I find deals for flights from Portland to Key West that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Key West flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Key West with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Key West flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Portland to Key West that allow pets onboard?

    Many airlines flying from Portland to Key West offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Key West?

    Yes, you can often find last-minute deals on Portland to Key West flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland, Maine to Key West flight deals updated?

    The Portland, Maine to Key West flight deals you see on this page were last updated on 4/26.

See more FAQs

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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 3,068,117 searches. Data last updated April 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$257Average$506FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$264Average$518FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$351Average$567FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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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.
First Class
Business Class
Prem Econ Class
Economy Class

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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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