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Cheap flights from Portland to Key West (PWM - EYW) from $198

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/31. 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
Jun 13 — Jun 201
From?
To?
Thu 6/13
Thu 6/20
1 adult, Economy
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The best prices from Portland to Key West are usually found in January or September, booked 71 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 June 8, 2024.

Popular in

December

Cheapest in

January

Average price

$605

Round-trip from

$373
High demand for flights, 32% potential price rise
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Best time to find cheap flights, 26% potential price drop
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Average for round-trip flights in June 2024
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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 70% 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 36 days in advance, which can save you up to 161% on flights from Portland, Maine to Key West compared to booking the week you need them. Waiting 36 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 $352. For sooner than that we have options available in the next 3 days from $520.

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 December. Prices are generally better when you fly from Portland, Maine to Key West in January, with the cheapest ticket starting at $246.

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

It’s typically best to fly out from Portland, Maine to Key West at noon. Doing so could potentially save you 12% on the flight price compared to flying in the morning, which is usually more expensive.

Cheap Portland to Key West flights in June & July 2024

Find cheap flight options from Portland to Key West specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,022,473 searches. Prices were last updated on June 8, 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 7/166:15 amPWM - EYW
1 stop5h 32mDelta
Sat 8/172:30 pmEYW - PWM
1 stop7h 30mDelta
Deal found 6/8$319
Tue 7/165:03 amPWM - EYW
2 stops8h 32mDelta
Sat 8/172:30 pmEYW - PWM
1 stop7h 30mDelta
Deal found 6/8$324
Tue 7/165:03 amPWM - EYW
2 stops8h 32mDelta
Sat 8/1712:42 pmEYW - PWM
2 stops11h 28mDelta
Deal found 6/8$422
Wed 7/246:00 amPWM - EYW
1 stop8h 30mAmerican Airlines
Sat 7/2711:50 amEYW - PWM
1 stop10h 16mAmerican Airlines
Deal found 6/8$479
Sun 6/96:01 amPWM - EYW
1 stop5h 33mAmerican Airlines
Sun 6/164:59 pmEYW - PWM
1 stop7h 53mAmerican Airlines
Deal found 6/7$500
Sun 6/96:00 amPWM - EYW
2 stops7h 55mAmerican Airlines
Sun 6/164:59 pmEYW - PWM
1 stop7h 53mAmerican Airlines
Deal found 6/7$505
Fri 6/216:00 amPWM - EYW
1 stop8h 25mAmerican Airlines
Sun 6/234:59 pmEYW - PWM
1 stop7h 53mAmerican Airlines
Deal found 6/6$531
Wed 7/245:58 amPWM - EYW
2 stops11h 19mAmerican Airlines
Sat 7/2711:50 amEYW - PWM
1 stop10h 16mAmerican Airlines
Deal found 6/8$554
Sat 7/66:00 amPWM - EYW
1 stop8h 09mUnited Airlines
Sat 7/133:10 pmEYW - PWM
1 stop5h 45mUnited Airlines
Deal found 6/7$557

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 3,022,473 searches. Data last updated June 8, 2024.
Scroll through some of the best deals on flights from Portland to Key West in 2024. Check back regularly for other flight deals.
Sat 8/318:02 amPWM - EYW
1 stop6h 20mAmerican Airlines
Wed 9/45:13 pmEYW - PWM
1 stop5h 40mAmerican Airlines
Deal found 6/8$198
Sat 8/318:02 amPWM - EYW
1 stop6h 20mAmerican Airlines
Wed 9/42:56 pmEYW - PWM
2 stops7h 57mAmerican Airlines
Deal found 6/8$203
Thu 8/156:02 amPWM - EYW
2 stops11h 06mDelta
Mon 8/192:30 pmEYW - PWM
1 stop7h 30mDelta
Deal found 6/8$223
Sat 8/318:02 amPWM - EYW
2 stops10h 56mAmerican Airlines
Wed 9/42:56 pmEYW - PWM
2 stops7h 57mAmerican Airlines
Deal found 6/8$272
Thu 8/151:26 pmPWM - EYW
1 stop6h 12mDelta
Mon 8/192:30 pmEYW - PWM
1 stop7h 30mDelta
Deal found 6/8$282
Sat 12/77:42 amPWM - EYW
2 stops10h 49mAmerican Airlines
Tue 12/103:13 pmEYW - PWM
1 stop7h 03mAmerican Airlines
Deal found 6/7$291
Sat 12/77:42 amPWM - EYW
2 stops10h 49mAmerican Airlines
Tue 12/108:15 amEYW - PWM
2 stops8h 37mAmerican Airlines
Deal found 6/7$296
Sat 12/77:42 amPWM - EYW
1 stop7h 26mAmerican Airlines
Tue 12/103:13 pmEYW - PWM
1 stop7h 03mAmerican Airlines
Deal found 6/7$316
Tue 7/166:15 amPWM - EYW
1 stop5h 32mDelta
Sat 8/172:30 pmEYW - PWM
1 stop7h 30mDelta
Deal found 6/8$319

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 3,022,473 searches. Data last updated June 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$495 - $619

Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

2 stops14h 03m

Key West

Thu 12/12

1 stop8h 07m

$495

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

2 stops14h 03m

Key West

Wed 12/11

2 stops8h 32m

$500

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

1 stop20h 13m

Key West

Thu 12/12

1 stop8h 07m

$515

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

2 stops14h 03m

Key West

Wed 12/11

1 stop8h 07m

$518

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 6/21

1 stop8h 25m

Key West

Sun 6/23

1 stop7h 53m

$531

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

2 stops8h 25m

Key West

Mon 12/9

2 stops17h 11m

$549

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/5

1 stop29h 20m

Key West

Mon 12/9

2 stops17h 11m

$553

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 7/6

1 stop8h 09m

Key West

Sat 7/13

1 stop5h 45m

$557

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 6/21

2 stops10h 29m

Key West

Sun 6/23

1 stop7h 53m

$619

Flights are sorted by cheapest first

Deals found on 6/7

How far ahead should I 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 May 31, 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 71 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.
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What is the cheapest day 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 June 2, 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.
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Best time to book a flight from Portland to Key West

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

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

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June 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 69.8 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 June 8, 2024.
Read through reviews of airlines operating flights from Portland to Key West, such as United Airlines, American Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,333 reviews

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,333 reviews
Delta
8.0
Very good
10,333 reviews

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
10,680 reviews
Delta
8.0
Very good
10,333 reviews

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,186 reviews
Delta
8.0
Very good
10,333 reviews

Entertainment

8.0

Comfort

7.9

Crew

8.6

Boarding

8.2

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 $500 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Key West for under $500. The cheapest flight booked recently is on Delta for just $495, but on average you can expect to pay $600.

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

    Delta, at $495, was found to be the cheapest airline from Portland, Maine to Key West.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Delta is currently priced 6% below the average price you’ll pay for this route.

  • 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 6/8.

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

    Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Key West (average of $373). Flying from Portland, Maine to Key West in March is currently the most expensive (average of $503). 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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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 3,022,473 searches. Data last updated June 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$496FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$260Average$498FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$589FlexibilityNo cancel feeOn-time69%
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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.
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