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PWM - EYW

$193 Find cheap flights from Portland, Maine to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Key West departing on 7/16. 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.
1 adult
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Key West

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Key West, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Key West, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

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Cheap flight deals from Portland to Key West (PWM-EYW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Key West that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:45 am - 4:08 pmPWM-EYW
8h 23m1 stop
4:59 pm - 12:52 amEYW-PWM
7h 53m1 stop
$259American Airlines
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Wed, May 29 - Wed, Jun 5
7:45 am - 4:08 pmPWM-EYW
8h 23m1 stop
5:47 pm - 12:52 amEYW-PWM
7h 05m2 stops
$264American Airlines
Find Deal
Wed, May 29 - Wed, Jun 5
11:20 am - 7:00 pmPWM-EYW
7h 40m2 stops
5:23 pm - 12:42 amEYW-PWM
7h 19m1 stop
$265American Airlines
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Sat, Aug 31 - Wed, Sep 4
7:35 am - 1:28 pmPWM-EYW
5h 53m1 stop
5:06 pm - 10:14 pmEYW-PWM
5h 08m1 stop
$297American Airlines
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Tue, Jul 16 - Sat, Aug 17
7:45 am - 3:18 pmPWM-EYW
7h 33m2 stops
5:47 pm - 12:52 amEYW-PWM
7h 05m2 stops
$333American Airlines
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Wed, May 29 - Wed, Jun 5
11:20 am - 7:00 pmPWM-EYW
7h 40m2 stops
5:23 pm - 11:38 pmEYW-PWM
6h 15m2 stops
$334American Airlines
Find Deal
Sat, Aug 31 - Wed, Sep 4
6:03 am - 1:49 pmPWM-EYW
7h 46m1 stop
5:09 pm - 10:44 pmEYW-PWM
5h 35m1 stop
$390American Airlines
Find Deal
Wed, May 15 - Wed, May 22
6:03 am - 4:08 pmPWM-EYW
10h 05m2 stops
5:09 pm - 10:44 pmEYW-PWM
5h 35m1 stop
$432American Airlines
Find Deal
Wed, May 15 - Wed, May 22
6:05 am - 12:52 pmPWM-EYW
6h 47m1 stop
1:51 pm - 9:52 pmEYW-PWM
8h 01m1 stop
$642United Airlines
Find Deal
Sat, May 4 - Sat, May 11
12:08 pm - 4:20 pmPWM-EYW
28h 12m2 stops
11:45 am - 5:13 pmEYW-PWM
29h 28m3 stops
Wed, May 8 - Sun, May 12

Flights from Portland to Key West - Travel Insights & Trends

Get data-powered insights and trends into flights from Portland to Key West to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Portland to Key West?

The average price of all flights from Portland, Maine to Key West clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Portland to Key West, look for departures on Tuesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Key West, Monday is the cheapest day to fly and Friday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Portland, Maine to Key West, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Portland, Maine to Key West is September, where tickets cost $403 on average. On the other hand, the most expensive months are March and December, where the average cost of tickets is $580 and $572 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Portland, Maine to Key West, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Portland, Maine to Key West, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 80 days before departure.

Which airlines provide the cheapest flights from Portland to Key West?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Key West from Portland were found on Delta ($193) and American Airlines ($209), and the lowest round-trip tickets were found on American Airlines ($259) and United Airlines ($642).

Good to know

Low season

August

High season

April

Cheapest flight

$193
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Portland to Key West

When to book flights from Portland to Key West

Are your dates flexible? Find out the best times to travel from Portland to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to Key West

  • What is the cheapest flight from Portland, Maine to Key West?

    In the last 3 days, the lowest price for a flight from Portland, Maine to Key West was $193 for a one-way ticket and $259 for a round-trip.

  • Do I need a passport to fly between Portland and Key West?

    A passport is not required to fly from Portland to Key West.

  • Which aircraft models fly most regularly from Portland to Key West?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Portland to Key West?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Portland and Key West, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Portland to Key West, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Portland to Key West are Delta and United Airlines. With an average price for the route of $506 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $567 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Portland to Key West?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Key West.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Key West?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Key West?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Key West with an airline and back to Portland with another airline. Booking your flights between Portland and EYW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Key West?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Key West from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Portland to Key West

 
See real verified KAYAK customer reviews for airlines flying from Portland to Key West. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to Key West? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11004 reviews
8.2boarding
8.6crew
8.0entertainment
7.9comfort
7.5food
Airline reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

4.0 OkayAndrew, Apr 2024RDU - MCO
Read more about Delta reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Boarding super slow with people allowed to linger in aisles

There were choices for the snacks. Good choices and tasty lunch and breakfast as well.

First time travel in economy and the worst experience I ever had ! Shame on paying 600 dollars to be in a tuna can ! Service was terrible no even water no even class no even matters your flight attendants were lazy and sloppy very bad experience! After all these years traveling in first and once I try this cause I need to go to a destination for an emergency wow shame on you !

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

they made me check my carryon. There was space in the overhead bins.

Nice flight, nice crew but no cookie or napkin with my seltzer.

It was a good flight. Of course it was full, but it went well.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

We are gluten free, there were not any available complimentary gluten free options.

Flight delayed 3 times. We were directed to go to a gate across from our gate. The plane wasn't there yet so we had to wait for it to arrive, then deplane everyone and then wait again for the plane to be cleaned. After 45 minuites we were allowed on the plane. The first plane had mechanical issues. The 2nd plane must have had bathroom issues because we did not have any food service whatsoever. No snack or beverage. That made for a long time not to have anything considering that we had just made it to the original gate and we had no time to stop to get food or a drink. Then we didn't want to leave the gate to get food because we wouldn't know how much longer the delay would be. Then the next gate change. Had we been told that the total time would have been aprox 45 min later we would have left to get food and a beverage. We had to wait again for the okay to the pilot to take off so we were on the runway for another 20 min. Overall, we were delayed over 2 hours which felt like 4 hours.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

Horrible. Flight was delayed and very bumpy. I was super unhappy

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

Absolutely filthy flight and not equipped for a trans US

Overall okay. Ipgrades ate worthless anymore. Wish I’d not been so loyal To them for so many years. Platinum many years. Gold for life. Usually 20th-30th on upgrade list.

Book cheap flights from Portland to Key West

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Portland to Key West found on KAYAK in the last 72 hours.
7/16Tue
2 stopsDelta
11h 04mPWM-EYW
$193
7/16Tue
1 stopAmerican Airlines
5h 53mPWM-EYW
$209
7/16Tue
3 stopsUnited Airlines
13h 30mPWM-EYW
$459

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Portland - Key West Flights

Departure:

Portland (PWM)United States

Destination:

Key West (EYW)United States

Return flight deals:

Key West - Portland

Cabin classes: