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EYW - PWM

$328 Find cheap flights from Key West to Portland, Maine

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Portland departing on 6/6. 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
Sat 5/25
Sat 6/1

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Portland, 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 Key West to Portland, 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 Key West to Portland (EYW-PWM)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Portland 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
4:24 pm - 11:46 pmEYW-PWM
7h 22m1 stop
6:40 am - 3:08 pmPWM-EYW
8h 28m1 stop
$1,033American Airlines
Find Deal
Thu, Aug 1 - Tue, Sep 3
4:24 pm - 11:46 pmEYW-PWM
7h 22m1 stop
6:07 am - 3:08 pmPWM-EYW
9h 01m2 stops
$1,085American Airlines
Find Deal
Thu, Aug 1 - Tue, Sep 3
2:40 pm - 11:53 pmEYW-PWM
9h 13m2 stops
6:07 am - 3:08 pmPWM-EYW
9h 01m2 stops
$1,216American Airlines
Find Deal
Thu, Aug 1 - Tue, Sep 3

Flights from Key West to Portland - Travel Insights & Trends

Get data-powered insights and trends into flights from Key West to Portland 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 Key West to Portland?

The average price of all flights from Key West to Portland, Maine clicked on KAYAK for each day over the last 12 months.
For Key West to Portland, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Portland back to Key West, the best deals are generally found on Tuesday, with Monday being the most expensive.

Good to know

Low season

September

High season

July

Cheapest flight

$328
Best time to beat the crowds with an average 66% drop in price.
Most popular time to fly and prices are also 50% lower on average.
Flight from Key West to Portland

When to book flights from Key West to Portland

Are your dates flexible? Find out the best times to travel from Key West to Portland 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 Key West to Portland

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

    In the last 3 days, the lowest price for a flight from Key West to Portland, Maine was $328 for a one-way ticket and $1,033 for a round-trip.

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

    No, a passport isn't needed to fly from Key West to Portland. However, local authorities might ask for an official ID.

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

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

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

    oneworld is the only airline alliance operating flights between Key West and Portland.

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

    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 Key West to Portland.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Key West 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 Key West to Portland?

    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 Portland with an airline and back to Key West with another airline. Booking your flights between Key West and PWM 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 Key West to Portland?

    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 Portland from Key West up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Key West to Portland

 
See real verified KAYAK customer reviews for airlines flying from Key West to Portland. 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 Key West to Portland? 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 10975 reviews
7.4food
8.6crew
8.2boarding
8.0entertainment
7.9comfort
Airline reviews

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

10.0 ExcellentAnonymous, Apr 2024PNS - ATL
Read more about Delta reviews

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Aircraft very cramped. Check-in was great with an agent helping us. Food was almost non-existent. Pre-flight went well once I got the app reloaded on my phone since we don’t fly much anymore.

I like that it got us where we were going. Everything else needed work. It was 1/2 hour late and we took off an hour late. The plane had to be cleaned and the disabled loaded on board before we could take off which took forever and then we sat at the terminal FOREVER before we took off. The ride was so bumpy that they couldn’t serve drinks and snack but to about 1/2 the plane. Seriously we should have flown out of Fort Lauderdale. We probably would’ve gotten home several hours earlier.

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Flight was great. DELTA did a fantastic job! FLL airport was chaotic!

You lost my luggage!!! How frustrating!!! Now they can’t find one of our bags!!!! I really don’t have time for this!!!

Fast boarding and exit. Different snacks other than almonds and sun chips.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

I was able to get on standby with relative ease

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

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.

Food choice is limited, entertainment better than average, seat leg room terrible

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

Book cheap flights from Key West to Portland

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Key West to Portland found on KAYAK in the last 72 hours.
6/6Thu
1 stopAmerican Airlines
7h 51mEYW-PWM
$328
6/6Thu
2 stopsAmerican Airlines
9h 28mEYW-PWM
$334

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Key West - Portland Flights

Departure:

Key West (EYW)United States

Destination:

Portland (PWM)United States

Return flight deals:

Portland - Key West

Cabin classes: