$101 Find Cheap Flights from Key West to 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 Maine departing on 12/31. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maine

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Key West to Maine, 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 Maine, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Key West to Maine

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland1 stop$269
Boston
Boston1 stop$217
Portland
Portland1 stop$269
Boston
Boston1 stop$217

Book Cheap Key West to Maine Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Maine 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to Maine

Fri, Nov 14 - Tue, Nov 18
Multiple Airlines Logo
8:55 am - 8:28 amEYW-BOS
23h 33m1 stop
Multiple Airlines Logo
6:16 am - 10:07 amBOS-EYW
27h 51m2 stops
$217Multiple Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Multiple Airlines Logo
9:01 am - 9:43 amEYW-BOS
24h 42m1 stop
Multiple Airlines Logo
6:16 am - 11:05 amBOS-EYW
28h 49m2 stops
$220Multiple Airlines
Find Deal
Tue, Feb 3 - Sat, Feb 7
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
$229Spirit Airlines
Find Deal
Fri, Nov 14 - Tue, Nov 18
United Airlines Logo
3:00 pm - 9:34 pmEYW-BOS
6h 34m1 stop
United Airlines Logo
6:00 am - 2:04 pmBOS-EYW
8h 04m1 stop
$252United Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
2:58 pm - 9:25 pmEYW-BOS
6h 27m1 stop
Delta Logo
5:40 am - 11:31 amBOS-EYW
5h 51m1 stop
$267Delta
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Thu, Jan 8 - Mon, Jan 12
Delta Logo
2:45 pm - 10:29 pmEYW-PWM
7h 44m1 stop
Delta Logo
5:30 am - 11:31 amPWM-EYW
6h 01m1 stop
$269Delta
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Thu, Jan 8 - Mon, Jan 12
American Airlines Logo
12:00 pm - 11:43 pmEYW-PWM
11h 43m2 stops
American Airlines Logo
5:20 am - 2:54 pmPWM-EYW
9h 34m2 stops
$279American Airlines
Find Deal
Tue, Feb 3 - Sat, Feb 7
Spirit Airlines Logo
2:25 pm - 10:08 pmEYW-BOS
31h 43m3 stops
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
$289Spirit Airlines
Find Deal
Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
2:39 pm - 10:29 pmEYW-BOS
7h 50m1 stop
American Airlines Logo
8:00 am - 3:28 pmBOS-EYW
7h 28m1 stop
$303American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
United Airlines Logo
3:00 pm - 11:42 pmEYW-BOS
8h 42m2 stops
United Airlines Logo
6:00 am - 3:19 pmBOS-EYW
9h 19m1 stop
$352United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Key West to Maine flights

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

How much is a round-trip flight from Key West to Maine?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Key West to Maine departing in January.

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

The average price of all round-trip flights from Key West to Maine clicked on KAYAK for each day over the last 12 months.

When flying from Key West to Maine, you should consider leaving on a Wednesday and avoid Fridays if you are looking for the best rates. For your return to Key West, you’ll find the best rates on Tuesdays and the most expensive ones on Thursdays.

Good to know

Low seasonFebruary
Cheapest flight$101
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 21% increase in price.
Flight from Key West to Boston

FAQs - booking Maine flights

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

    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 Maine.

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

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

    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 from Key West to Maine with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Maine?

    The cheapest time of day to fly to Maine is generally in the evening, when round-trip flights cost $392 on average. Morning departures are around 21% more expensive than evening flights, on average. The most expensive time of day to fly to Maine is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $482.

Top tips for finding cheap flights to Maine

  • Looking for a cheap flight? 25% of our users found tickets from Key West to the following destinations at these prices or less: Boston $163 one-way - $332 round-trip

Reviews of the top airlines flying from Key West to Maine

 
See real verified KAYAK customer reviews for airlines flying from Key West to Maine. 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 Maine? 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.
7.9
DeltaOverall score based on 7992 reviews
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
7.9Comfort
Airline reviews

Non stop on long haul is the way to go. Great experience

10.0 ExcellentEric, Oct 2025MCO - ATL
Read more Delta reviews

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

Everything you need to know for your flight from Key West to Maine

Information on your arrival and departure airports

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