$114 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 10/11. 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

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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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
Bostonnonstop$207
Portland
Portland1 stop$269
Boston
Bostonnonstop$207

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, Oct 10 - Mon, Oct 13
JetBlue Logo
1:04 pm - 4:56 pmEYW-BOS
3h 52mnonstop
JetBlue Logo
8:10 am - 12:09 pmBOS-EYW
3h 59mnonstop
$207JetBlue
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Wed, Oct 15 - Tue, Oct 28
Delta Logo
6:17 pm - 1:13 amEYW-BOS
6h 56m1 stop
Delta Logo
9:05 am - 5:21 pmBOS-EYW
8h 16m1 stop
$227Delta
Find Deal
Wed, Oct 15 - Tue, Oct 28
American Airlines Logo
11:22 am - 7:35 pmEYW-BOS
8h 13m2 stops
American Airlines Logo
5:30 am - 12:55 pmBOS-EYW
7h 25m1 stop
$232American Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
American Airlines Logo
11:22 am - 7:35 pmEYW-BOS
8h 13m2 stops
American Airlines Logo
11:00 am - 7:22 pmBOS-EYW
8h 22m2 stops
$237American Airlines
Find Deal
Fri, Oct 10 - Mon, Oct 13
American Airlines Logo
7:52 pm - 12:34 amEYW-BOS
4h 42m1 stop
American Airlines Logo
7:10 am - 12:58 pmBOS-EYW
5h 48m1 stop
$264American Airlines
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Thu, Nov 6 - Mon, Nov 10
Delta Logo
1:57 pm - 10:19 pmEYW-PWM
8h 22m1 stop
Delta Logo
6:00 am - 2:03 pmPWM-EYW
8h 03m1 stop
$269Delta
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Thu, Oct 9 - Mon, Nov 10
United Airlines Logo
3:12 pm - 11:13 pmEYW-PWM
8h 01m1 stop
United Airlines Logo
6:00 am - 2:04 pmPWM-EYW
8h 04m1 stop
$309United Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
United Airlines Logo
3:50 pm - 11:22 pmEYW-BOS
7h 32m1 stop
United Airlines Logo
7:10 am - 2:01 pmBOS-EYW
6h 51m1 stop
$316United Airlines
Find Deal
Thu, Oct 9 - Thu, Nov 6
Breeze Airways Logo
8:55 am - 9:06 amEYW-PWM
24h 11m1 stop
Breeze Airways Logo
3:15 pm - 9:17 amPWM-EYW
18h 02m2 stops
$415Breeze Airways
Find Deal
Sun, Sep 28 - Thu, Oct 2
Breeze Airways Logo
8:55 am - 9:06 amEYW-PWM
24h 11m1 stop
Breeze Airways Logo
3:15 pm - 9:17 amPWM-EYW
18h 02m2 stops
$673Breeze Airways
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?

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$114
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 35% 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.

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 7954 reviews
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
8.2Boarding
Airline reviews

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.

8.0 ExcellentOlaf, Sep 2025FLL - ATL
Read more Delta reviews

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.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

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

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

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

Information on your arrival and departure airports

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