$134 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 9/3. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Maine Flight Deals from Key West

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Portland
Portland1 stop$269
Boston
Boston1 stop$221
Portland
Portland1 stop$269
Boston
Boston1 stop$221

Cheap Flights from Key West to Maine

 
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.

Recent round-trip flight deals from Key West to Maine

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Key West to Maine.
Discover the best prices for you by selecting your travel dates on KAYAK.
Logo
2:45 pm - 12:43 amEYW-BOS
9h 58m1 stop
Logo
6:00 am - 2:00 pmBOS-EYW
8h 00m1 stop
$221
Find Deal
Thu, Jul 3 - Mon, Jul 7
Allegiant Air Logo
4:06 pm - 8:10 amEYW-BOS
16h 04m1 stop
Allegiant Air Logo
11:00 am - 3:16 pmBOS-EYW
28h 16m1 stop
$237Allegiant Air
Find Deal
Thu, May 22 - Wed, May 28
American Airlines Logo
3:01 pm - 10:32 pmEYW-BOS
7h 31m1 stop
American Airlines Logo
5:43 am - 10:57 amBOS-EYW
5h 14m1 stop
$247American Airlines
Find Deal
Tue, Sep 23 - Tue, Oct 7
American Airlines Logo
4:01 pm - 10:28 pmEYW-BOS
6h 27m2 stops
American Airlines Logo
5:55 am - 11:30 amBOS-EYW
5h 35m1 stop
$252American Airlines
Find Deal
Tue, Sep 23 - Tue, Oct 7
Logo
4:06 pm - 8:10 amEYW-BOS
16h 04m1 stop
Logo
5:42 pm - 4:57 pmBOS-EYW
23h 15m2 stops
$258
Find Deal
Thu, May 22 - Wed, May 28
Delta Logo
6:25 pm - 11:59 pmEYW-PWM
5h 34m1 stop
Delta Logo
5:30 am - 10:51 amPWM-EYW
5h 21m1 stop
$349Delta
Find Deal
Thu, May 15 - Mon, May 19
Delta Logo
6:25 pm - 11:59 pmEYW-PWM
5h 34m1 stop
Delta Logo
11:33 am - 8:07 pmPWM-EYW
8h 34m2 stops
$354Delta
Find Deal
Thu, May 15 - Mon, May 19
United Airlines Logo
8:45 am - 11:59 pmEYW-BOS
15h 14m2 stops
United Airlines Logo
6:00 am - 6:05 pmBOS-EYW
12h 05m2 stops
$402United Airlines
Find Deal
Thu, May 15 - Mon, May 19
United Airlines Logo
6:45 pm - 11:59 pmEYW-BOS
29h 14m2 stops
United Airlines Logo
6:05 am - 6:05 pmBOS-EYW
12h 00m2 stops
$408United Airlines
Find Deal
Mon, Jul 14 - Fri, Jul 18
JetBlue Logo
2:45 pm - 11:06 pmEYW-BOS
8h 21m1 stop
JetBlue Logo
6:10 am - 2:00 pmBOS-EYW
7h 50m1 stop
$499JetBlue
Find Deal
Sun, May 25 - Thu, May 29
Useful Info

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.

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.

Find deals

Good to know

Cheapest flight$134
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 $384 one-way - $277 round-trip

Top airline 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
6.9Entertainment
8.0Crew
7.2Comfort
6.5Food
Airline reviews

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.

2.0 MediocreAnonymous, Apr 2025RSW - DFW
Read more American Airlines reviews

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.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

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

Information on your arrival and departure airports

Key West (EYW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.