EYW - BOS

$95 Find Cheap Flights from Key West to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'] departing on 3/5. 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 Boston

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'], 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 $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'], as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$195
Overall average: $346
Spirit Airlines
Fri 3/6Mon 3/9
EYW - BOS • 1 stop
Cheapest non-stop
$462
JetBlue
Thu 3/5Tue 3/10
EYW - BOS • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue’s Blue Basic offers carry-on and live TV.
Arrive two hours early at EYW for security lines.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Spirit Airlines
Cheapest • from $195 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
November
Cheapest • 22% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip $[0, preposition:'to ']$[0,article:'to ']$[0, place:'to']!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from ']$[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] (EYW-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1, preposition:'to ']$[1,article:'to ']$[1, place:'to'] 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 $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to '] $[1,article:'to ']$[1,place:'to']

Fri, Mar 6 - Mon, Mar 9
Spirit Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
Spirit Airlines Logo
5:27 am - 1:30 pm
BOS
-
EYW
8h 03m
1 stop
$195Spirit Airlines
Thu, Mar 5 - Thu, Mar 12
Spirit Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
Spirit Airlines Logo
5:45 am - 11:30 am
BOS
-
EYW
5h 45m
1 stop
$202Spirit Airlines
Thu, Mar 5 - Tue, Mar 10
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
4:22 pm - 11:11 am
BOS
-
EYW
18h 49m
1 stop
$203Multiple Airlines
Thu, Mar 5 - Wed, Mar 11
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
4:22 pm - 9:06 am
BOS
-
EYW
16h 44m
1 stop
$210Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
5:27 am - 1:30 pm
BOS
-
EYW
8h 03m
1 stop
$213Multiple Airlines
Thu, Mar 5 - Sun, Mar 8
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
4:22 pm - 12:26 pm
BOS
-
EYW
20h 04m
1 stop
$221Multiple Airlines
Thu, Mar 26 - Tue, Mar 31
Spirit Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
Spirit Airlines Logo
5:45 am - 11:30 am
BOS
-
EYW
5h 45m
1 stop
$222Spirit Airlines
Fri, Mar 6 - Wed, Mar 11
Multiple Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
Multiple Airlines Logo
4:22 pm - 9:06 am
BOS
-
EYW
16h 44m
1 stop
$228Multiple Airlines
Thu, Mar 5 - Tue, Mar 10
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
6:10 pm - 11:11 am
BOS
-
EYW
17h 01m
2 stops
$231Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
9:46 am - 10:01 pm
EYW
-
BOS
12h 15m
1 stop
Multiple Airlines Logo
12:56 pm - 12:21 pm
BOS
-
EYW
23h 25m
2 stops
$234Multiple Airlines
Booking Insights

KAYAK's insights & trends for $[0,place:'default'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'] flights

Get data-powered insights and trends into flights $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'] 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 Boston?

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

If your flying dates are flexible, you should consider flying to Boston on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Key West to Boston. For your return ticket, we recommend flying on a Sunday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Key West to Boston?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Key West to Boston, 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 Key West to Boston is November, where tickets cost $301 (return) on average. On the other hand, the most expensive months are September and April, where the average cost of round-trip tickets is $609 and $545 respectively.

Can I save money by flying with a layover from Key West to Boston?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $347, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from ']$[1, preposition:'to ']$[1, article:'to ']$[1, place:'to']

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Paul Rubio

Paul Rubio

Expert on EYW

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonSeptember
Cheapest flight$95
Best time to beat the crowds but there is an average 57% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Key West to Boston

When to book flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from ']$[1, preposition:'to ']$[1, article:'to ']$[1, place:'to']

Are your dates flexible? Find out the best times to travel $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to'] 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

  • What is the cheapest flight from Key West to Boston?

    In the last 3 days, the lowest price for a flight from Key West to Boston was $95 for a one-way ticket and $195 for a round-trip.

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

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

  • Which airports will I be using when flying from Key West to Boston?

    On your way to Boston, you’ll fly out from Key West. You’ll be landing at Boston Logan Intl.

  • Which airlines offer Wi-Fi service onboard planes from Key West to ?

    JetBlue, and American Airlines offer inflight Wi-Fi service on the Key West to flight route.

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

    The Airbus A220-300 is the aircraft model that flies most regularly on the Key West to flight route.

  • Which airline alliances offer flights from Key West to ?

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

  • On which days can I fly direct from Key West to ?

    There are nonstop flights from Key West to on a daily basis.

  • Which is the best airline for flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'], American Airlines or JetBlue?

    The two airlines most popular with KAYAK users for flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] are American Airlines and JetBlue. With an average price for the route of $347 and an overall rating of 7.2, American Airlines is the most popular choice. JetBlue is also a great choice for the route, with an average price of $451 and an overall rating of 7.2.

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

    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 .

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

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

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

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

KAYAK’s top tips for finding a cheap flight from Key West to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $154 or less one-way and $343 or less round-trip.

Prefer to fly direct from Key West to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Key West to Boston Logan Intl.
Find which airlines fly direct from Key West Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Key West to Boston Logan Intl

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

American Airlines, JetBlue

American Airlines, JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Key West

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

American Airlines, JetBlue

American Airlines, JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top airlines flying $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from ']$[1, preposition:'to ']$[1, article:'to ']$[1, place:'to']

 
See real verified KAYAK customer reviews for airlines flying $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to']. 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 $[0,preposition:'from ']$[0,article:'from ']$[0,place:'from'] $[1,preposition:'to ']$[1,article:'to ']$[1,place:'to']? 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 11248 reviews
7.2Comfort
6.4Food
7.5Boarding
8.0Crew
6.9Entertainment
Airline reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

2.0 MediocreSalim, Feb 2026
JAX - PHL
Read more American Airlines reviews

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

we were delayed because of some safety check that wasn't done or available

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Everything you need to know for your flight $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1,article:'to ']$[1, place:'to']

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