BOS - EYW

$106 Find Cheap Flights from Boston to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Key West departing on 4/11. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Key West, 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 Boston to Key West, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% 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.

Everything you should know

Cheapest round-trip
$281
Typical prices: $381-$664
Multiple Airlines
Tue 4/28Thu 5/7
BOS - EYW • 1 stop
Cheapest non-stop
$307
JetBlue
Wed 3/25Mon 3/30
BOS - EYW • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue's free Wi-Fi and live TV enhance in-flight comfort.
EYW is a ten-minute drive to Key West's Old Town.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $287 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with JetBlue and American Airlines. Average duration is 3h 48m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $317 (round-trip)
Shortest trip • 5h 43m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 23% price drop
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 to Key West!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Boston to Key West (BOS-EYW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Key West 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 Boston to Key West

Tue, Apr 28 - Thu, May 7
Multiple Airlines Logo
11:16 am - 11:11 am
BOS
-
EYW
23h 55m
1 stop
Multiple Airlines Logo
12:05 pm - 11:22 pm
EYW
-
BOS
11h 17m
2 stops
$281Multiple Airlines
Sun, Apr 5 - Tue, Apr 14
Multiple Airlines Logo
4:23 pm - 12:26 pm
BOS
-
EYW
20h 03m
1 stop
Multiple Airlines Logo
1:01 pm - 11:33 am
EYW
-
BOS
46h 32m
2 stops
$284Multiple Airlines
Tue, Mar 31 - Thu, Apr 2
Multiple Airlines Logo
5:49 pm - 11:11 am
BOS
-
EYW
17h 22m
2 stops
Multiple Airlines Logo
9:46 am - 4:54 pm
EYW
-
BOS
7h 08m
1 stop
$285Multiple Airlines
Wed, Aug 19 - Wed, Aug 26
Delta Logo
1:55 pm - 7:45 pm
BOS
-
EYW
5h 50m
1 stop
Delta Logo
6:00 pm - 1:06 am
EYW
-
BOS
7h 06m
1 stop
$287Delta
Thu, Apr 2 - Fri, Apr 3
Multiple Airlines Logo
10:36 am - 10:06 am
BOS
-
EYW
23h 30m
1 stop
Multiple Airlines Logo
1:06 pm - 9:33 pm
EYW
-
BOS
8h 27m
1 stop
$288Multiple Airlines
Sun, Mar 29 - Thu, Apr 9
Multiple Airlines Logo
4:23 pm - 12:26 pm
BOS
-
EYW
20h 03m
1 stop
Multiple Airlines Logo
9:46 am - 4:54 pm
EYW
-
BOS
7h 08m
1 stop
$289Multiple Airlines
Wed, Apr 1 - Fri, Apr 3
Multiple Airlines Logo
4:23 pm - 9:06 am
BOS
-
EYW
16h 43m
1 stop
Multiple Airlines Logo
1:06 pm - 9:33 pm
EYW
-
BOS
8h 27m
1 stop
$290Multiple Airlines
Tue, Mar 31 - Fri, Apr 3
Multiple Airlines Logo
5:49 pm - 11:11 am
BOS
-
EYW
17h 22m
2 stops
Multiple Airlines Logo
1:06 pm - 9:33 pm
EYW
-
BOS
8h 27m
1 stop
$291Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Multiple Airlines Logo
4:23 pm - 12:26 pm
BOS
-
EYW
20h 03m
1 stop
Multiple Airlines Logo
9:46 am - 10:21 am
EYW
-
BOS
24h 35m
1 stop
$292Multiple Airlines
Mon, Mar 30 - Fri, Apr 3
Multiple Airlines Logo
8:10 am - 12:04 pm
BOS
-
EYW
3h 54mnonstop
Multiple Airlines Logo
2:35 pm - 11:59 pm
EYW
-
BOS
9h 24m
1 stop
$293Multiple Airlines
Booking Insights

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

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

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

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

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

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Key West, 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 Boston to Key West is September, where tickets cost $316 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $597 and $505 respectively.

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

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 $423, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Boston to Key West?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Key West, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Key West, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Expert advice

Expert advice for your flight from Boston to Key West

 
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 seasonAugust
Cheapest flight$106
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Boston to Key West

When to book flights from Boston to Key West

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

  • How early should I be to BOS when I’m scheduled to travel?

    On the date you’re set to travel, you should reach BOS at least 1h 30min before your flight is scheduled to take off. Getting to this airport an hour early will enable you clear the airport’s lengthy security lines in time for your flight.

  • Where should I park my car at BOS?

    If you drive to BOS, there are several on-site and off-site parking garages you can leave your car at. You should park your car at one of the airport’s off-site parking garages, as these garages charge cheaper rates than the on-site ones.

  • What is the best way to travel from EYW to Key West?

    To travel from EYW to Key West, you can catch a bus or a taxi. If you’d like to travel quickly, you should board one of the taxis that ply this route, whereas if you’d like to travel affordably, you should board a bus. It’s worth noting that although it is a bit more expensive than traveling by bus, traveling by taxi is more appropriate because if you use one, you’ll be dropped out right at the doorstep of your destination of choice.

  • Does EYW have an on-site hotel?

    Key West International Airport has no on-site hotel. However, if you’d like to stay near it, there are various hotels you should consider. They include Hampton Inn Key West, Margaritaville Beach House Key West, and DoubleTree by Hilton Hotel Grand Key Resort.

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

    In the last 3 days, the lowest price for a flight from Boston to Key West was $106 for a one-way ticket and $257 for a round-trip.

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

    No

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

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

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

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

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

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Boston and Key West, with SkyTeam being the most commonly used for this route.

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

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

  • Which is the best airline for flights from Boston to Key West, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Key West are Delta and United Airlines. With an average price for the route of $413 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 7.4.

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

    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 Boston to Key West.

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

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

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

    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 Key West from Boston 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 Boston to Key West

  • Looking for a cheap flight? 25% of our users found flights on this route for $183 or less one-way and $452 or less round-trip.
  • TSA Care offers special assistance services at Boston Logan International Airport (BOS). If you’d like to receive any of the special assistance services it offers, you should contact its BOS office and inform the representative you’ll talk to of the type of assistance you’ll need at least 72h before your flight.
  • If you’re an active military member or a dependent of one, you can access the USO Lounge at BOS for free. Situated in Terminal C, a short distance from the American Airlines Credit Union, this lounge features comfortable seats, reading material, clean lavatories, snacks, and fast internet.
  • Classique Salon offers top-notch hair and nail services at BOS. Located in Terminal C, this establishment, open from 7:30 am to 6 pm. on Mondays to Fridays and 8 am to 5 pm on Saturdays, has several well-trained and experienced hair and nail stylists. Thus, you can count on receiving nothing short of elite services at this salon.
  • In Key West, you’ll alight from your flight at Key West International Airport (EYW). If you need to withdraw some cash before leaving, you can do so with ease, as EYW has several operational ATMs. They are located in the airport’s Ticketing Area, departure lounge, and baggage claim area.
  • If you’re traveling with an infant, you can breastfeed him/her without the glaring eyes of the public, as EYW features a Mamava Suite in its Departure Lounge. To access this Mamava suite, all you have to do is inform one of the airport staff, and they will assist you accordingly.

Prefer to fly direct from Boston to Key West?

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

Direct departures

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

Direct returns

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

Reviews of the top 5 airlines serving from Boston to Key West

 
See real verified KAYAK customer reviews for airlines flying from Boston to Key West. 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 Boston to Key West? 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 8293 reviews
7.9Comfort
7.8Entertainment
8.5Crew
8.1Boarding
7.2Food
Airline reviews

The whole experience was excellent. As it most often is with Delta

10.0 ExcellentRay, Mar 2026
LGA - MCO
Read more Delta reviews

The whole experience was excellent. As it most often is with Delta

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

Good experience and the flight landed early. There was no food I had or entertainment.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Excellent!!! Aeromexico is a great airline. What was not that good is the service provided by Kayak. It is never clear and not easy to manage.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Everything was on time and service on the flight was great!

It’s always a great time flying with united airlines.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

I couldn’t make my first flight due to weather delays trapping us in the town we were in. Then I had to buy a new ticket

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Much better than Spirit. I was please by the easy fast check in and boarding

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Both flights were significantly delayed. The flight experience itself was great.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Never going to fly your airline again if it can be avoided.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

Worst experience ever. Flight could not land in Charlotte for what we were told was a ground stop. Had to be diverted to Raleigh to refuel. Strangely during ground stop, our connecting flight had no issue taking off on time causing us to miss our flight. We were told there were no other flights that day to our final destination and that two days out was the next one. The only flights to get us there were from Chicago the next morning. Completely opposite direction but it was a direct flight. So we get flown to Chicago and have to find a hotel in our own dime. The flight in the morning was also delayed. Thankfully only a short time. The non too of all this, our luggage did not arrive by the time we were there. Communication was terrible, through the entire trip. Complete incompetence. Will never fly American again.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

Not enough crew members so we had to wait for more to arrive and they could never give us updates timing. Not even water for free on board. Bare bones airplane- there wasn’t even a seat back pocket to put things into. Spirit is cheap for a reason but this was dismal

The plane was clean and crew was nice. Can’t speak on food as I did not have any

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Everything is an additional fee. No one said anything when I checking in and got my boarding pass about my small carry on suitcase. Charged me $100 at the gate for that little bag that I still had to take with me. Delays for both flights for no reason and then when I asked everyone said something different. Never flying spirit again. If it was just one thing maybe. This was a show from the minute I got to the airport.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

The bag situation was confusing. I didn’t know I had to pay for Carry ons. The seats were uncomfortable and there was no entertainment

It was terrible. I had to pay again once I got to the airport because they said they never received the payment.

bought basic spirit fares, add checked bags - like the up front info on website about this. bring your own snacks, buy a soda after TSA security to bring with you, or buy on the plane (limited selection) all in all, a good experience

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

Information on your arrival and departure airports