BOS - EYW

$159 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 11/4. 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 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
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Flights 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

Wed, Aug 6 - Sun, Aug 10
 Logo
8:39 pm - 3:30 pmBOS-EYW
18h 51m2 stops
 Logo
4:20 pm - 8:11 amEYW-BOS
15h 51m1 stop
Sat, Oct 25 - Thu, Oct 30
JetBlue Logo
8:15 am - 11:53 amBOS-EYW
3h 38mnonstop
JetBlue Logo
12:40 pm - 4:06 pmEYW-BOS
3h 26mnonstop
$297JetBlue
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
12:00 pm - 6:30 pmBOS-EYW
6h 30m1 stop
American Airlines Logo
12:30 pm - 4:02 pmEYW-BOS
3h 32mnonstop
$307American Airlines
Find Deal
Tue, Aug 5 - Tue, Aug 12
Delta Logo
5:35 am - 10:51 amBOS-EYW
5h 16m1 stop
Delta Logo
6:22 pm - 1:20 amEYW-BOS
6h 58m1 stop
$317Delta
Find Deal
Wed, Aug 6 - Tue, Aug 19
American Airlines Logo
10:35 am - 7:07 pmBOS-EYW
8h 32m2 stops
American Airlines Logo
1:13 pm - 6:41 pmEYW-BOS
5h 28m1 stop
$322American Airlines
Find Deal
Tue, Aug 5 - Thu, Aug 21
Delta Logo
5:35 am - 10:51 amBOS-EYW
5h 16m1 stop
Delta Logo
6:22 pm - 1:20 amEYW-BOS
6h 58m1 stop
$327Delta
Find Deal
Fri, Jan 2 - Fri, Jan 9
JetBlue Logo
7:30 am - 11:22 amBOS-EYW
3h 52mnonstop
JetBlue Logo
12:07 pm - 3:38 pmEYW-BOS
3h 31mnonstop
$332JetBlue
Find Deal
Wed, Nov 12 - Wed, Nov 19
United Airlines Logo
6:00 am - 2:09 pmBOS-EYW
8h 09m1 stop
United Airlines Logo
3:05 pm - 11:42 pmEYW-BOS
8h 37m2 stops
$337United Airlines
Find Deal
Sun, Nov 16 - Thu, Nov 20
United Airlines Logo
5:30 am - 3:19 pmBOS-EYW
9h 49m2 stops
United Airlines Logo
3:05 pm - 11:42 pmEYW-BOS
8h 37m2 stops
$338United Airlines
Find Deal
Sun, Oct 19 - Thu, Oct 23
 Logo
1:55 pm - 9:00 amBOS-EYW
19h 05m2 stops
 Logo
3:30 pm - 8:08 amEYW-BOS
16h 38m2 stops
Expert advice

Expert advice for your flight from Boston to Key West

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.


American Airlines provides high-speed Wi-Fi for purchase on most flights, with free options for T-Mobile customers.

JetBlue

JetBlue offers free gate-to-gate Wi-Fi and seatback screens with live TV channels.


Upgrade to Even More Space for up to 7” extra legroom, early boarding, and priority security access.

Read more about JetBlueby Harriet Baskas
Airports
BOS

Use the FlyLogan app for gate info, flight status, and order ahead options at BOS restaurants.

Read more about BOSby Blane Bachelor
EYW

EYW is just a ten-minute drive to Key West's Old Town, with taxis and rideshares readily available.

Read more about EYWby Paul Rubio
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet Baskas

Harriet Baskas

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.

Read more
Paul Rubio

Paul Rubio

Expert on EYW

Paul Rubio

Paul Rubio

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.

Read more
Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor

Blane Bachelor

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.

Read more
Useful Info

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.

Find cheap flights to Key West
Find cheap flights to Key West

Planning a trip from Boston to Key West? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

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 Saturday, 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 Saturday and avoiding Sundays 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 January, where tickets cost $336 (return) on average. On the other hand, the most expensive months are April and February, where the average cost of round-trip tickets is $601 and $508 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 $403, 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 9 weeks before departure.

Good to know

Low seasonAugust
High seasonFebruary
Cheapest flight$159
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 19% 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 $159 for a one-way ticket and $291 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, and Delta 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, oneworld, and Star Alliance are the airline alliances operating flights between Boston and Key West, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to Key West from Boston?

    Miami is the most popular layover city among KAYAK users traveling from Boston to Key West.

  • 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 $345 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $376 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 $297 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.

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.
8.0
DeltaOverall score based on 7953 reviews
8.5Crew
8.2Boarding
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

this crew didn't care much. bumping carts into seats more times than i care to remember

6.0 GoodJohn, Jul 2025BOS - FLL
Read more Delta reviews

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Crew was friendly Love the entertainment in the seat head rest.

Seats are much much more comfortable than United, which is what I usually fly

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Everything was great. Only thing that could’ve made it better was buy on board options for hot food, but the snacks were decent. The flight attendants were great. I had no complaints. I was able to make it to my destination safely

Overall it was good. I missed my connection but I was put on another flight.

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The woman gate agent in Phoenix was none too sympathetic about my check-in process as I am relatively new with using apps. I almost did not get on because she said I did not check-in. I thought I had via Kayak where I purchased a very expensive ticket. Lesson learned but to be told I may not get on as a matter of factly was difficult to hear.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

You get what you pay for with JetBlue. Every little thing costs more, you are nickel and dimed until the end. Entertainment doesn’t function. Flight attendants do the bare minimum.

Communication since no reason or explanation was given for 3 hrs delay

Excellent from start to finish. All staff members were amazing!

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

Overall was excellent. Will definitely us JetBlue in the future.

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Like the space, did not like the snack options, there was no power outlet in seats, no entertainment, no flyfi.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act together.

Whenever a passenger purchase a ticket his advantage number should automatically to his information. It's not everyone remember the number. You request for your number and American airline agent say they will email it....and they never email anything and you loose your mileage just because you don't remember your number. It should automatically go your information and associate with your email account at all times

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

I miss the screens they used to have for the long flights. I use a Kendal and it doesn’t work well with there WiFi. I tried my cell and the wifi was not good for it either this is the free wifi.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

I enjoyed my flight, it was pretty smooth and we landed earlier than eta.

Booked through kayak, everything seemed normal but when it came time to go, my flight ticket didn’t exist, so I had to purchase another set of tickets at the airport the day of the flight, for about double. When I reached kayaks customer service, they claimed no responsibility, and pushed me onto another 3rd party booking service, airfare assist, where I have had no luck getting any kind of help or refund. I’ve used kayak many times, but I’ll never again after I’ve been burned by this.

The air fares are good, Charging me for every single thing 😩

I am very happy with my experience with Spirit Airlines. Both flights were on time. Boarding was very pleasant. Crew was very nice. Flights were amazing and we even arrived earlier than the schedule time. I am hoping Spirits keeps on having non stop flight from Ft Lauderdale to Hartford for many years to come.

you guys canceled my flight last minute and lost my luggage.

Didn't like size of seats. Found charges for checked luggage and carry on too high

Great! We boarded on time! Everything went so smoothly! The flight was so smooth

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

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

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