BOS - EYW

$124 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 10/22. 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.
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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 Flight Deals 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.

Recent round-trip flight deals from Boston to Key West

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Key West.
Discover the best prices for you by selecting your travel dates on KAYAK.
JetBlue Logo
8:15 am - 11:50 amBOS-EYW
3h 35mnonstop
JetBlue Logo
1:00 pm - 4:32 pmEYW-BOS
3h 32mnonstop
$227JetBlue
Find Deal
Wed, Oct 15 - Wed, Oct 22
 Logo
6:00 am - 2:00 pmBOS-EYW
8h 00m1 stop
 Logo
2:45 pm - 12:43 amEYW-BOS
9h 58m1 stop
Fri, Jun 13 - Thu, Jun 19
American Airlines Logo
9:19 am - 4:29 pmBOS-EYW
7h 10m1 stop
American Airlines Logo
12:10 pm - 6:43 pmEYW-BOS
6h 33m1 stop
$247American Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22
Delta Logo
9:15 am - 5:12 pmBOS-EYW
7h 57m1 stop
Delta Logo
6:00 pm - 1:00 amEYW-BOS
7h 00m1 stop
$262Delta
Find Deal
Tue, Sep 23 - Sat, Sep 27
American Airlines Logo
6:48 am - 1:34 pmBOS-EYW
6h 46m1 stop
American Airlines Logo
6:01 pm - 10:49 pmEYW-BOS
4h 48m1 stop
$277American Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29
Allegiant Air Logo
11:00 am - 3:16 pmBOS-EYW
28h 16m1 stop
Allegiant Air Logo
4:46 pm - 8:12 amEYW-BOS
15h 26m2 stops
$291Allegiant Air
Find Deal
Sat, May 17 - Wed, May 21
Allegiant Air Logo
10:15 am - 4:45 pmBOS-EYW
6h 30m1 stop
Allegiant Air Logo
4:06 pm - 8:10 amEYW-BOS
16h 04m1 stop
$314Allegiant Air
Find Deal
Thu, May 22 - Sun, May 25
United Airlines Logo
10:30 am - 6:05 pmBOS-EYW
31h 35m2 stops
United Airlines Logo
6:45 pm - 1:28 pmEYW-BOS
18h 43m2 stops
$363United Airlines
Find Deal
Mon, Jun 2 - Fri, Jun 6
United Airlines Logo
7:00 am - 1:34 pmBOS-EYW
6h 34m1 stop
United Airlines Logo
2:18 pm - 8:27 pmEYW-BOS
6h 09m1 stop
$370United Airlines
Find Deal
Sat, May 10 - Wed, May 14
Delta Logo
12:00 pm - 7:44 pmBOS-EYW
7h 44m2 stops
Delta Logo
2:35 pm - 8:28 pmEYW-BOS
5h 53m1 stop
$695Delta
Find Deal
Thu, Sep 25 - Mon, Sep 29
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
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
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 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 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 September, where tickets cost $336 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is $591 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 $550, 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 2 weeks 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$124
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 $124 for a one-way ticket and $227 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?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Boston and Key West, with oneworld 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 $362 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 $378 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 $173 or less one-way and $426 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.

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 7936 reviews
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
Airline reviews

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

10.0 ExcellentRenee, Apr 2025DTW - MCO
Read more Delta reviews

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.

Logan airport construction meant that boarding was chaotic crowded and delayed

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Flight was changed from departing from Boston to departing from Detroit.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

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.

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.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Som delays but overall we almost made it on the original time.

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

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

Standard. No different than a discount carrier on a short trip.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

Miami lounges were overcrowded and we were unable to get in. We only had a short time. But the banks are too tight in all American hubs

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

The flight attendant spilled ice all down my leg and all over my suede boots and didn’t even apologize or anything. They just gave me a look like “what?!” Incredibly rude and dismissive. I saw them roll their eyes at other guests and even once yell at a lady with a baby.

It’s what we expected from Spirit..reasonable cost, good for a 2-3 hour flight. Disappointed that we had a 2 hour delay in departure from DFW for a maintenance issue, but the pilot handled it well once we were outbound on a different Airbus.

My experience was okay. The flight did not offer even water without a fee. Also had to pay extra for my carry on, as I was told I had to check my bag, even though it said I had the option to carry on a bag when booking. This costed me an extra $100. Would likely not fly with Spirit again.

The flight was rescheduled several times without a reason for the schedule changes. I had to be in New Orleans at a certain time and it was just easier to drive at a certain point. I don’t know if the flight ever left. This is my first experience with Spirit Airlines and is also the last.

In a word, it was horrible. The flight crew timed out and this, apparently was not accounted for by management. This meant that our 10:15 departure turned into a 1:30am departure the next DAY!!! And some brainchild decided to email us 12$ food vouchers set to expire the 9th, but they sent them after EVERY VENDOR WAS CLOSED in the Miami airport and obviously none would be open in New Orleans. I found this to be another sterling example of, at best, shitty management…at worst an absolute lack of empathy for your customers. Triplt Pro: Check-in may be avail for NK222 dep MIA 4/8/2025 10:16pm. Conf#RGSUMI. https://tripit.com/t/. e106fd644e0a; Today 6:16 PM TripIt Pro: NK222 ON TIME. MIA dep 10:16pm term C, gate F5. MSY arr 11:38pm. Today 8:59 PM Tript Pro: NK222 DELAYED. MIA dep 1:00am term C, gate F5. MSY arr 2:18am. Alternate flights: https:// www.tripit.com/t/b2903869f438 Triplt Pro: NK222 PULLED IN. MIA dep 12:30am term C, gate F5. MSY arr 1:48am. Alternate flights: https:/// www.tripit.com/t/834d176c630b Tript Pro: NK222 DELAYED. MIA dep 1:00am term C, gate F5. MSY arr 1:48am. Alternate flights: https:/// www.tripit.com/t/0441e41a9dd3 Triplt Pro: NK222 PULLED IN. MIA dep 12:30am term C, gate F5. MSY arr 1:48am. Alternate flights: https:// www.tripit.com/t/92ac2157ef54 The sender is not in your contact

Perfect for the money paid. Flight from Indianapolis to Fort Lauderdale. Very courteous airport staff and crew. The boarding process went very smooth. Indianapolis was in the middle of several sever storms, delaying boarding and they found a window between the storms, asked everyone for a quick boarding and we departed before we would be held longer by the next storm front. A little rough air 20 min or so after take off, however I’ll take that to being grounded the whole night. Seats kind of small, kind of hard, but very doable for the 2.5 hrs flight. Snacks and drinks available for purchase. We didn’t, as it was a late night flight. One of the checked luggage came wet in Florida and clothes inside got wet from the water that infiltrated through the zipper, I’m assuming it was in the rain in Indianapolis, I cannot blame Spirit as I think the baggage handlers are hired by the airport. I’ll be more careful next time, as I have suitcases that are more water proof and maybe I should only purchase that kind.

Terrible! They kept postponing and finally canceled our flight. They canceled so late. We had no other options but to drive to a different city and try to find a new flight to get onto our cruise. We still aren’t there yet and might not make it.

The flight was on time. The seats are very narrow.

No leg room AT all extremely uncomfortable flight water even cost 5 dollars

This was my first experience with Spirit. The flight was originally delayed because of mechanical problems. There was a major storm moving through our area later in the day. Spirit kept changing the gate and taking the plane for other flights. They did this 6 times until we left 7 hours later, right at the worse time. I am sure it is because they originally delayed the flight through their fault. They would have had to pay for everybody's hotel and later flight. It was a money decision. The pilot did an exceptional job flying and landing the plane in horrific weather. It was one of the roughest and shakiest landings that I have ever done in my extensive flying experience. I just can never go through this discount BS again. Spirit gave us a $30 voucher each for next travel and a $12 meal voucher... but that's nothing compared to sitting in an airport for 7 hours.

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