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BOS - EYW

Find cheap flights from Boston to Key West from $107

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 5/6. 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
0 bags
Thu 5/23
Thu 5/30

Search 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Key West.
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

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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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:00 am - 4:08 pmBOS-EYW
8h 08m1 stop
6:10 pm - 1:01 amEYW-BOS
6h 51m1 stop
$228American Airlines
Find Deal
Tue, May 7 - Tue, May 14
8:00 am - 4:08 pmBOS-EYW
8h 08m1 stop
5:09 pm - 1:01 amEYW-BOS
7h 52m1 stop
$243American Airlines
Find Deal
Wed, May 29 - Tue, Jun 4
7:00 am - 1:05 pmBOS-EYW
6h 05m1 stop
6:05 pm - 1:14 amEYW-BOS
7h 09m1 stop
$276Delta
Find Deal
Tue, Aug 13 - Tue, Aug 20
12:23 pm - 7:36 pmBOS-EYW
7h 13m1 stop
6:05 pm - 1:14 amEYW-BOS
7h 09m1 stop
$311Delta
Find Deal
Sat, Aug 17 - Thu, Aug 22
6:10 am - 2:40 pmBOS-EYW
8h 30m1 stop
11:30 am - 9:36 pmEYW-BOS
10h 06m2 stops
Mon, May 20 - Thu, May 23
4:00 pm - 2:25 pmBOS-EYW
22h 25m3 stops
11:30 am - 12:38 amEYW-BOS
13h 08m1 stop
Mon, May 20 - Thu, May 23
6:00 am - 2:50 pmBOS-EYW
8h 50m1 stop
3:05 pm - 12:05 amEYW-BOS
9h 00m1 stop
$412JetBlue
Find Deal
Sat, May 18 - Tue, May 21
6:00 am - 2:40 pmBOS-EYW
8h 40m1 stop
3:05 pm - 12:05 amEYW-BOS
9h 00m1 stop
$421JetBlue
Find Deal
Sun, May 19 - Wed, May 22
6:30 am - 2:09 pmBOS-EYW
7h 39m1 stop
3:05 pm - 11:59 pmEYW-BOS
8h 54m2 stops
$427United Airlines
Find Deal
Tue, Aug 13 - Tue, Aug 20
9:00 am - 5:24 pmBOS-EYW
8h 24m1 stop
1:51 pm - 9:58 pmEYW-BOS
8h 07m1 stop
$432United Airlines
Find Deal
Sun, May 19 - Tue, May 21

Flights from Boston to Key West - Travel Insights & Trends

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.

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

The average price of all flights from Boston to Key West clicked on KAYAK for each day over the last 12 months.
For Boston to Key West, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Key West back to Boston, the best deals are generally found on Wednesday, with Sunday being the most expensive.

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 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 August, where tickets cost $296 on average. On the other hand, the most expensive months are April and March, where the average cost of tickets is $615 and $573 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
To get a below average price on the flight from Boston to Key West, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 6 days before departure.

Which airlines provide the cheapest flights from Boston to Key West?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Boston to Key West found by KAYAK users in the last 72 hours was for $228 on American Airlines, followed by Delta ($276). One-way flight deals have also been found from as low as $107 on American Airlines and from $173 on United Airlines.

Which cabin class options are there for flights between Boston and Key West?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Boston to Key West take?

Flying to Key West from Boston requires at least one layover, as there are no direct flights for this route. The shortest flight duration is 4h 18m.

Good to know

Low season

October

High season

April

Cheapest flight

$107
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 42% 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 $107 for a one-way ticket and $228 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 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, Star Alliance, and SkyTeam 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?

    Charlotte 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 JetBlue?

    The two airlines most popular with KAYAK users for flights from Boston to Key West are Delta and JetBlue. With an average price for the route of $338 and an overall rating of 8.0, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $558 and an overall rating of 7.6.

  • 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.

See more FAQs

Top tips for finding a cheap flight from BOS to Key West

  • Looking for a cheap flight? 25% of our users found flights on this route for $149 or less one-way and $418 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.
See more tips

Top 4 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 11028 reviews
7.5food
7.9comfort
8.6crew
8.0entertainment
8.2boarding
Airline reviews

They did a fine job. Can't wait to use Delta in the future.

10.0 ExcellentRobert, Apr 2024BOS - RSW
Read more about Delta reviews

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

The plane was in bad condition. We were taxied for mode than an hour because a light panel had feel off. The bathroom in first class had broken panels as well. Overall poor aircraft maintenance

I had back trouble prior to my flight and everyone was great about helping me.

My tv was broken on the flight which is disappointing when you pay for a seat and expect a service

Always delays from Boston to Salt lake but this time was very long. Don’t understand while they board the passengers and then make them sit in the plane

Service for food to our seat was a bit slow. Snack choices were just pretzels or baked chips. My seat cushion was not attached. Other than Barbie, video choice were not very good or current.

After we landed, we were held on the plane for 30 minutes. There was no one at the gate once we landed and we forced to sit on a plan that had already over an hour delayed.

almost 4 hour delay as they over booked and had to wait for 8-10 volunteers to agree to travel next day.

Old plane. No outlets for laptop or phone. Seats worn out. Area around seat dirty.

I loved the flight and the crew. It was comfortable and smooth.

The crew was openly hostile and condescending to the customers. They spent the majority of that time in the rear talking and seemed really agitated when people asked questions. I heard five different people told that the information they requested was in the handout or safety brief.

ticketing issues caused many customers to have to go back to check in after waiting in security, then go through security line again.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

I liked everything about the flight. The service was excellent!

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The crew were really great, but the 4 hour delay in small chunks was the worst.

Everything was very good. Boarding and takeoff were on time and organized. Had a good flight

Other than the two hour delay, it was fine. Of course they were very professional and kept us informed throughout the whole delay..

Good. The wife was not working but then it got resolved.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Seats are way too snug for my hip to knee ratio and the recline on the seat in front of me made my experience worst. My legs had no room at all. Not a plane for people 6 ft or over unless you fly first class.

The flight and crew were fine. The entertainment- the sound was so bad through the headphones I could barely understand it and it was a show I had seen before. The food might have been fine but having to have an account with united in order to access the app in order to pay for the food was rage inducing. I had entered my credit card info at home and logged in as guest but that wouldn’t allow the “wallet” tab to open in the app. And then the wifi was so bad that it took about 45 minutes to fully log in and get all the info working at which time I missed the food. You shouldn’t have to give your address, email and phone number in order to get a hamburger.

It was a good flight. Of course it was full, but it went well.

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

We are gluten free, there were not any available complimentary gluten free options.

Flight delayed 3 times. We were directed to go to a gate across from our gate. The plane wasn't there yet so we had to wait for it to arrive, then deplane everyone and then wait again for the plane to be cleaned. After 45 minuites we were allowed on the plane. The first plane had mechanical issues. The 2nd plane must have had bathroom issues because we did not have any food service whatsoever. No snack or beverage. That made for a long time not to have anything considering that we had just made it to the original gate and we had no time to stop to get food or a drink. Then we didn't want to leave the gate to get food because we wouldn't know how much longer the delay would be. Then the next gate change. Had we been told that the total time would have been aprox 45 min later we would have left to get food and a beverage. We had to wait again for the okay to the pilot to take off so we were on the runway for another 20 min. Overall, we were delayed over 2 hours which felt like 4 hours.

Lots of weather delays that were poorly communicated and managed. I get there are weather delays but they didn’t make it clear what was happening or comfortable on the plane

Me and my husband experienced very bad in American Airlines. We missed our flight going to Doha. The American Airlines was delayed we arrived already 10:27pm. Supposed to be 9:40 pm. So what they did they rebooked our flight and they gave us a hotel. When we arrived at the hotel the front desk said it was fully booked already. Oh my gosh! I said why did you accept the booking if it's fully booked. The guy said that's American Airlines they just book even it's already full. That's 2am already, we have nothing to do so, we decided to go another hotel. We pay the room, food and taxi. Pls give an action on this matter. Refund our expenses and give us more compensation. Not only our room, food, taxi but also our efforts, tiredness looking for a room that can accommodate us.

Horrible. Flight was delayed and very bumpy. I was super unhappy

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

Absolutely filthy flight and not equipped for a trans US

delayed delayed delayed. was supposed to have a 2 hour layover and very nearly missed my connection.

Book cheap flights from Boston to Key West

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Key West found on KAYAK in the last 72 hours.
5/6Mon
1 stopAmerican Airlines
8h 08mBOS-EYW
$107
5/6Mon
2 stopsAmerican Airlines
7h 38mBOS-EYW
$113
5/18Sat
1 stop
12h 18mBOS-EYW
$127
5/18Sat
2 stops
20h 54mBOS-EYW
$129
5/19Sun
1 stopUnited Airlines
8h 24mBOS-EYW
$173
4/29Mon
1 stopDelta
7h 40mBOS-EYW
$190
4/30Tue
nonstopJetBlue
3h 49mBOS-EYW
$209
5/18Sat
2 stopsUnited Airlines
23h 25mBOS-EYW
$224
4/27Sat
nonstopJetBlue
3h 49mBOS-EYW
$289
5/14Tue
1 stopDelta
5h 40mBOS-EYW
$578

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Last minute flights from Boston to Key West

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Key West that are departing in the next 10 days.
4/26Fri
multi-stopAmerican Airlines
6h 39mBOS-EYW
4/29Mon
multi-stopAmerican Airlines
6h 51mEYW-BOS
$419
4/26Fri
multi-stopAmerican Airlines
7h 08mBOS-EYW
5/28Tue
multi-stopAmerican Airlines
7h 13mEYW-BOS
$420
4/26Fri
multi-stopAmerican Airlines
5h 18mBOS-EYW
4/30Tue
multi-stopAmerican Airlines
6h 58mEYW-BOS
$424
4/28Sun
multi-stop
20h 00mBOS-EYW
5/1Wed
multi-stop
12h 16mEYW-BOS
$455
4/25Thu
multi-stopAmerican Airlines
8h 04mBOS-EYW
4/30Tue
multi-stopAmerican Airlines
6h 58mEYW-BOS
$462
4/28Sun
multi-stop
19h 00mBOS-EYW
5/1Wed
multi-stop
20h 46mEYW-BOS
$482
4/24Wed
multi-stopUnited Airlines
10h 00mBOS-EYW
5/3Fri
multi-stopUnited Airlines
6h 17mEYW-BOS
$507
4/26Fri
multi-stopUnited Airlines
7h 03mBOS-EYW
5/28Tue
multi-stopUnited Airlines
26h 47mEYW-BOS
$540
4/26Fri
nonstopJetBlue
3h 49mBOS-EYW
5/28Tue
multi-stopJetBlue
8h 39mEYW-BOS
$559
4/28Sun
nonstopJetBlue
3h 49mBOS-EYW
5/4Sat
multi-stopJetBlue
8h 38mEYW-BOS
$569

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Boston - Key West Flights

Departure:

Boston (BOS)United States

Destination:

Key West (EYW)United States

Return flight deals:

Key West - Boston

Cabin classes:

$209