EYW - BOS

$102 Find Cheap Flights from Key West to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Boston departing on 11/13. 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 Boston

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

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Everything you should know

Cheapest round-trip
$217
Typical prices: $298-$374
JetBlue
Thu 10/30Mon 11/3
EYW - BOS • Non-stop
Cheapest one-way
$102
Typical prices: $160-$244
Multiple Airlines
Thu 11/13
EYW - BOS • 1 stop
Our travelers' advice
AI-generated summary based on content written by travel experts
JetBlue’s Blue Basic offers carry-on and live TV.
Arrive two hours early at EYW for security lines.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
JetBlue
Cheapest • from $217 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
June
Cheapest • 23% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

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

Thu, Oct 30 - Mon, Nov 3
JetBlue Logo
12:45 pm - 4:15 pmEYW-BOS
3h 30mnonstop
JetBlue Logo
8:00 am - 11:53 amBOS-EYW
3h 53mnonstop
$217JetBlue
Find Deal
Thu, Jan 29 - Wed, Feb 4
Spirit Airlines Logo
2:25 pm - 12:40 amEYW-BOS
10h 15m1 stop
Spirit Airlines Logo
5:45 am - 1:30 pmBOS-EYW
7h 45m1 stop
$223Spirit Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Delta Logo
6:17 pm - 1:13 amEYW-BOS
6h 56m1 stop
Delta Logo
12:10 pm - 7:53 pmBOS-EYW
7h 43m1 stop
$247Delta
Find Deal
Thu, Jan 29 - Wed, Feb 4
Delta Logo
6:00 pm - 12:59 amEYW-BOS
6h 59m1 stop
Delta Logo
6:00 am - 12:44 pmBOS-EYW
6h 44m1 stop
$267Delta
Find Deal
Wed, Oct 29 - Sun, Nov 2
Multiple Airlines Logo
10:47 am - 11:26 amEYW-BOS
24h 39m2 stops
Multiple Airlines Logo
8:40 am - 10:31 amBOS-EYW
25h 51m1 stop
$295Multiple Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
5:47 pm - 12:34 amEYW-BOS
6h 47m1 stop
American Airlines Logo
7:00 am - 1:59 pmBOS-EYW
6h 59m1 stop
$303American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
1:57 pm - 8:56 pmEYW-BOS
6h 59m1 stop
American Airlines Logo
9:00 am - 4:12 pmBOS-EYW
7h 12m1 stop
$307American Airlines
Find Deal
Thu, Nov 27 - Mon, Dec 1
Multiple Airlines Logo
8:55 am - 4:50 pmEYW-BOS
7h 55m1 stop
Multiple Airlines Logo
5:45 am - 11:05 amBOS-EYW
29h 20m2 stops
$325Multiple Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
United Airlines Logo
4:00 pm - 12:45 amEYW-BOS
8h 45m1 stop
United Airlines Logo
5:30 am - 3:19 pmBOS-EYW
9h 49m2 stops
$332United Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
United Airlines Logo
3:48 pm - 12:30 amEYW-BOS
8h 42m1 stop
United Airlines Logo
7:05 am - 1:09 pmBOS-EYW
6h 04m1 stop
$347United Airlines
Find Deal
Booking Insights

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

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

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

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

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

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

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

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

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

The cheapest month for flights from Key West to Boston is June, where tickets cost $314 (return) on average. On the other hand, the most expensive months are September and April, where the average cost of round-trip tickets is $609 and $545 respectively.

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

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

No, with an average price for the route of $353, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Key West to Boston

 
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

Consider Main Cabin Extra for early boarding and complimentary drinks on longer flights.


Basic Economy offers a budget-friendly option with carry-on only and late boarding.

JetBlue

JetBlue’s Blue Basic allows a carry-on and personal item, offering great value.


Enjoy free gate-to-gate Wi-Fi and live TV on JetBlue flights.

Read more about JetBlueby Harriet Baskas
Airports
EYW

Arrive two hours early at EYW due to potential security line congestion, especially during peak hours when multiple flights depart simultaneously.

Read more about EYWby Paul Rubio
BOS

Use the Silver Line from BOS for a free, convenient trip to South Station in central Boston, taking about 20-30 minutes.

Read more about BOSby Blane Bachelor
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

Good to know

Low seasonSeptember
Cheapest flight$102
Best time to beat the crowds but there is an average 49% increase in price.
Most popular time to fly with an average 24% increase in price.
Flight from Key West to Boston

When to book flights from Key West to Boston

Are your dates flexible? Find out the best times to travel from Key West to Boston based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Key West to Boston

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

    In the last 3 days, the lowest price for a flight from Key West to Boston was $102 for a one-way ticket and $217 for a round-trip.

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

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

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

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

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

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

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Key West to Boston are Delta and American Airlines. With an average price for the route of $399 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $346 and an overall rating of 7.2.

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

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Key West to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Key West is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Key West to Boston?

    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 Boston with an airline and back to Key West with another airline. Booking your flights between Key West and BOS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Boston?

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

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $203 or less one-way and $332 or less round-trip.

Prefer to fly direct from Key West to Boston?

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

Direct departures

Key West to Boston Logan Intl

Monday

JetBlue, American Airlines

JetBlue, American Airlines

Tuesday

JetBlue, American Airlines

JetBlue, American Airlines

Wednesday

JetBlue, American Airlines

JetBlue, American Airlines

Thursday

JetBlue, American Airlines

JetBlue, American Airlines

Friday

JetBlue, American Airlines

JetBlue, American Airlines

Saturday

JetBlue, American Airlines

JetBlue, American Airlines

Sunday

JetBlue, American Airlines

JetBlue, American Airlines

See more direct flights

Direct returns

Boston Logan Intl to Key West

Monday

JetBlue, American Airlines

JetBlue, American Airlines

Tuesday

JetBlue, American Airlines

JetBlue, American Airlines

Wednesday

JetBlue, American Airlines

JetBlue, American Airlines

Thursday

JetBlue, American Airlines

JetBlue, American Airlines

Friday

JetBlue, American Airlines

JetBlue, American Airlines

Saturday

JetBlue, American Airlines

JetBlue, American Airlines

Sunday

JetBlue, American Airlines

JetBlue, American Airlines

See more direct flights

Reviews of the top 3 airlines serving from Key West to Boston

 
See real verified KAYAK customer reviews for airlines flying from Key West to Boston. 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 Key West to Boston? 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 7977 reviews
8.2Boarding
8.5Crew
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

10.0 ExcellentAnonymous, Oct 2025EYW - ATL
Read more Delta reviews

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

This was our second flight using the Delta One class of service. Overall, it’s a good product but for me the POD configuration is a bit constrictive. I am an average size male at 5’ 10” height weighing 190 lbs so it’s not a size thing for me. I’d rather have extra wide seats without the POD walls to be honest.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Flight was an hour late, who knows why. It was OK, nothing outstanding.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delta is a cut above the others in customer service.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

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

very difficult boarding process - aggressive passengers not the friendliest crew

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

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

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

It would have been nice if they had offered more than one set of snacks

Seats were not too comfortable; it was impossible to locate the underseat power outlet.

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

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