EYW - BOS

$111 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 4/13. 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, 0 bags

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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$222
Overall average: $411
Spirit Airlines
Thu 3/5Mon 3/9
EYW - BOS • 1 stop
Cheapest non-stop
$491
JetBlue
Wed 3/25Mon 3/30
EYW - BOS • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Spirit Airlines
Cheapest • from $222 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
November
Cheapest • 23% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to 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, Mar 5 - Mon, Mar 9
Spirit Airlines Logo
2:25 pm - 11:44 pm
EYW
-
BOS
9h 19m
1 stop
Spirit Airlines Logo
5:27 am - 1:30 pm
BOS
-
EYW
8h 03m
1 stop
$222Spirit Airlines
Wed, Mar 25 - Mon, Mar 30
Spirit Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
Spirit Airlines Logo
5:45 am - 1:37 pm
BOS
-
EYW
7h 52m
1 stop
$237Spirit Airlines
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
6:40 pm - 11:57 pm
EYW
-
BOS
5h 17m
1 stop
United Airlines Logo
9:30 am - 4:07 pm
BOS
-
EYW
6h 37m
1 stop
$247United Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
9:46 am - 10:50 am
EYW
-
BOS
49h 04m
2 stops
Multiple Airlines Logo
4:22 pm - 12:26 pm
BOS
-
EYW
20h 04m
1 stop
$250Multiple Airlines
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
6:40 pm - 11:57 pm
EYW
-
BOS
5h 17m
1 stop
United Airlines Logo
5:35 am - 3:00 pm
BOS
-
EYW
9h 25m
2 stops
$252United Airlines
Wed, Mar 25 - Sun, Mar 29
Multiple Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
Multiple Airlines Logo
9:45 am - 12:26 pm
BOS
-
EYW
26h 41m
1 stop
$253Multiple Airlines
Wed, Mar 25 - Mon, Mar 30
Spirit Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
Spirit Airlines Logo
4:23 pm - 11:30 am
BOS
-
EYW
19h 07m
2 stops
$257Spirit Airlines
Wed, Mar 18 - Wed, Mar 25
Spirit Airlines Logo
12:25 pm - 11:59 pm
EYW
-
BOS
11h 34m
1 stop
Spirit Airlines Logo
5:45 am - 11:30 am
BOS
-
EYW
5h 45m
1 stop
$258Spirit Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
11:04 am - 8:40 am
EYW
-
BOS
21h 36m
1 stop
Multiple Airlines Logo
12:30 pm - 12:26 pm
BOS
-
EYW
23h 56m
1 stop
$268Multiple Airlines
Fri, Feb 27 - Tue, Mar 3
United Airlines Logo
7:00 am - 7:08 pm
EYW
-
BOS
12h 08m
2 stops
United Airlines Logo
5:35 am - 3:00 pm
BOS
-
EYW
9h 25m
2 stops
$271United Airlines
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.

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 Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Key West to Boston. For your return ticket, we recommend flying on a Sunday 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 November, where tickets cost $301 (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 $538 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 $381, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from Key West to Boston

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines and JetBlue

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Paul Rubio

Paul Rubio

Expert on EYW

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Blane Bachelor

Blane Bachelor

Expert on BOS

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonSeptember
Cheapest flight$111
Best time to beat the crowds but there is an average 55% increase in price.
Most popular time to fly and prices are also 2% lower on average.
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 $111 for a one-way ticket and $222 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?

    oneworld is the only airline alliance operating flights between Key West and Boston.

  • 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, American Airlines or JetBlue?

    The two airlines most popular with KAYAK users for flights from Key West to Boston are American Airlines and JetBlue. With an average price for the route of $350 and an overall rating of 7.2, American Airlines is the most popular choice. JetBlue is also a great choice for the route, with an average price of $442 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 $154 or less one-way.

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

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

American Airlines, JetBlue

American Airlines, JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Key West

Monday

JetBlue

JetBlue

Tuesday

JetBlue

JetBlue

Wednesday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

American Airlines, JetBlue

American Airlines, JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top airlines flying 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.
7.2
American AirlinesOverall score based on 11294 reviews
8.0Crew
6.4Food
6.9Entertainment
7.5Boarding
7.2Comfort
Airline reviews

The smell from the bathroom kept wafting through the cabin. It made people sick.

4.0 OkayAnonymous, Feb 2026
MIA - JFK
Read more American Airlines reviews

The smell from the bathroom kept wafting through the cabin. It made people sick.

Waited for oxygen tanks for 30 minutes after boarding was complete.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Little warm on the plane and delayed for an hour

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

we were delayed because of some safety check that wasn't done or available

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

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

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

Information on your arrival and departure airports