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EYW - BOS

Find cheap flights from Key West to Boston from $132

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 5/13. 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
0 bags
Thu 5/16
Thu 5/23

Search 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
In the last 7 days travelers have searched 43,990,755 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
5:23 pm - 12:29 amEYW-BOS
7h 06m1 stop
8:00 am - 1:10 pmBOS-EYW
5h 10m1 stop
$263American Airlines
Find Deal
Wed, Aug 7 - Tue, Aug 13
2:01 pm - 9:45 pmEYW-BOS
7h 44m2 stops
6:58 am - 1:10 pmBOS-EYW
6h 12m1 stop
$269American Airlines
Find Deal
Wed, Aug 7 - Tue, Aug 13
12:30 pm - 9:50 amEYW-BOS
21h 20m3 stops
8:59 pm - 9:07 amBOS-EYW
12h 08m1 stop
Tue, May 7 - Sun, May 12
4:05 pm - 9:50 amEYW-BOS
17h 45m2 stops
8:59 pm - 9:07 amBOS-EYW
12h 08m1 stop
Tue, May 7 - Sun, May 12
12:30 pm - 9:50 amEYW-BOS
21h 20m3 stops
6:14 pm - 9:07 amBOS-EYW
14h 53m2 stops
Tue, May 7 - Sun, May 12
1:51 pm - 9:58 pmEYW-BOS
8h 07m1 stop
9:00 am - 5:24 pmBOS-EYW
8h 24m1 stop
$393United Airlines
Find Deal
Fri, May 10 - Tue, May 14
12:30 pm - 9:50 amEYW-BOS
21h 20m3 stops
6:00 am - 4:22 pmBOS-EYW
34h 22m3 stops
Tue, May 7 - Sun, May 12
1:51 pm - 9:58 pmEYW-BOS
8h 07m1 stop
10:07 am - 7:35 pmBOS-EYW
9h 28m2 stops
$484United Airlines
Find Deal
Fri, May 10 - Tue, May 14
6:10 pm - 1:34 amEYW-BOS
7h 24m1 stop
10:10 am - 5:12 pmBOS-EYW
7h 02m1 stop
$828Delta
Find Deal
Tue, May 7 - Sun, May 12
7:05 am - 3:22 pmEYW-BOS
8h 17m2 stops
7:00 am - 7:40 pmBOS-EYW
12h 40m2 stops
$1,433Delta
Find Deal
Tue, May 7 - Sun, May 12

Flights from Key West to Boston - Travel Insights & Trends

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 flights from Key West to Boston clicked on KAYAK for each day over the last 12 months.
When flying from Key West to Boston, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Key West, you’ll find the best rates on Mondays and the most expensive ones on Thursdays.

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 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 September, where tickets cost $271 on average. On the other hand, the most expensive months are March and May, where the average cost of tickets is $758 and $462 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Key West to Boston, 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 Key West to Boston, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 23 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on American Airlines ($132) and United Airlines ($244). The cheapest round-trip tickets were found on American Airlines ($263) and United Airlines ($393).

Which airlines fly non-stop between Key West and Boston?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Key West to Boston.
There is just one airline that flies from Key West to Boston direct and that is JetBlue. The best one-way deal found from JetBlue for the route is $198.

How many flights are there between Key West and Boston per day?

There is a maximum of 1 nonstop flight a day that takes off from Key West and lands in Boston, with an average flight time of 3h 28m. The most common departure time is 12:00 pm and most flights take off in the morning. Each week, there are 7 flights.

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

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.

What’s the earliest departure time from Key West to Boston?

Early birds can take the earliest flight from Key West at 12:00 pm and will be landing in Boston at 3:28 pm.

What’s the latest departure time from Key West to Boston?

If you prefer to fly at night, the latest flight from Key West to Boston jets off at 12:00 pm and lands at 3:28 pm.

Good to know

Low season

April

High season

November

Cheapest flight

$132
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 29% 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 $132 for a one-way ticket and $263 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, American Airlines, and Delta 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, and Star Alliance are the airline alliances operating flights between Key West and Boston, with oneworld 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.

  • 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.

See more FAQs

Top tips for finding a cheap flight from EYW to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $364 or less one-way and $585 or less round-trip.

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.
7.6
JetBlueOverall score based on 4692 reviews
7.9comfort
8.3crew
7.8boarding
7.2food
7.5entertainment
Airline reviews

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

6.0 GoodAnonymous, Mar 2024PBI - BOS
Read more about JetBlue reviews

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

Has been always great except flight cancelation in the past at very last minute waiting till 2am and we when have to beg for overnight accommodation

There were weather issues and coding problems whatever those refer to, but JetBlue, for two days in a row was unbelievably late. Several hours late, resulting in almost no sleep for passengers like me.

The plane was very hot. There were delays . Generally, the flight was great.

If jet blue is going to offer tv at every seat, fix the headphone connection so you can hear. Haven’t had a usable headphone jack in years

Plane is old and seats are worn. Add to it the plane was dirty. No plugs for laptop.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

Delayed flight, few announcements with information, no comps, cluster f boarding because zones weren’t spread out and announced loud and repeatedly, staff did their job -nothing more nothing less, annoying kids were speaking and kicking the heck out of the back of my seat and parents weren’t willing to parent… so another typical day of air travel in the US.,

Flight was delayed until Next day as crew timed out

The flight was great until towards the end when the flight attendant read an excessively long commercial for purchasing an american airlines credit card. The worst part is that we are doing a lot of traveling this year so i was actually interested in getting the credit card, but I was so annoyed with the long commercial that I completely dismissed the flight attendant bringing around the information. Next time, keep the sales pitch to 10 seconds and then pass around the brochures!!

I was able to get on standby with relative ease

6 plus hour delay with no explanation. No wheelchairs to transport us on arrival. Very disappointed.

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.

Food choice is limited, entertainment better than average, seat leg room terrible

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

Book cheap flights from Key West to Boston

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Key West to Boston found on KAYAK in the last 72 hours.
5/13Mon
1 stopAmerican Airlines
7h 52mEYW-BOS
$132
5/13Mon
2 stops
32h 44mEYW-BOS
$133
5/11Sat
2 stops
9h 30mEYW-BOS
$153
5/15Wed
2 stops
12h 25mEYW-BOS
$158
5/18Sat
2 stops
12h 45mEYW-BOS
$171
5/12Sun
1 stopAmerican Airlines
7h 52mEYW-BOS
$177
5/6Mon
2 stopsUnited Airlines
26h 52mEYW-BOS
$244
5/10Fri
2 stopsUnited Airlines
11h 23mEYW-BOS
$287
5/11Sat
1 stopDelta
6h 55mEYW-BOS
$309
4/21Sun
1 stopAllegiant Air
16h 01mEYW-BOS
$399

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Key West - Boston Flights

Departure:

Key West (EYW)United States

Destination:

Boston (BOS)United States

Return flight deals:

Boston - Key West

Cabin classes:

$6,047
$556