EYW - BOS

Find Cheap Flights from Key West to Boston

Round-trip
Economy
Key West (EYW)
Boston Logan Intl
Sat 9/21
Sat 9/28
Any month
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Key West to Boston Flight Information

Flights Arrive in Boston Logan Intl
Flights Depart from Key West
Flight Price $258
Distance 1,375 miles
Airlines United Airlines, American Airlines, Delta, JetBlue

Good to Know

Average Price:
$326
(avg. price over the last 2 weeks)
Good Deal:
$269
or less (round trip)

When to Book Flights from Key West to Boston

Estimated round-trip price
Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $269 or less.
The cheapest flight from Key West to Boston was found 90 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
Morning departure is around 27% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Key West to Boston Flights

How long does a flight from Key West to Boston take?
There are no direct flights for this route listed on KAYAK, the shortest multi-flight duration is 5h 23m.
Which airlines provide the cheapest flights from Key West to Boston?
In the past 3 days, the cheapest round-trip tickets were found on United Airlines ($258), American Airlines ($277) and Delta ($288).
Do I need a passport to fly between Key West and Boston?
No.
What’s the cheapest day of the week to fly Key West to Boston?
For Key West to Boston, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Boston back to Key West, the best deals are generally found on Wednesday, with Tuesday being the most expensive.
Which airports will I be using when flying from Key West to Boston?
When flying out of Key West you will be using Key West, often referred to as Key West Airport. You will be landing at Boston Logan Intl, also known as Boston Airport.
How does KAYAK find such low flight prices?
KAYAK processes over 2 billion travel queries annually and displays results from hundreds of airlines and third party sites, allowing it to find a variety of flight prices and options. It also displays results from 2M+ properties along with rental cars, vacation packages, activities and millions of verified reviews so users can see as many available travel options as possible.
How can Hacker Fares save me money?
Hacker Fares allow you to combine one-way tickets on different airlines when it can save you money over a traditional round-trip ticket.
Does KAYAK query more flight providers than competitors?
Yes, KAYAK has access to more data and information than online travel agencies and consistently outperforms the competition in accuracy, globally.
How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a given destination and date is likely to change within 7 days, so travelers know whether to wait or book now.

Book cheap flights from Key West to Boston (round-trip)

Airports
Origin
Key West
$258
only
$258
Destination
Boston
$258
only
$258
Wed, Sep 11
EYW
Key West
BOS
Boston Logan Intl
6h 11m
Wed, Sep 18
BOS
Boston Logan Intl
EYW
Key West
6h 05m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 65,194 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
DEN
YYC
Excellent 9.0

Pros: Airplanes, entertainment, boarding, check in

Cons: Food, conections

SFO
FRA
Good 6.3

Cons: My luggage is missing. It would be better if it was not missing

TPA
EWR
Good 7.3

Pros: United crew

Cons: Weather. Maybe toss us free WiFi for making us sit on the tarmac for nearly 2 hours

DEN
BOI
Okay 4.0

Pros: Seat was nice

Cons: Was not asked for my ID on check in, Cold on plane, was not offered snacks, steward was chomping on his gum annoying...no in flight food offered, speaker system was loud and hard to hear

LAS
IAD
Mediocre 2.0

Cons: The seat was awful. Boarding was disorganized. Luggage retrieval was awful. They closed the ramp for a long time and then didn't communicate.

Thu, Sep 12
EYW
Key West
BOS
Boston Logan Intl
7h 26m
Mon, Sep 16
BOS
Boston Logan Intl
EYW
Key West
7h 45m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 40,890 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
DCA
MLB
Mediocre 2.0

Pros: Nothing. American is consistently terrible.

Cons: Flight pushed back on time, but then we sat on the tarmac for well over an hour. I'm sure they did that to fudge their on-time record. Totally lame.

DFW
HKG
Good 7.6

Pros: Hound crews are helpful in fixing up our seats

Cons: Provide more options for food. There were 2 vegan meals out of 3. Self serve counter provide more seats options and provide change seat function

BOS
PHX
Good 7.5

Pros: Flight was a little delayed, but not terribly so. Crew was friendly, airplane looked clean and fresh.

Cons: Entertainment on the plane (American Airlines Airbus A321) didn’t exist, unless you had the AA app and purchased the WiFi plan from the airline. Only food offered was a breakfast cookie for economy passengers.

MKE
ORD
Okay 5.5

Cons: The cabin was hot for the whole flight

PBI
PHL
Excellent 9.5

Pros: Areas of schede with flights. No incidents.

Cons: Oversold on the way out. Didnt affect me. It could have.

Wed, Oct 9
EYW
Key West
BOS
Boston Logan Intl
7h 50m
Wed, Oct 16
BOS
Boston Logan Intl
EYW
Key West
8h 20m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,299 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
TLH
ATL
Excellent 8.0

Pros: The flight was on time, with no unanticipated problems.

Cons: Traveling first class in the CRJ commuter planes is really just coach as it was 15 years ago.

ATL
LIM
Excellent 9.3

Cons: Less legroom than other airlines but have never flown to South America before

FAR
MSP
Okay 5.0

Cons: delays, delays yuck

DEN
MSP
Excellent 9.3

Pros: In flight entertainment

Cons: Food provided, other than snacks, would be a plus

FLL
ATL
Okay 4.3

Pros: The crew was light spirited. Took the angst out of the long stressful wait

Cons: Punctuality. Flight was 2 hours late

Thu, Aug 29
EYW
Key West
BOS
Boston Logan Intl
7h 16m
Wed, Sep 4
BOS
Boston Logan Intl
EYW
Key West
8h 31m
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 18,074 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
7.9
Food
7.8
AUS
BOS
Good 7.6

Cons: Newer plane with bigger screens

SJO
FLL
Excellent 10.0

Pros: An excellent crew makes the flight so much comfy.

Cons: Everything was fine.

FLL
MDE
Mediocre 2.0

Cons: I missed my original flight due to weather and JetBlue booked me on the next one but it wasn’t for another 24 hours. I only missed the flight by a few minutes but the crews were not communicating with each other that they had a passenger arriving for that flight. Because the delay was weather related, they wouldn’t provide accommodations. And it was 1 in the morning. So I missed a whole day of my trip and had to sleep in the airport. I will not be flying with JetBlue again.

BGI
JFK
Okay 4.6

Cons: Newer plane with less issues. Wasn’t comfortable at all and should be cleaner.

TPA
JFK
Good 6.6

Pros: Crew was perfect. Seats were comfortable. Flight was smooth

Cons: The TV screen was tiny and staticky. My tv was discolored but when I looked around others were also so it wasn’t just mine. Snack choices could have been better and they should offer you more than one small bag of chips

Wed, Dec 25
EYW
Key West
BOS
Boston Logan Intl
5h 23m
Wed, Jan 1
BOS
Boston Logan Intl
EYW
Key West
8h 20m
Trip: 8 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 40,890 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
CLT
GCM
Excellent 8.0

Pros: The crew was fantastic and very nicely got us into an earlier flight and allowed my wife and I to sit together for our 10th anniversary

Cons: The entertainment apps were difficult to use

PHL
ORD
Mediocre 2.0

Pros: This flight was fine

Cons: A bit too much taxiing but that's understandable at least

DCA
RDU
Mediocre 2.6

Cons: Honestly? Not much could have been worse. Long delays, rude employees, lost bag with no help at all a day later. Say on tarmac for 2 hours with no AC. A piece of the plane fell off onto me the flight attendant did zero I’ve also had some shining star experiences but this flight wasn’t one of them.

PHL
LHR
Mediocre 2.0

Pros: Kept us waiting at gate for 5 hours, the boarded us, then canceled flight and asked us to deplane. Only gave one meal voucher for two days.

Cons: After 2 hours of delay, cancel the flight and allow people to get sleep and give vouchers for 3 square meals as appropriate.

MIA
ORD
Good 7.6

Pros: Good flight

Fri, Jan 10
EYW
Key West
BOS
Boston Logan Intl
7h 45m
Mon, Jan 13
BOS
Boston Logan Intl
EYW
Key West
7h 11m
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 65,194 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
MSY
ORD
Good 7.2

Cons: Fruit & cheese tray unavailable

DEN
IAD
Mediocre 2.0

Pros: I missed my flight due to a delayed flight from denver to Washington. When I arrived I beg if there is a sooner flight to Geneva. They said no more. They book me another flight which has more connections. When I was waiting for my next flight there were actually more flight going and direct to Geneva before my flight. I even ask the gate personel if There is more seats avilable for one of those flight before my flight. They said yes but because I had a luggage it will take time to transfer my luggage and they will end up being delayed. United airlines is HORRIBLE!!! My flight were delayed and with that they should have more consideration for those costumers who were delayed. But instead of being kind and considerate. They had book me a later flight and the worse thing is the itenerary had more connections. Very Exhausting. The other costumer when we were in the line at the costumer service desk some people were given flight which are like 12 hrs away. How Horrible service. I WILL NOT FLY WITH UNITED AIRLINES AGAIN. Very POOR SERVICE.

SFO
ONT
Mediocre 2.0

Cons: The flight was delayed, the first most important part is to depart on time keeping in mind the customers schedule as well that are travelling with the airline. No communication between the airline and ground department, was not happy at all and probably not fly unites again. Also they charge bags?

IAD
PIT
Excellent 10.0

Cons: The changes of time and gates were disturbing.

EWR
SJU
Mediocre 3.3

Pros: Nothing

Cons: Not having so many delay and not seating on a plane for over an hour to take off.

Thu, Jan 23
EYW
Key West
BOS
Boston Logan Intl
6h 11m
Sun, Jan 26
BOS
Boston Logan Intl
EYW
Key West
7h 22m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,299 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
DEN
MSP
Excellent 9.3

Pros: In flight entertainment

Cons: Food provided, other than snacks, would be a plus

JFK
FCO
Good 7.6

Cons: Always need more room

ICN
SFO
Excellent 10.0

Pros: Excellent crew and clean aircraft

MSY
ATL
Excellent 10.0

Pros: They were awesome

Cons: Nothing I was at my best on the best airline and crew

TLH
ATL
Excellent 8.0

Pros: The flight was on time, with no unanticipated problems.

Cons: Traveling first class in the CRJ commuter planes is really just coach as it was 15 years ago.

Wed, Jan 8
EYW
Key West
BOS
Boston Logan Intl
5h 23m
Tue, Jan 14
BOS
Boston Logan Intl
EYW
Key West
7h 29m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 40,890 reviews
Overall
7.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Entertainment
6.8
Food
6.7
LGA
DFW
Okay 4.3

Cons: Delays

DFW
MGM
Excellent 10.0

Pros: Great Crew

Cons: Was a great flight

ORD
LAS
Good 6.0

Pros: Good flight

Cons: Delays

ATH
ORD
Good 6.0

Pros: The flight and crew were very nice

Cons: Delays

DFW
CUN
Excellent 9.6

Pros: Crew was fantastic but seats lack padding which agrivated my tailbone.

Cons: A second beverage service would have nice.

Fri, Aug 30
EYW
Key West
BOS
Boston Logan Intl
7h 11m
Thu, Sep 12
BOS
Boston Logan Intl
EYW
Key West
8h 24m
Trip: 14 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 26,299 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.5
KEF
MSP
Excellent 9.0

Pros: The staff was amazing

Cons: I had a very large (over weight person sitting next to me. She occupied about 6 inches of my seat. It was quite uncomfortable. Did my best to be very polite and accommodating but it was terribly uncomfortable and closterphobic.

SAV
JFK
Good 7.6

Pros: Courteous crew.

PIT
JFK
Okay 5.5

Pros: There was an incredibly large passenger next to me and I was essentially afforded only a quarter of my seat. It is not really fair for anyone to have to sit next to someone taking up twice their seat.

LGA
MIA
Good 7.6

Pros: We got earlier than expected to our destination

Cons: Perhaps educate passengers on the new Delta process of boarding. Too many passengers where disorganized; the crew tried very cars to direct people

RSW
ATL
Excellent 8.5

Cons: We always board with Sky Priority but the agent took us off the line until Comfort Plus boarded. It was embarrassing to my husband and myself.

Wed, Aug 28
EYW
Key West
BOS
Boston Logan Intl
7h 11m
Tue, Sep 10
BOS
Boston Logan Intl
EYW
Key West
5h 59m
Trip: 14 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 65,194 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
CUN
IAH
Okay 4.6

Cons: The cabin was so hot it was miserable!

LAS
IAD
Mediocre 2.0

Cons: The seat was awful. Boarding was disorganized. Luggage retrieval was awful. They closed the ramp for a long time and then didn't communicate.

MCO
EWR
Good 6.8

Cons: Better communication about the constant delays

SFO
DEN
Okay 4.0

Cons: Check in was slow, I had to pay $130 for 4lbs of overweight bag, $200 to change a flight, they screwed up the first change and almost charged $200 more until I asked them to review the “quality assurance” call, the flight was delayed because they had to find a new crew, and again because of a part.

CLT
IAD
Good 7.6

Pros: Decent crew

Cons: Seat pitch and comfort. Food utensils VERY flimsy

Thu, Aug 29
EYW
Key West
BOS
Boston Logan Intl
8h 10m
Wed, Sep 11
BOS
Boston Logan Intl
EYW
Key West
7h 18m
Trip: 14 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 65,194 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.6
Food
6.5
LAX
LHR
Good 7.6

Pros: Seat was comfortable with plenty of legroom. Crew were extremely friendly and accommodating. Flight was a little late leaving but made up list time and arrived on time.

Cons: Seats were too narrow, not enough restrooms.

EWR
ZRH
Mediocre 2.0

Pros: first flight was cancelled: second flight was 4 hours late so I did not get on it because I would miss connections and any later flight would put into Kiev at 1 AM... thus 3 nights with no sleep. I then cancelled.

Cons: first cancellation was understandable but everything after that was a fiasco including waiting 11 hours in Customer Service line to rebook cancelled flight.

BRU
IAD
Excellent 8.6

Cons: Making enough room for the seat to relax especially the long flight

DEN
MFR
Excellent 8.4

Cons: Drink service was extremely slow on this flight.

IAD
PIT
Excellent 10.0

Cons: The changes of time and gates were disturbing.

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