Find Cheap Flights from White Plains Westchester County to Key West (HPN - EYW)

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Good to Know

Average Price:
$535
(avg. price over the last 2 weeks)
Good Deal:
$415
or less (round trip)

When to Book Flights from White Plains Westchester County to Key West

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 $415 or less.
The cheapest flight from White Plains Westchester County to Key West was found 33 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 47% 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 White Plains Westchester County to Key West Flights

How long does a flight from White Plains Westchester County to Key West take?
An average nonstop flight takes 5h 17m, covering a distance of 1232 miles.
Which airlines provide the cheapest flights from White Plains Westchester County to Key West?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines ($355), Multiple Airlines ($375) and JetBlue ($596).
Do I need a passport to fly between White Plains Westchester County and Key West?
No.

Book cheap flights from White Plains Westchester County to Key West (round-trip)

Airports
Origin
White Plains
$355
only
$355
Destination
Key West
$355
only
$355
Tue, Jan 9
HPN
EYW
5h 39m
Sat, Jan 13
EYW
HPN
7h 50m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

BNA
DFW
Good 7.3

Everything else

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

ORD
LAX
Excellent 9.5

Easy, smooth.

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

Thu, Feb 1
HPN
EYW
12h 55m
Mon, Feb 5
EYW
HPN
22h 30m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, May 17
HPN
EYW
5h 49m
Sun, May 20
EYW
HPN
5h 56m
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

JFK
ABQ
Good 7.3

I know it's hard to make a 14+ hour flight in economy enjoyable, but more varied food selections and better/more current movies to choose from would have helped.

BOS
PBI
Excellent 8.3

my attendant

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

MCO
DCA
Excellent 10.0

Left on time and arrived early both ways.

Tue, Jan 2
HPN
EYW
5h 40m
Mon, Jan 8
EYW
HPN
5h 33m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
CDG
Mediocre 2.0

Nothing. From the plane to the awful delay and poor service.

Lack of communication. Old plane, no comfort and 6 HOURS DELAYED. Truly disappointed by the airline

BNA
DFW
Good 7.3

Everything else

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

ORD
LAX
Excellent 9.5

Easy, smooth.

LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

Mon, Dec 18
HPN
EYW
7h 49m
Fri, Dec 22
EYW
HPN
11h 30m
Trip: 5 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
LHR
Excellent 9.2

Easy and efficient boarding for a busy flight. Efficient, attentive and intuitive cabin crew. Good in-flight entertainment and facilities.

The aircraft was extremely cold throughout the duration of the flight. Of all of the long haul airlines I've flown with, I find that American Airlines offers the least leg room.

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

ATL
CLT
Excellent 9.6

The flight was late

LAX
AKL
Okay 5.6

Smooth operation, on time

Seat pitch on the plane unbelievably cramped. When seats are so close that if you drop something on the floor you have to be a contortionist to get it, you know it's a problem NEVER fly the 787-900 economy.

BNA
DFW
Good 7.3

Everything else

Fri, Dec 29
HPN
EYW
5h 29m
Wed, Jan 3
EYW
HPN
5h 19m
$1056
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

LGA
ORD
Excellent 10.0

Flight was on time. Boarded quickly with no fuss.

ZAG
CDG
Good 6.0

Old plane, bad food & old crew

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

JFK
YYZ
Excellent 10.0

The staff is very friendly. Most pleasant airline I've flown with.

Sat, Mar 17
HPN
EYW
5h 17m
Fri, Mar 23
EYW
HPN
6h 28m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
BNA
DFW
Good 7.3

Everything else

YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

JFK
MXP
Mediocre 2.6

Plane was old and dirty, seat pocket had junk in it. Seat was broken and couldn’t stay up. In flight movies were from few years back with a center tv and no head rest screen. Crew on overseas flights tend to be older in age and less tolerant..much better on continental on the same route.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

ORD
LAX
Excellent 9.5

Easy, smooth.

Wed, Mar 28
HPN
EYW
5h 29m
Tue, Apr 3
EYW
HPN
4h 34m
Trip: 7 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 26055 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
YUL
MIA
Excellent 10.0

First time flyer with American airlines and the service was impeccable

Nothing to dislike

CLT
SJU
Mediocre 3.3

Direct flight

Horrible customer service, excessive baggage fees, rude counter staff, no leg room, narrow seats

BNA
DFW
Good 7.3

Everything else

CLE
JFK
Mediocre 3.3

Plane was dirty and crew inattentive.

SFO
DFW
Excellent 10.0

On time. Comfortable seat. Courteous crew. Easy transfer.

Tue, Jan 2
HPN
EYW
6h 07m
Sat, Jan 6
EYW
HPN
6h 30m
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SEA
JFK
Excellent 8.0

no power outlets

FLL
KIN
Okay 4.0

The flight attendants were pleasant and courteous

The boarding was delayed and the boarding area was crowded, Boarding was delayed due to high number of wheelchair passengers. I was seated in an Even More Space seat, yet was placed beside a woman who was obviously suffering from some degenerative condition, and was slumped over towards my seat. The result was that I was uncomfortable the whole way back to Kingston.

PHX
JFK
Good 7.6

The staff is friendlier than most airlines. More room than American.

Screaming child entire flight. Not sure there is a solution. But, for a redeye, trying to get sleep before a days work, not great.

MCO
PVD
Excellent 10.0

Great flight great experience

Long lines at TSA checkpoint.

BOS
PBI
Excellent 8.3

my attendant

Fri, Dec 29
HPN
EYW
5h 29m
Mon, Jan 1
EYW
HPN
5h 10m
$1297
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14257 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
BWI
JFK
Mediocre 3.6

There was a change in our flight. According to Delta you didn't confirm every leg of our flight and the plane was over booked.

JFK
ATL
Excellent 8.3

We had the best flight attendant ever! Her name was Sharon on Eandeavor / Delta Cnx, and she made the experience the best flight I've experienced. Thanks Sharon for being awesome!

window seat in back didn't have window

ATL
DFW
Excellent 10.0

My entire flight experience was delightful. Was dry impressed with the staff both at Hartsfield-Jackson and DFW...and our flight crew was positively sublime.

ATL
ABE
Okay 4.0

Long wait for de-Icing. Got on and off the plane 3 times. First wait was 1 hour, but plane aborted takeoff. Second plane waited at gate with all aboard for 2-1/2 hours and never got slot and de-planed. Third plane waited 1-1/2 hours for de-Icing and finally we were headed home. Arrived 8.5 hours after schedule.

SEA
LAX
Okay 5.3

Mu seat!

My baggage took for to long to arrive

Thu, Dec 28
HPN
EYW
6h 43m
Mon, Jan 1
EYW
HPN
6h 16m
$1819
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 7213 reviews
Overall
8.2
Boarding
8.3
Comfort
8.3
Crew
8.6
Entertainment
8.0
Food
7.8
SFO
FLL
Good 7.0

Once again the system for my seat did not work. Fortunately, the middle seat was empty and I wa able to watch that screen.

Entertainment System did not work at my seat. WiFi signal was not strong enough for me to watch any videos on my device.

FLL
RDU
Excellent 8.3

The departure and arrival times were accurate. Actually we arrived about 15 minutes early.

There was only one individual checking people boarding. Two individuals at the boarding gate would have been even more efficient.

BOS
DCA
Mediocre 2.0

There was a huge glitch in your ticketing, resulting in me confirming the same ticket 3 times. After calling Jetblue for customer service per your advice, they first suggested to give Jetblue credits for extra tickets. When I insisted that the issue was solely caused by kayak-jetblue ticketing connection issues, they supervisor approved to cancel 2 credit card payments... BUT I have to wait for 2 weeks to see the cancellation on my credit card. Unfair and ridiculous, if you as me.

BOS
PBI
Excellent 8.3

my attendant

SEA
JFK
Excellent 8.0

no power outlets

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