Cheap flights from Islip, New York to Key West from $265

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Islip, New York to Key West departing on 12/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 am - 8:15 amISP-EYW
26h 15m1 stop
Multiple Airlines Logo
8:55 am - 9:13 amEYW-ISP
24h 18m1 stop
$265Multiple Airlines
Find Deal
Wed, Dec 10 - Sun, Dec 14
Multiple Airlines Logo
6:15 am - 9:17 amISP-EYW
27h 02m1 stop
Multiple Airlines Logo
8:55 am - 11:00 amEYW-ISP
50h 05m2 stops
$287Multiple Airlines
Find Deal
Sun, Dec 21 - Sun, Dec 28
Multiple Airlines Logo
11:55 am - 12:26 pmISP-EYW
24h 31m2 stops
Multiple Airlines Logo
10:06 am - 7:45 pmEYW-ISP
9h 39m1 stop
$288Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
8:40 pm - 12:26 pmISP-EYW
15h 46m1 stop
Multiple Airlines Logo
10:06 am - 7:45 pmEYW-ISP
9h 39m1 stop
$302Multiple Airlines
Find Deal
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
11:55 am - 9:09 amISP-EYW
21h 14m2 stops
Multiple Airlines Logo
1:06 pm - 7:11 pmEYW-ISP
6h 05m1 stop
$305Multiple Airlines
Find Deal
Sun, Mar 8 - Fri, Mar 13
Multiple Airlines Logo
6:00 am - 7:07 amISP-EYW
25h 07m1 stop
Multiple Airlines Logo
9:49 am - 11:10 amEYW-ISP
25h 21m2 stops
$310Multiple Airlines
Find Deal
Fri, Jan 2 - Fri, Jan 9
Multiple Airlines Logo
6:00 am - 8:15 amISP-EYW
26h 15m1 stop
Multiple Airlines Logo
12:20 pm - 9:13 amEYW-ISP
20h 53m2 stops
$318Multiple Airlines
Find Deal
Wed, Dec 10 - Sun, Dec 14
Multiple Airlines Logo
8:19 pm - 12:26 pmISP-EYW
16h 07m1 stop
Multiple Airlines Logo
1:06 pm - 7:11 pmEYW-ISP
6h 05m1 stop
$331Multiple Airlines
Find Deal
Sun, Mar 8 - Fri, Mar 13
Multiple Airlines Logo
6:15 am - 9:17 amISP-EYW
27h 02m1 stop
Multiple Airlines Logo
8:55 am - 1:09 pmEYW-ISP
28h 14m1 stop
$342Multiple Airlines
Find Deal
Sun, Dec 21 - Sun, Dec 28
Multiple Airlines Logo
6:00 am - 7:07 amISP-EYW
25h 07m1 stop
Multiple Airlines Logo
11:04 am - 11:10 amEYW-ISP
24h 06m1 stop
$356Multiple Airlines
Find Deal
Fri, Jan 2 - Fri, Jan 9

Breeze Airways flights from Islip, New York to Key West

Our best Breeze Airways deals on Islip, New York to Key West flight tickets
Breeze Airways
Jan 24
ISP11:50 amIslip Long Island
22h 31m
2 stops
EYW10:21 amKey West
Jan 31
EYW10:49 amKey West
24h 26m
2 stops
ISP11:15 amIslip Long Island
Breeze Airways
Mar 8
ISP11:55 amIslip Long Island
21h 14m
2 stops
EYW9:09 amKey West
Mar 13
EYW9:49 amKey West
25h 28m
2 stops
ISP11:17 amIslip Long Island
Breeze Airways
Jan 2
ISP8:47 pmIslip Long Island
37h 32m
2 stops
EYW10:19 amKey West
Jan 9
EYW9:49 amKey West
25h 21m
2 stops
ISP11:10 amIslip Long Island

momondo Fare Finder

 
Customize your flight search to find flights from Islip, New York to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Islip, New York to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Wed 12/10

6:00 am-8:15 am

1 stop26h 15m

Key West

Sun 12/14

8:55 am-9:13 am

1 stop24h 18m

$265

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 12/21

6:15 am-9:17 am

1 stop27h 02m

Key West

Sun 12/28

8:55 am-11:00 am

2 stops50h 05m

$287

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 1/8

11:55 am-12:26 pm

2 stops24h 31m

Key West

Sun 1/11

10:06 am-7:45 pm

1 stop9h 39m

$288

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Thu 1/8

8:40 pm-12:26 pm

1 stop15h 46m

Key West

Sun 1/11

10:06 am-7:45 pm

1 stop9h 39m

$302

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 3/8

11:55 am-9:09 am

2 stops21h 14m

Key West

Fri 3/13

1:06 pm-7:11 pm

1 stop6h 05m

$305

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Fri 1/2

6:00 am-7:07 am

1 stop25h 07m

Key West

Fri 1/9

9:49 am-11:10 am

2 stops25h 21m

$310

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Wed 12/10

6:00 am-8:15 am

1 stop26h 15m

Key West

Sun 12/14

12:20 pm-9:13 am

2 stops20h 53m

$318

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 3/8

8:19 pm-12:26 pm

1 stop16h 07m

Key West

Fri 3/13

1:06 pm-7:11 pm

1 stop6h 05m

$331

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Sun 12/21

6:15 am-9:17 am

1 stop27h 02m

Key West

Sun 12/28

8:55 am-1:09 pm

1 stop28h 14m

$342

IslipKey West

ISP - EYW

ISPEYW

Islip Long Island

Fri 1/2

6:00 am-7:07 am

1 stop25h 07m

Key West

Fri 1/9

11:04 am-11:10 am

1 stop24h 06m

$356

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Islip, New York to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Islip, New York is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $439. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Islip, New York to Key West for around $623.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is in the afternoon. momondo users have found flights departing from Islip, New York to Key West in the afternoon for as low as $348. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the evening, with an average ticket price of $686. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Islip, New York to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Islip, New York to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Islip, New York to Key West (ISP to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Islip, New York to Key West

Fastest flight time

19h 27m

Direct flights

None
The fastest flight from Islip, New York to Key West takes 19h 27m
There are no direct flights from Islip, New York to Key West. There are no popular flight routes from Islip, New York to Key West.
  • How far is Islip Long Island to Key West by plane?

    There are 1221.8 mi between Islip Long Island and Key West. Flights usually cover this in 15h 46m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Islip Long Island Airport to Key West Airport?

    Prices for flights from Islip Long Island Airport to Key West Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Islip Long Island Airport to Key West Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Islip Long Island Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The necessary travel and health documents for your Key West Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Islip to Key West?

It is quick and easy to find Islip to Key West flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Key West that suits you.

Can I find flights from Islip to Key West with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Key West from Islip with this policy.

How can momondo help me find flights from Islip to Key West?

Once you have performed a search for Islip to Key West flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Islip to Key West right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Islip to Key West flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Fri 12/26
Fri 1/2

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