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Find cheap flights from Key West to Caribbean from $112

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 Caribbean departing on 11/5. 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
qua 6/12
qua 6/19

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Best Caribbean Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Nassau
Nassau1 stop$457

Good to know

Cheapest flight

$112
Flight from Key West to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Key West to Caribbean?

    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 Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean 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 Caribbean?

    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 Caribbean with an airline and back to Key West with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Key West to Caribbean?

    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 Caribbean 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 cheap flights to Caribbean

  • Morning departure is around 5% 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

Top airline flying from Key West to Caribbean

 
Need help choosing which airline to fly with from Key West to Caribbean? 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.
7.3
American AirlinesOverall score based on 14608 reviews
7.1Entertainment
7.6Boarding
7.2Comfort
8.0Crew
6.6Food
Airline reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

2.0 MediocreRoberto, May 2024MIA - DFW
Read more about American Airlines reviews

They gave my seat away although it was a connecting flight with them and the flight was a bit delayed.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Ac was broken so we deplaned, waited 2 hours, taxiing for takeoff they said the plane would not fly so we went back to the gate and got a new plane which took another hour. In all a 4 hour delay for an 80 min flight.

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 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

Terrible, oxygen masks were deployed mid-flight. We returned to airport. Took additional 12 hours to get home.

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

Book cheap flights from Key West to Caribbean

Recent round-trip flight deals

7/8seg
1 stopAmerican Airlines
7h 22mEYW-SJU
7/15seg
1 stopAmerican Airlines
12h 35mSJU-EYW
$305
7/8seg
1 stopAmerican Airlines
5h 21mEYW-SJU
7/15seg
1 stopAmerican Airlines
14h 05mSJU-EYW
$346
11/4seg
1 stopSilver Airways
22h 05mEYW-FPO
11/7qui
1 stopSilver Airways
4h 00mFPO-EYW
$366
11/4seg
2 stopsSilver Airways
13h 40mEYW-FPO
11/7qui
1 stopSilver Airways
4h 00mFPO-EYW
$428
7/8seg
1 stopAmerican Airlines
7h 22mEYW-SJU
7/14dom
1 stopAmerican Airlines
12h 04mSJU-EYW
$428
6/21sex
1 stopSilver Airways
18h 15mEYW-MHH
6/25ter
1 stopSilver Airways
25h 00mMHH-EYW
$449
7/3qua
1 stop
7h 55mEYW-NAS
7/7dom
1 stop
22h 35mNAS-EYW
$457
7/3qua
1 stop
9h 10mEYW-NAS
7/7dom
2 stops
20h 50mNAS-EYW
$513
7/8seg
1 stopUnited Airlines
8h 47mEYW-SJU
7/14dom
2 stopsUnited Airlines
13h 30mSJU-EYW
$768
7/8seg
2 stopsUnited Airlines
12h 37mEYW-SJU
7/14dom
2 stopsUnited Airlines
13h 30mSJU-EYW
$804

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Recent one-way flight deals

11/5ter
1 stopAmerican Airlines
7h 39mEYW-SJU
$112
11/5ter
1 stopAmerican Airlines
8h 02mEYW-SJU
$172
11/5ter
2 stopsAmerican Airlines
20h 44mEYW-SJU
$185
11/5ter
3 stopsUnited Airlines
25h 25mEYW-SJU
$349
11/5ter
3 stopsUnited Airlines
23h 45mEYW-SJU
$425

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Last minute flights from Key West to Caribbean

Last minute flight, train and bus deals

5/16qui
multi-stopAmerican Airlines
8h 33mEYW-SJU
5/20seg
multi-stopAmerican Airlines
25h 31mSJU-EYW
$563
5/16qui
multi-stopAmerican Airlines
16h 55mEYW-SJU
5/20seg
multi-stopAmerican Airlines
16h 12mSJU-EYW
$591
5/16qui
multi-stopAmerican Airlines
5h 12mEYW-SJU
5/19dom
multi-stopAmerican Airlines
11h 24mSJU-EYW
$594
5/16qui
multi-stopUnited Airlines
10h 06mEYW-SJU
5/19dom
multi-stopUnited Airlines
13h 35mSJU-EYW
$681
5/18sáb
multi-stopAmerican Airlines
4h 44mEYW-KIN
5/21ter
multi-stopAmerican Airlines
6h 48mKIN-EYW
$818
5/18sáb
multi-stopAmerican Airlines
27h 42mEYW-KIN
5/21ter
multi-stopAmerican Airlines
19h 30mKIN-EYW
$823
5/18sáb
multi-stopAmerican Airlines
8h 55mEYW-KIN
5/21ter
multi-stopAmerican Airlines
10h 31mKIN-EYW
$858
5/18sáb
multi-stopAmerican Airlines
20h 56mEYW-KIN
5/21ter
multi-stopAmerican Airlines
21h 04mKIN-EYW
$861

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Key West - Caribbean Flights

Departure:

Key West (EYW)United States

Return flight deals:

Caribbean - Key West

Cabin classes: