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Key West

$412+ Cheap flights from Caribbean to Key West (EYW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheap flight deals from Caribbean to Key West

Keep the following information in mind while searching for Caribbean to Key West flight deals. Data was last updated julio 3, 2025.

Round-trip from

$412
(American Airlines)
From Caribbean to Key West
Search Deals

Find flight deals from Caribbean to Key West

Cheapest flights from Caribbean to Key West
Explore the most affordable flight options available from Caribbean to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/167:05 pmSJU - EYW
2 stops16h 53mAmerican Airlines
sáb. 8/234:49 pmEYW - SJU
2 stops18h 20mAmerican Airlines
Deal found 7/2$412
This Mytrip deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/163:50 pmSJU - EYW
2 stops19h 51mMultiple Airlines
dom. 7/2010:02 amEYW - SJU
3 stops35h 07mMultiple Airlines
Deal found 7/1$545
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/44:55 pmSJU - EYW
2 stops20h 17mUnited Airlines
lun. 7/72:12 pmEYW - SJU
3 stops24h 32mUnited Airlines
Deal found 7/1$837

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean 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, Cheapflights users made 2,558,603 searches. Data last updated julio 3, 2025.
Use the filters below to find and compare flights from Caribbean to Key West that are best for you.

Fly from

Caribbean

Fly to

Key West

Route

Depart

Return

Price

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

sáb. 8/16

7:05 pm-11:58 am

2 stops16h 53m

Key West

sáb. 8/23

4:49 pm-11:09 am

2 stops18h 20m

$412

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

mié. 7/16

3:50 pm-11:41 am

2 stops19h 51m

Key West

dom. 7/20

10:02 am-9:09 pm

3 stops35h 07m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Caribbean to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Key West

What is the cheapest time of day to fly from CB to EYW?

Find hourly flight availability from Caribbean to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 3, 2025.

When flying from Caribbean to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated julio 3, 2025.
Peruse reviews from past customers who have flown with American Airlines from Caribbean to Key West to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Crew

8.0

Food

6.5

Comfort

7.2

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Crew

8.0

Food

6.5

Comfort

7.2

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Caribbean?

    Most people fly into Key West (EYW) if they book a flight to Key West from Caribbean. Key West is conveniently located just 2.6 mi from Key West’s city center.

  • Can I find deals for flights from Caribbean to Key West that include hotel bookings?

    Yes. In addition to deals on Caribbean to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Key West.

  • Can I find deals for business class flights from Caribbean to Key West?

    Yes. Cheapflights offers flight deals from Caribbean to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Key West?

    Currently, August is the cheapest month in which you can book a flight from Caribbean to Key West (average of $328). Flying from Caribbean to Key West in March is currently the most expensive (average of $492). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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