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$180+ Cheap flights from Caribbean to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$327
(Trip.com)

One-way from

$180
(American Airlines)

Popular in

June

Cheapest in

October
From Caribbean to Key West
Search Deals
One-way flight from Caribbean to Key West
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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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 February 20, 2025.

This Trip.com deal was found by Cheapflights users on 2/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/66:30 amSJU - EYW
1 stop11h 45mMultiple Airlines
Mon 3/1010:00 amEYW - SJU
1 stop14h 15mMultiple Airlines
Deal found 2/19$327
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 3/205:00 amSJU - EYW
1 stop13h 49mAmerican Airlines
Thu 3/2711:47 amEYW - SJU
1 stop11h 53mAmerican Airlines
Deal found 2/20$334
This United Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 3/68:10 amSJU - EYW
2 stops26h 05mUnited Airlines
Mon 3/107:40 pmEYW - SJU
2 stops25h 42mUnited Airlines
Deal found 2/19$552
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:30 amSJU - EYW
1 stop7h 38mDelta
Mon 2/247:00 amEYW - SJU
1 stop6h 31mDelta
Deal found 2/19$572
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/53:26 amSJU - EYW
1 stop9h 30mJetBlue
Mon 3/1010:55 amEYW - SJU
1 stop8h 10mJetBlue
Deal found 2/19$597

Find flights from Caribbean to Key West within your budget

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 February 20, 2025.

Fly from

Caribbean

Fly to

Key West

Route

Depart

Return

Price

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 3/6

6:30 am-5:15 pm

1 stop11h 45m

Key West

Mon 3/10

10:00 am-12:15 am

1 stop14h 15m

$327

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 3/20

5:00 am-6:49 pm

1 stop13h 49m

Key West

Thu 3/27

11:47 am-11:40 pm

1 stop11h 53m

$334

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 3/6

8:10 am-9:15 am

2 stops26h 05m

Key West

Mon 3/10

7:40 pm-9:22 pm

2 stops25h 42m

$552

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 3/5

3:26 am-11:56 am

1 stop9h 30m

Key West

Mon 3/10

10:55 am-7:05 pm

1 stop8h 10m

$597

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 3/20

5:00 am-6:49 pm

1 stop13h 49m

$180

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 3/28

12:59 am-3:33 pm

3 stops38h 34m

$237

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 3/28

12:59 am-11:56 am

1 stop10h 57m

$266

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 3/28

1:05 am-3:45 pm

2 stops14h 40m

$280

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Caribbean to Key West

Get recent, data-driven insights about flights from Caribbean to Key West including ideal travel times, pricing trends, and more.

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 February 20, 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

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 February 20, 2025.
JetBlue
7.4
Good
3,070 reviews

Crew

8.1

Comfort

7.7

Entertainment

7.3

Overall

7.4

Boarding

7.6

Food

6.8

Reviews

1 / 20

4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

JetBlue
7.4
Good
3,070 reviews
JetBlue
7.4
Good
3,070 reviews

Crew

8.1

Comfort

7.7

Entertainment

7.3

Overall

7.4

Boarding

7.6

Food

6.8

Reviews

1 / 20

4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

United Airlines
7.4
Good
8,766 reviews
JetBlue
7.4
Good
3,070 reviews

Crew

8.1

Comfort

7.7

Entertainment

7.3

Overall

7.4

Boarding

7.6

Food

6.8

Reviews

1 / 20

4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

American Airlines
7.2
Good
10,000 reviews
JetBlue
7.4
Good
3,070 reviews

Crew

8.1

Comfort

7.7

Entertainment

7.3

Overall

7.4

Boarding

7.6

Food

6.8

Reviews

1 / 20

4.0
Okay

Anonymous,Feb 2025

BOS - SFO

Flight was delayed an hour due to a flight plan issue. Then additional fuel was needed. The crew did communicate well. Upon departure there was not food available for purchase, at least not by the time they got to row 23. Wifi didn't work consistently. Not the normal Jetblue experience. The Captain and crew were great though.

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.

  • What are the cheapest airlines to fly from Caribbean to Key West one-way?

    One-way options have recently been found by users for as low as $180 on American Airlines. Other airlines that offer cheap prices include JetBlue from $266 and United Airlines from $280 one-way.

  • 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 $510). 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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Top airline flying from Caribbean to Key West

Discover the top airline that operate flights from Caribbean to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$284Average$463FlexibilityNo cancel feeOn-time71%
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