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$225+ Cheap flights from Key West (EYW) to Caribbean

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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Cheap flight deals from Key West to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$509
(American Airlines)

One-way from

$225
(Kiwi.com)
From Key West to Caribbean
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One-way flight from Key West to Caribbean
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Find flight deals from Key West to Caribbean

Cheapest flights from Key West to Caribbean
Explore the most affordable flight options available from Key West to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This Trip.com deal was found by Cheapflights users on 12/22. 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 12/263:05 pmEYW - SJU
1 stop10h 59mMultiple Airlines
Wed 1/13:54 amSJU - EYW
1 stop11h 26mMultiple Airlines
Deal found 12/22$648
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/2610:29 amEYW - SJU
1 stop12h 57mAmerican Airlines
Thu 1/26:50 pmSJU - EYW
1 stop16h 02mAmerican Airlines
Deal found 12/23$794
This JetBlue deal was found by Cheapflights users on 12/22. 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.
Sun 12/2910:55 amEYW - SJU
1 stop6h 01mJetBlue
Sat 1/43:00 amSJU - EYW
1 stop8h 10mJetBlue
Deal found 12/22$886
This United Airlines deal was found by Cheapflights users on 12/22. 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 12/262:22 pmEYW - SJU
1 stop9h 14mUnited Airlines
Wed 1/12:05 amSJU - EYW
2 stops17h 50mUnited Airlines
Deal found 12/22$1,126

Find flights from Key West to Caribbean within your budget

Customize your flight search to find flights from Key West to Caribbean 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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 1/5

10:29 am-8:18 pm

1 stop8h 49m

San Juan Luis Munoz Marin Intl

Fri 1/10

6:15 am-6:51 pm

1 stop13h 36m

$509

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 1/5

7:40 pm-2:40 pm

2 stops18h 00m

San Juan Luis Munoz Marin Intl

Fri 1/10

7:45 am-4:01 pm

1 stop9h 16m

$682

Key WestFreeport

EYW - FPO

EYWFPO

Key West

Thu 2/6

10:55 am-11:20 am

1 stop24h 25m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Best time to book a flight from Key West to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Key West 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 Key West to Caribbean

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

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

Find hourly flight availability from Key West to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2024.

When flying from Key West to Caribbean, 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 Caribbean by month

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

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated December 23, 2024.
United Airlines
7.4
Good
9,022 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

United Airlines
7.4
Good
9,022 reviews
United Airlines
7.4
Good
9,022 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
9,022 reviews

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

Boarding

7.7

Food

6.7

Reviews

1 / 10

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from Key West to Caribbean. 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 from for flights from Key West to Caribbean?

    For a flight from Key West to Caribbean, you will be flying from Key West. Key West (EYW) is just 2.6 mi from the center of the city.

  • What are the most popular routes from Key West to Caribbean?

    When deciding which route to take from Key West to Caribbean consider Key West - San Juan Luis Munoz Marin Intl, Key West - Nassau Intl or Key West - Marsh Harbour as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Caribbean 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 Key West to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Key West to Caribbean (average of $254). Flying from Key West to Caribbean in March is currently the most expensive (average of $380). 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.

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Top airline flying from Key West to Caribbean

Discover the top airline that operate flights from Key West to Caribbean. 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$246Average$495FlexibilityNo cancel feeOn-time71%
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