HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Key West

$495+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
abr. 30 — may. 71
mié. 4/30
mié. 5/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean to Key West with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 abril 25, 2025.

Round-trip from

$495
(American Airlines)

Popular in

June

Cheapest in

October

Average price

$394
From Caribbean to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
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 abril 25, 2025.

This American Airlines deal was found by Cheapflights users on 4/25. 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.
vie. 6/66:05 amSJU - EYW
1 stop12h 57mAmerican Airlines
lun. 6/911:20 amEYW - SJU
1 stop6h 45mAmerican Airlines
Deal found 4/25$495
This United Airlines deal was found by Cheapflights users on 4/25. 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.
jue. 6/52:05 amSJU - EYW
2 stops29h 55mUnited Airlines
lun. 6/96:45 pmEYW - SJU
3 stops29h 09mUnited Airlines
Deal found 4/25$653

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 abril 25, 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

vie. 6/6

6:05 am-7:02 pm

1 stop12h 57m

Key West

lun. 6/9

11:20 am-6:05 pm

1 stop6h 45m

$495

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

jue. 6/5

2:05 am-8:00 am

2 stops29h 55m

Key West

lun. 6/9

6:45 pm-11:54 pm

3 stops29h 09m

$653

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

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 abril 25, 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 abril 25, 2025.
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,685 reviews
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,685 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 $493). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Key West

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
LaGuardia to Orlando flights
Luis Munoz Marin Intl to Orlando flights
Los Angeles to Miami flights
John F Kennedy Intl to West Palm Beach flights
Newark to Tampa flights
Dallas/Fort Worth to Orlando flights
Baltimore to Miami flights
O'Hare Intl to Miami flights
Reagan-National to Miami flights
Los Angeles to Orlando flights
Boston to Orlando flights
Baltimore to Fort Lauderdale flights
Dallas/Fort Worth to Fort Lauderdale flights
Philadelphia to Orlando flights
John F Kennedy Intl to Tampa flights
O'Hare Intl to Orlando flights
Boston to Fort Lauderdale flights
Boston to Miami flights
Atlanta to Miami flights
Newark to West Palm Beach flights
Baltimore to Orlando flights
LaGuardia to Tampa flights
Dallas/Fort Worth to Miami flights
Los Angeles to Fort Lauderdale flights
Dulles Intl to Miami flights
Philadelphia to Miami flights
Philadelphia to Fort Lauderdale flights
Hobby to Orlando flights
O'Hare Intl to Fort Lauderdale flights
Reagan-National to Orlando flights
LaGuardia to West Palm Beach flights
Denver to Orlando flights
Ministro Pistarini to Miami flights
Boston to Tampa flights
Dulles Intl to Orlando flights
Bogotá to Miami flights
Lima to Miami flights
Hobby to Miami flights
Detroit to Fort Lauderdale flights
Charles de Gaulle to Miami flights
Atlanta to Fort Lauderdale flights
O'Hare Intl to Tampa flights

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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$278Average$414FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.