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Key West

$179+ Cheap flights from Caribbean Islands 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Key West

Keep the following information in mind while searching for Caribbean Islands to Key West flight deals. Data was last updated June 16, 2025.

Round-trip from

$374
(American Airlines)

One-way from

$179
(Mytrip)
From Caribbean Islands to Key West
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One-way flight from Caribbean Islands to Key West
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Find flight deals from Caribbean Islands to Key West

Cheapest flights from Caribbean Islands to Key West
Explore the most affordable flight options available from Caribbean Islands to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/15. 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.
Fri 10/241:55 pmSJU - EYW
1 stop5h 12mAmerican Airlines
Tue 10/2812:10 pmEYW - SJU
1 stop4h 10mAmerican Airlines
Deal found 6/15$374
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Fri 7/43:56 pmSJU - EYW
2 stops21h 16mUnited Airlines
Mon 7/72:12 pmEYW - SJU
3 stops46h 22mUnited Airlines
Deal found 6/15$1,197

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean Islands 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 June 16, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Key West that are best for you.

Fly from

Caribbean Islands

Fly to

Key West

Route

Depart

Return

Price

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 10/24

1:55 pm-7:07 pm

1 stop5h 12m

Key West

Tue 10/28

12:10 pm-4:20 pm

1 stop4h 10m

$374

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 7/4

3:56 pm-1:12 pm

2 stops21h 16m

Key West

Mon 7/7

2:12 pm-12:34 pm

3 stops46h 22m

$1,197

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 10/25

10:51 am-2:40 pm

1 stop27h 49m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Best time to book a flight from Caribbean Islands to Key West

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

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

Find hourly flight availability from Caribbean Islands 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 June 16, 2025.

When flying from Caribbean Islands 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 June 16, 2025.
United Airlines
7.4
Good
8,801 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.0

Overall

7.4

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
8,801 reviews
United Airlines
7.4
Good
8,801 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.0

Overall

7.4

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
8,801 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.0

Overall

7.4

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 Islands 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 Islands?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to Key West.

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Key West (average of $328). Flying from Caribbean Islands 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

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