$127+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Jul 31 — Aug 71

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What is the cheapest month to fly from Key West to Caribbean?

Our data shows that May tends to be the cheapest month to fly to Caribbean from Key West. Users have commonly found prices around $478 for the month, but tickets can be as low as $245. Due to multiple factors, prepare for potentially higher prices in March.

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

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.

Cheap Key West to Caribbean flights in July & August 2024

Find cheap flight options from Key West to Caribbean specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 26, 2024.
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1011:20 amEYW - NAS
2 stops26h 00mSilver Airways
Fri 8/162:05 pmNAS - EYW
2 stops18h 10mSilver Airways
Deal found 7/24$471
This Expedia deal was found by Cheapflights users on 7/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/109:00 amEYW - NAS
2 stops29h 50mSilver Airways
Fri 8/163:35 pmNAS - EYW
1 stop24h 45mSilver Airways
Deal found 7/24$476
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1011:20 amEYW - NAS
1 stop23h 10mMultiple Airlines
Fri 8/167:15 amNAS - EYW
1 stop7h 20mMultiple Airlines
Deal found 7/24$483
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/59:00 amEYW - NAS
2 stops5h 50mSilver Airways
Mon 8/122:05 pmNAS - EYW
2 stops18h 10mSilver Airways
Deal found 7/24$510
This CheapOair deal was found by Cheapflights users on 7/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/113:20 pmEYW - NAS
2 stops19h 10mMultiple Airlines
Sun 8/184:00 pmNAS - EYW
1 stop22h 45mMultiple Airlines
Deal found 7/25$517
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/59:00 amEYW - NAS
2 stops5h 50mMultiple Airlines
Mon 8/124:00 pmNAS - EYW
1 stop22h 35mMultiple Airlines
Deal found 7/24$520
This CheapOair deal was found by Cheapflights users on 7/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/113:20 pmEYW - NAS
2 stops19h 10mMultiple Airlines
Sun 8/182:05 pmNAS - EYW
2 stops19h 10mMultiple Airlines
Deal found 7/25$525
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 8/52:19 pmEYW - NAS
1 stop3h 36mAmerican Airlines
Mon 8/1211:23 amNAS - EYW
1 stop7h 35mAmerican Airlines
Deal found 7/24$528
This Priceline deal was found by Cheapflights users on 7/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1111:20 amEYW - NAS
1 stop23h 10mMultiple Airlines
Sun 8/184:00 pmNAS - EYW
1 stop22h 45mMultiple Airlines
Deal found 7/25$603

Key West to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Key West and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 12/53:59 pmEYW - SJU
1 stop6h 04mAmerican Airlines
Mon 12/97:28 amSJU - EYW
1 stop12h 03mAmerican Airlines
Deal found 7/25$302
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/173:30 pmEYW - NAS
1 stop3h 45mMultiple Airlines
Thu 9/1911:30 amNAS - EYW
1 stop6h 55mMultiple Airlines
Deal found 7/24$401
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 12/53:59 pmEYW - SJU
1 stop4h 07mAmerican Airlines
Mon 12/97:28 amSJU - EYW
2 stops8h 40mAmerican Airlines
Deal found 7/25$422
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/173:30 pmEYW - NAS
2 stops20h 20mMultiple Airlines
Thu 9/197:15 amNAS - EYW
1 stop11h 10mMultiple Airlines
Deal found 7/24$432
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/183:30 pmEYW - NAS
1 stop3h 45mMultiple Airlines
Sat 9/219:30 amNAS - EYW
3 stops8h 55mMultiple Airlines
Deal found 7/24$439
This Delta deal was found by Cheapflights users on 7/24. 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 9/1212:37 pmEYW - NAS
1 stop23h 17mDelta
Mon 9/161:19 pmNAS - EYW
1 stop22h 23mDelta
Deal found 7/24$442
This deal was found by Cheapflights users on 7/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/121:46 pmEYW - NAS
1 stop4h 09mAmerican Airlines
Mon 9/163:01 pmNAS - EYW
2 stops21h 14mAmerican Airlines
Deal found 7/24$446
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1011:20 amEYW - NAS
2 stops26h 00mSilver Airways
Fri 8/162:05 pmNAS - EYW
2 stops18h 10mSilver Airways
Deal found 7/24$471
This Expedia deal was found by Cheapflights users on 7/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/109:00 amEYW - NAS
2 stops29h 50mSilver Airways
Fri 8/163:35 pmNAS - EYW
1 stop24h 45mSilver Airways
Deal found 7/24$476

One-way flights to Caribbean from Key West

Search for one-way flight options from Key West to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 26, 2024.
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 8/191:41 pmEYW - SJU
1 stop7h 39mAmerican Airlines
Deal found 7/25$127
This JetBlue deal was found by Cheapflights users on 7/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1211:20 amEYW - SJU
1 stop5h 29mJetBlue
Deal found 7/25$178
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 8/194:50 pmEYW - SJU
2 stops18h 19mAmerican Airlines
Deal found 7/25$183
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 8/124:50 pmEYW - SJU
2 stops18h 19mAmerican Airlines
Deal found 7/25$196
This American Airlines deal was found by Cheapflights users on 7/25. 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.
Thu 8/12:19 pmEYW - SJU
1 stop7h 22mAmerican Airlines
Deal found 7/25$222
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/15:13 pmEYW - SJU
2 stops18h 31mMultiple Airlines
Deal found 7/25$262
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/12:43 pmEYW - SJU
3 stops21h 45mMultiple Airlines
Deal found 7/25$317
This United deal was found by Cheapflights users on 7/25. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1210:50 amEYW - SJU
3 stops13h 07mUnited Airlines
Deal found 7/25$613

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 2,752,877 searches. Data last updated July 26, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$228 - $522

Route

Depart

Return

Price

Key WestSan Juan Luis Munoz Marin Intl

EYW - SJU

EYWSJU

Key West

Tue 1/21

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Sat 1/25

1 stop17h 29m

$228

Key WestSan Juan Luis Munoz Marin Intl

EYW - SJU

EYWSJU

Key West

Thu 12/5

1 stop6h 04m

San Juan Luis Munoz Marin Intl

Mon 12/9

1 stop12h 03m

$302

Key WestNassau Intl

EYW - NAS

EYWNAS

Key West

Tue 9/17

1 stop3h 45m

Nassau Intl

Thu 9/19

1 stop6h 55m

$401

Key WestSan Juan Luis Munoz Marin Intl

EYW - SJU

EYWSJU

Key West

Thu 12/5

1 stop4h 07m

San Juan Luis Munoz Marin Intl

Mon 12/9

2 stops8h 40m

$422

Key WestNassau Intl

EYW - NAS

EYWNAS

Key West

Tue 9/17

2 stops20h 20m

Nassau Intl

Thu 9/19

1 stop11h 10m

$432

Key WestNassau Intl

EYW - NAS

EYWNAS

Key West

Thu 9/12

1 stop23h 17m

Nassau Intl

Mon 9/16

1 stop22h 23m

$442

Key WestNassau Intl

EYW - NAS

EYWNAS

Key West

Sat 8/10

2 stops26h 00m

Nassau Intl

Fri 8/16

2 stops18h 10m

$471

Key WestSan Juan Luis Munoz Marin Intl

EYW - SJU

EYWSJU

Key West

Thu 12/5

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Sun 12/8

1 stop9h 55m

$512

Key WestSan Juan Luis Munoz Marin Intl

EYW - SJU

EYWSJU

Key West

Thu 12/5

2 stops32h 50m

San Juan Luis Munoz Marin Intl

Sun 12/8

1 stop10h 19m

$522

Flights are sorted by cheapest first

Deals found on 7/25

No data available for this route at this time. Please check back soon.

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.

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 July 26, 2024.
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

8.0
Very good
9,630 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.6
Good
3,996 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.4
Good
10,000 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.3
Good
10,000 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

6.1
Okay
278 reviews
8.0
Very good
9,630 reviews

Entertainment

8.0

Overall

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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.

  • Can I find flights from Key West to Caribbean for under $300 on Cheapflights?

    Yes, there are multiple flights from Key West to Caribbean for under $300. The cheapest flight booked recently is on American Airlines for just $228, but on average you can expect to pay $456.

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

    One-way options have recently been found by users for as low as $127 on American Airlines. Other airlines that offer cheap prices include JetBlue from $178 and United Airlines from $613 one-way.

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

  • What does EYW to SJU mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Key West Airport to San Juan Luis Munoz Marin Intl Airport flight would often be abbreviated as a EYW to SJU flight. Ready for more IATA code knowledge? These are related airports for your current travel destination: Santo Domingo Las Americas Airport (SDQ), Punta Cana Airport (PUJ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Santiago de los Caballeros Airport (STI).

  • Can I find deals for flights from Key West to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Key West to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Key West to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Key West to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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.

  • Can I find deals for flights from Key West to Caribbean that allow pets onboard?

    Many airlines flying from Key West to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Key West to Caribbean?

    Yes, you can often find last-minute deals on Key West to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Key West to Caribbean flight deals updated?

    The Key West to Caribbean flight deals you see on this page were last updated on 7/25.

  • 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 $245). Flying from Key West to Caribbean in March is currently the most expensive (average of $336). 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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Alternative routes for Key West to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.

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 2,752,877 searches. Data last updated July 26, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$321Average$527FlexibilityNo cancel feeOn-time71%

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