Cheap flights from Caribbean to Key West from $390

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Key West departing on 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Caribbean to Key West

Cheap round-trip flights

American Airlines Logo
7:05 am - 7:22 pmSJU-EYW
12h 17m1 stop
American Airlines Logo
7:53 pm - 12:05 pmEYW-SJU
15h 12m1 stop
$390American Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
7:05 am - 9:56 pmSJU-EYW
14h 51m2 stops
American Airlines Logo
7:53 pm - 12:05 pmEYW-SJU
15h 12m1 stop
$600American Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
4:50 pm - 3:04 pmSJU-EYW
46h 14m3 stops
United Airlines Logo
4:00 pm - 9:00 pmEYW-SJU
28h 00m1 stop
$913United Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
 Logo
1:05 am - 2:04 pmSJU-EYW
12h 59m1 stop
 Logo
3:00 pm - 12:05 pmEYW-SJU
44h 05m2 stops
$1,500
Find Deal
Fri, Oct 31 - Sat, Nov 8
 Logo
1:05 am - 3:19 pmSJU-EYW
14h 14m2 stops
 Logo
3:00 pm - 11:50 amEYW-SJU
43h 50m2 stops
$2,391
Find Deal
Fri, Oct 31 - Sat, Nov 8
 Logo
4:50 pm - 3:04 pmSJU-EYW
22h 14m3 stops
 Logo
3:00 pm - 12:05 pmEYW-SJU
44h 05m2 stops
$2,427
Find Deal
Sat, Nov 1 - Sat, Nov 8

American Airlines flights from Caribbean to Key West

Our best American Airlines deals on Caribbean to Key West flight tickets
American Airlines
Nov 1
SJU7:05 amSan Juan Luis Munoz Marin Intl
12h 17m
1 stop
EYW7:22 pmKey West
Nov 8
EYW7:53 pmKey West
15h 12m
1 stop
SJU12:05 pmSan Juan Luis Munoz Marin Intl
American Airlines
Nov 1
SJU7:05 amSan Juan Luis Munoz Marin Intl
14h 51m
2 stops
EYW9:56 pmKey West
Nov 8
EYW7:53 pmKey West
15h 12m
1 stop
SJU12:05 pmSan Juan Luis Munoz Marin Intl

momondo 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, momondo users made 832,500 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Caribbean to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 11/1

7:05 am-7:22 pm

1 stop12h 17m

Key West

Sat 11/8

7:53 pm-12:05 pm

1 stop15h 12m

$390

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 11/1

7:05 am-9:56 pm

2 stops14h 51m

Key West

Sat 11/8

7:53 pm-12:05 pm

1 stop15h 12m

$600

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 11/1

4:50 pm-3:04 pm

3 stops46h 14m

Key West

Sat 11/8

4:00 pm-9:00 pm

1 stop28h 00m

$913

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 10/31

1:05 am-2:04 pm

1 stop12h 59m

Key West

Sat 11/8

3:00 pm-12:05 pm

2 stops44h 05m

$1,500

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 10/31

1:05 am-3:19 pm

2 stops14h 14m

Key West

Sat 11/8

3:00 pm-11:50 am

2 stops43h 50m

$2,391

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 11/1

4:50 pm-3:04 pm

3 stops22h 14m

Key West

Sat 11/8

3:00 pm-12:05 pm

2 stops44h 05m

$2,427

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Key West from

How to get the cheapest flight ticket from Caribbean to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Caribbean is on a Thursday. momondo users have found tickets for Thursday departures for as low as $423. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Caribbean to Key West for around $703.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is in the morning. momondo users have found flights departing from Caribbean to Key West in the morning for as low as $478. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly at noon, with an average ticket price of $633. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Caribbean to Key West flights?

You could potentially save up to 19% on your flight if you consider stops on a Caribbean to Key West flight.

Cheap Caribbean to Key West flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean to Key West

Direct flights

None
There are no direct flights from Caribbean to Key West. There are no popular flight routes from Caribbean to Key West.
  • When did momondo last update prices for flights from Caribbean to Key West Airport?

    Prices for flights from Caribbean to Key West Airport refresh daily.

  • How many operators does momondo search for flights from Caribbean to Key West Airport?

  • How old do you have to be to fly from Caribbean to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The necessary travel and health documents for your Key West Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Key West

Compare and see reviews for airlines that fly from Caribbean to Key West with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $393Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean to Key West?

It is quick and easy to find Caribbean to Key West flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Key West that suits you.

Can I find flights from Caribbean to Key West with flexible booking policies on momondo?

Flights from Caribbean to Key West with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Caribbean to Key West?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Key West from Caribbean.

I’m not ready to book a flight from Caribbean to Key West right now. Can momondo alert me if prices change?

Price alerts on flights to Key West from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/2
Tue 9/9

Find better results for your trip to the United States