What is the cheapest airline that flies from Key West to Caribbean?

American Airlines and United Airlines are the most popular carriers operating from Key West to Caribbean

When did momondo last update prices for flights from Key West Airport to Caribbean?

Prices for flights from Key West Airport to Caribbean are refreshed on a daily basis.

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

The number of operators available for flights from Key West Airport to Caribbean is 1 as of September 2025.

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

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 Key West Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$189 Cheap Flights from Key West to Caribbean in 2025

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Find the cheapest flights from Key West to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

4:37 pm - 11:06 amEYW-SJU

18h 29m2 stops

11:56 am - 7:22 pmSJU-EYW

7h 26m1 stop

$385American Airlines

Find Deal

Wed, Oct 22 - Mon, Oct 27

11:25 am - 6:14 pmEYW-SJU

6h 49m1 stop

1:35 pm - 7:22 pmSJU-EYW

5h 47m1 stop

$425American Airlines

Find Deal

Wed, Oct 1 - Mon, Oct 6

3:45 pm - 11:11 amEYW-SJU

19h 26m2 stops

1:37 pm - 6:59 pmSJU-EYW

5h 22m1 stop

$445American Airlines

Find Deal

Wed, Sep 24 - Mon, Sep 29

6:17 pm - 12:47 pmEYW-SJU

18h 30m2 stops

3:55 pm - 11:13 amSJU-EYW

19h 18m2 stops

$465American Airlines

Find Deal

Wed, Sep 24 - Mon, Sep 29

5:47 pm - 10:05 amEYW-NAS

16h 18m1 stop

7:45 am - 7:22 pmNAS-EYW

11h 37m1 stop

$480American Airlines

Find Deal

Tue, Oct 14 - Tue, Oct 21

3:12 pm - 11:57 pmEYW-SJU

8h 45m1 stop

7:30 am - 1:52 pmSJU-EYW

30h 22m3 stops

$737United Airlines

Find Deal

Wed, Oct 22 - Mon, Oct 27

3:12 pm - 11:57 pmEYW-SJU

8h 45m1 stop

1:05 am - 3:19 pmSJU-EYW

14h 14m2 stops

$841United Airlines

Find Deal

Wed, Oct 22 - Sun, Oct 26

3:00 pm - 1:17 pmEYW-SJU

21h 17m2 stops

8:10 am - 3:19 pmSJU-EYW

32h 09m1 stop

$1,109United Airlines

Find Deal

Mon, Nov 24 - Sat, Nov 29

12:07 pm - 10:35 amEYW-NAS

22h 28m1 stop

2:32 pm - 11:22 amNAS-EYW

20h 50m2 stops

$1,451JetBlue

Find Deal

Thu, Feb 12 - Tue, Feb 17

12:07 pm - 9:17 amEYW-NAS

21h 10m2 stops

2:32 pm - 11:22 amNAS-EYW

20h 50m2 stops

$1,593JetBlue

Find Deal

Thu, Feb 12 - Tue, Feb 17

American Airlines flights from Key West to Caribbean

Our best American Airlines deals on Key West to Caribbean flight tickets

American Airlines

Oct 22

EYW4:37 pmKey West

18h 29m

2 stops

SJU11:06 amSan Juan Luis Munoz Marin Intl

Oct 27

SJU11:56 amSan Juan Luis Munoz Marin Intl

7h 26m

1 stop

EYW7:22 pmKey West

$385

Find similar

American Airlines

Oct 1

EYW11:25 amKey West

6h 49m

1 stop

SJU6:14 pmSan Juan Luis Munoz Marin Intl

Oct 6

SJU1:35 pmSan Juan Luis Munoz Marin Intl

5h 47m

1 stop

EYW7:22 pmKey West

$425

Find similar

American Airlines

Sep 24

EYW3:45 pmKey West

19h 26m

2 stops

SJU11:11 amSan Juan Luis Munoz Marin Intl

Sep 29

SJU1:37 pmSan Juan Luis Munoz Marin Intl

5h 22m

1 stop

EYW6:59 pmKey West

$445

Find similar

United Airlines flights from Key West to Caribbean

Our best United Airlines deals on Key West to Caribbean flight tickets

United Airlines

Oct 22

EYW3:12 pmKey West

8h 45m

1 stop

SJU11:57 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU7:30 amSan Juan Luis Munoz Marin Intl

30h 22m

3 stops

EYW1:52 pmKey West

$737

Find similar

United Airlines

Oct 22

EYW3:12 pmKey West

8h 45m

1 stop

SJU11:57 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU1:05 amSan Juan Luis Munoz Marin Intl

14h 14m

2 stops

EYW3:19 pmKey West

$841

Find similar

United Airlines

Nov 24

EYW3:00 pmKey West

21h 17m

2 stops

SJU1:17 pmSan Juan Luis Munoz Marin Intl

Nov 29

SJU8:10 amSan Juan Luis Munoz Marin Intl

32h 09m

1 stop

EYW3:19 pmKey West

$1,109

Find similar

Fly from

Fly to

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/22

4:37 pm-11:06 am

2 stops18h 29m

San Juan Luis Munoz Marin Intl

Mon 10/27

11:56 am-7:22 pm

1 stop7h 26m

$385

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

11:25 am-6:14 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Mon 10/6

1:35 pm-7:22 pm

1 stop5h 47m

$425

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/24

3:45 pm-11:11 am

2 stops19h 26m

San Juan Luis Munoz Marin Intl

Mon 9/29

1:37 pm-6:59 pm

1 stop5h 22m

$445

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 9/24

6:17 pm-12:47 pm

2 stops18h 30m

San Juan Luis Munoz Marin Intl

Mon 9/29

3:55 pm-11:13 am

2 stops19h 18m

$465

Key WestNassau

EYW - NAS

EYWNAS

Key West

Tue 10/14

5:47 pm-10:05 am

1 stop16h 18m

Nassau Intl

Tue 10/21

7:45 am-7:22 pm

1 stop11h 37m

$480

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/22

3:12 pm-11:57 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Mon 10/27

7:30 am-1:52 pm

3 stops30h 22m

$737

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/22

3:12 pm-11:57 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Sun 10/26

1:05 am-3:19 pm

2 stops14h 14m

$841

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 11/24

3:00 pm-1:17 pm

2 stops21h 17m

San Juan Luis Munoz Marin Intl

Sat 11/29

8:10 am-3:19 pm

1 stop32h 09m

$1,109

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 2/12

12:07 pm-10:35 am

1 stop22h 28m

Nassau Intl

Tue 2/17

2:32 pm-11:22 am

2 stops20h 50m

$1,451

Key WestNassau

EYW - NAS

EYWNAS

Key West

Thu 2/12

12:07 pm-9:17 am

2 stops21h 10m

Nassau Intl

Tue 2/17

2:32 pm-11:22 am

2 stops20h 50m

$1,593

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first

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

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

Prices

Airlines

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

In the morning is the cheapest time of day to fly from Key West to Caribbean when you can find flight prices for as low as $404. Flying to Caribbean in the morning is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $448.

Cheap Key West to Caribbean flight deals and tips

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

Direct flights	None

There are no direct flights from Key West to Caribbean. There are no popular flight routes from Key West to Caribbean.

Search flight deals

When did momondo last update prices for flights from Key West Airport to Caribbean?
Prices for flights from Key West Airport to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Key West Airport to Caribbean?
The number of operators available for flights from Key West Airport to Caribbean is 1 as of September 2025.
How old do you have to be to fly from Key West Airport to Caribbean?
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 Key West Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Key West to Caribbean

Compare and see reviews for airlines that fly from Key West to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $360	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights

Why use momondo?

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

It is quick and easy to find Key West to Caribbean 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 Caribbean that suits you.

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

Flights from Key West to Caribbean 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 Key West to Caribbean?

Once you have performed a search for Key West to Caribbean flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Caribbean from Key West. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.