What is the cheapest airport to fly out of Caribbean Islands?

Istanbul airport offers the cheapest routes to Toronto, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

What is the cheapest month to fly from Caribbean Islands?

October is currently the cheapest month to fly from Caribbean Islands . At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

Where are the cheapest places to fly to from Caribbean Islands?

Check out the cheapest flights from Caribbean Islands to embark to: Fly from Istanbul to Ankara from $23 round trip Fly from Cheongju to Jeju City from $24 round trip Fly from Medellín to Cartagena from $25 round trip Fly from Athens to Thera from $30 round trip Fly from Cartagena to Medellín from $31 round trip

$60+ Flights from Caribbean Islands

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find flights from Caribbean Islands

Cheapest flights from Caribbean Islands
Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Wed 6/254:45 pmSJU - MIA

Nonstop2h 51mSpirit Airlines

Sun 6/296:33 pmMIA - SJU

Nonstop2h 31mSpirit Airlines

Deal found 6/9$119

Wed 9/249:26 pmSJU - JFK

Nonstop4h 03mFrontier

Sun 9/286:00 amJFK - SJU

Nonstop3h 54mFrontier

Deal found 6/12$135

Thu 6/267:36 pmSJU - MIA

Nonstop2h 50mMultiple Airlines

Sat 6/2812:15 pmMIA - SJU

1 stop12h 29mMultiple Airlines

Deal found 6/11$139

Fri 11/710:09 pmSJU - MIA

Nonstop2h 50mFrontier

Sun 11/165:30 amMIA - SJU

Nonstop2h 40mFrontier

Deal found 6/11$145

Thu 8/287:25 amSJU - MCO

1 stop13h 24mFrontier

Thu 9/44:10 pmMCO - SJU

1 stop7h 48mFrontier

Deal found 6/12$154

Thu 7/176:14 pmSJU - JFK

Nonstop4h 16mDelta

Sun 7/207:30 pmJFK - SJU

Nonstop4h 29mDelta

Deal found 6/11$156

Fri 9/123:21 pmSJU - TPA

1 stop8h 16mFrontier

Sun 9/146:00 amTPA - SJU

1 stop8h 15mFrontier

Deal found 6/12$157

Wed 7/28:24 pmSJU - MCO

1 stop10h 54mSpirit Airlines

Mon 7/146:50 amMCO - SJU

1 stop14h 19mSpirit Airlines

Deal found 6/12$164

Mon 6/303:23 amSJU - JFK

Nonstop4h 01mJetBlue

Fri 7/48:40 pmJFK - SJU

Nonstop4h 14mJetBlue

Deal found 6/12$166

Tue 7/18:24 pmSJU - MCO

1 stop10h 54mMultiple Airlines

Fri 7/49:26 pmMCO - SJU

Nonstop3h 02mMultiple Airlines

Deal found 6/11$173

Fri 9/55:00 amSJU - MIA

1 stop6h 50mSouthwest

Sat 9/136:55 amMIA - SJU

1 stop9h 30mSouthwest

Deal found 6/10$189

Fri 6/2712:59 amSJU - TPA

1 stop9h 57mMultiple Airlines

Sun 6/295:30 amTPA - SJU

1 stop13h 49mMultiple Airlines

Deal found 6/10$192

Best flights from Caribbean Islands
Discover carefully curated flight deals from Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Wed 6/254:45 pmSJU - MIA

Nonstop2h 51mSpirit Airlines

Sun 6/296:33 pmMIA - SJU

Nonstop2h 31mSpirit Airlines

Deal found 6/9$119

Wed 9/249:26 pmSJU - JFK

Nonstop4h 03mFrontier

Sun 9/286:00 amJFK - SJU

Nonstop3h 54mFrontier

Deal found 6/12$135

Thu 6/267:36 pmSJU - MIA

Nonstop2h 50mMultiple Airlines

Sat 6/2812:15 pmMIA - SJU

1 stop12h 29mMultiple Airlines

Deal found 6/11$139

Thu 7/176:14 pmSJU - JFK

Nonstop4h 16mDelta

Sun 7/207:30 pmJFK - SJU

Nonstop4h 29mDelta

Deal found 6/11$156

Mon 6/303:23 amSJU - JFK

Nonstop4h 01mJetBlue

Fri 7/48:40 pmJFK - SJU

Nonstop4h 14mJetBlue

Deal found 6/12$166

Fri 9/55:00 amSJU - MIA

1 stop6h 50mSouthwest

Sat 9/136:55 amMIA - SJU

1 stop9h 30mSouthwest

Deal found 6/10$189

Mon 7/72:56 pmSJU - MDE

1 stop6h 18mCopa Airlines

Thu 7/176:40 amMDE - SJU

1 stop5h 20mCopa Airlines

Deal found 6/10$204

Sat 10/255:27 pmSJU - MIA

Nonstop2h 53mAmerican Airlines

Fri 10/3110:00 amMIA - SJU

Nonstop2h 40mAmerican Airlines

Deal found 6/11$205

Thu 6/191:15 pmSJU - MDE

1 stop7h 50mAvianca

Mon 6/234:59 amMDE - SJU

1 stop6h 41mAvianca

Deal found 6/11$212

Fri 11/710:09 pmSJU - MIA

Nonstop2h 50mFrontier

Sun 11/165:30 amMIA - SJU

Nonstop2h 40mFrontier

Deal found 6/11$145

Wed 7/28:24 pmSJU - MCO

1 stop10h 54mSpirit Airlines

Mon 7/146:50 amMCO - SJU

1 stop14h 19mSpirit Airlines

Deal found 6/12$164

Wed 7/236:18 amSDQ - EWR

Nonstop4h 12mArajet

Tue 9/212:00 pmEWR - SDQ

Nonstop4h 30mArajet

Deal found 6/11$331

Last-minute flights from Caribbean Islands
Discover last-minute flight deals departing from Caribbean Islands. Data last updated June 12, 2025 and is based on user searches.

Tue 6/176:00 amSJU - JFK

Nonstop4h 07mFrontier

Tue 6/246:00 amJFK - SJU

Nonstop3h 58mFrontier

Deal found 6/10$149

Tue 6/177:34 pmSJU - MIA

Nonstop2h 54mFrontier

Mon 6/236:04 pmMIA - SJU

Nonstop2h 50mFrontier

Deal found 6/9$164

Tue 6/1711:10 amSJU - MCO

1 stop9h 48mFrontier

Wed 6/251:15 pmMCO - SJU

1 stop10h 44mFrontier

Deal found 6/10$189

Wed 6/184:45 pmSJU - MIA

Nonstop2h 51mSpirit Airlines

Fri 6/276:33 pmMIA - SJU

Nonstop2h 31mSpirit Airlines

Deal found 6/10$128

Wed 6/181:50 pmSJU - JFK

Nonstop3h 59mJetBlue

Sun 6/223:59 pmJFK - SJU

Nonstop4h 06mJetBlue

Deal found 6/10$156

Thu 6/195:46 pmSJU - MDE

1 stop16h 09mCopa Airlines

Wed 6/255:07 amMDE - SJU

1 stop6h 53mCopa Airlines

Deal found 6/11$204

Thu 6/191:15 pmSJU - MDE

1 stop7h 50mAvianca

Mon 6/234:59 amMDE - SJU

1 stop6h 41mAvianca

Deal found 6/11$212

Fri 6/208:45 pmSJU - MIA

Nonstop2h 52mMultiple Airlines

Wed 6/253:40 pmMIA - SJU

Nonstop2h 49mMultiple Airlines

Deal found 6/10$139

Fri 6/2012:59 amSJU - TPA

1 stop9h 57mFrontier

Sat 6/216:55 pmTPA - SJU

1 stop29h 25mFrontier

Deal found 6/11$206

Fri 6/203:15 pmSJU - TPA

1 stop7h 43mMultiple Airlines

Sat 6/285:30 amTPA - SJU

1 stop13h 49mMultiple Airlines

Deal found 6/9$218

Sat 6/218:00 amSJU - MCO

1 stop12h 20mMultiple Airlines

Fri 6/2710:39 pmMCO - SJU

Nonstop2h 52mMultiple Airlines

Deal found 6/11$190

Sat 6/212:36 amSJU - MCO

Nonstop3h 07mSpirit Airlines

Tue 7/110:39 pmMCO - SJU

Nonstop2h 52mSpirit Airlines

Deal found 6/12$195

One-way flights from Caribbean Islands
Search for one-way flight options from Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Wed 6/254:45 pmSJU - MIA

Nonstop2h 51mSpirit Airlines

Deal found 6/11$60

Sat 10/253:21 pmSJU - MIA

1 stop7h 48mFrontier

Deal found 6/10$72

Thu 8/76:00 amSJU - JFK

Nonstop4h 03mFrontier

Deal found 6/11$82

Wed 6/186:05 pmSJU - JFK

Nonstop4h 27mDelta

Deal found 6/12$83

Fri 6/206:15 amSJU - JFK

1 stop14h 45mAmerican Airlines

Deal found 6/10$85

Wed 6/2511:35 amSJU - MIA

1 stop10h 20mSouthwest

Deal found 6/10$89

Sat 8/303:21 pmSJU - TPA

1 stop8h 31mFrontier

Deal found 6/12$89

Sat 10/255:27 pmSJU - MIA

Nonstop2h 53mAmerican Airlines

Deal found 6/11$90

Tue 9/24:25 pmSJU - MDE

Nonstop2h 50mAvianca

Deal found 6/12$91

Fri 6/278:24 pmSJU - MCO

1 stop10h 54mSpirit Airlines

Deal found 6/12$92

Sat 6/214:40 pmSJU - MCO

1 stop15h 21mFrontier

Deal found 6/11$97

Wed 8/67:30 amSJU - MIA

1 stop10h 48mDelta

Deal found 6/11$98

Find flights from Caribbean Islands within your budget

Fly to

Route

Depart

Return

Price

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Wed 6/25

4:45 pm-7:36 pm

Nonstop2h 51m

Miami

Sun 6/29

6:33 pm-9:04 pm

Nonstop2h 31m

$119

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Wed 9/24

9:26 pm-1:29 am

Nonstop4h 03m

New York John F Kennedy Intl

Sun 9/28

6:00 am-9:54 am

Nonstop3h 54m

$135

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Thu 6/26

7:36 pm-10:26 pm

Nonstop2h 50m

Miami

Sat 6/28

12:15 pm-12:44 am

1 stop12h 29m

$139

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Fri 8/22

3:21 pm-11:26 pm

1 stop8h 05m

Miami

Sat 8/30

10:40 pm-11:54 pm

1 stop25h 14m

$145

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Thu 8/28

7:25 am-8:49 pm

1 stop13h 24m

Orlando

Thu 9/4

4:10 pm-11:58 pm

1 stop7h 48m

$154

San JuanNew York

SJU - JFK

SJUJFK

San Juan Luis Munoz Marin Intl

Fri 7/11

6:14 pm-10:30 pm

Nonstop4h 16m

New York John F Kennedy Intl

Tue 7/15

7:30 pm-11:59 pm

Nonstop4h 29m

$156

San JuanTampa

SJU - TPA

SJUTPA

San Juan Luis Munoz Marin Intl

Fri 9/12

3:21 pm-11:37 pm

1 stop8h 16m

Tampa

Sun 9/14

6:00 am-2:15 pm

1 stop8h 15m

$157

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Wed 7/2

8:24 pm-7:18 am

1 stop10h 54m

Orlando

Mon 7/14

6:50 am-9:09 pm

1 stop14h 19m

$164

San JuanOrlando

SJU - MCO

SJUMCO

San Juan Luis Munoz Marin Intl

Tue 7/1

8:24 pm-7:18 am

1 stop10h 54m

Orlando

Fri 7/4

9:26 pm-12:28 am

Nonstop3h 02m

$173

San JuanMiami

SJU - MIA

SJUMIA

San Juan Luis Munoz Marin Intl

Fri 9/5

5:00 am-11:50 am

1 stop6h 50m

Miami

Sat 9/13

6:55 am-4:25 pm

1 stop9h 30m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 60 results

...

Best time to book a flight from Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly 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.

Travel insights for flights from Caribbean Islands

Get recent, data-driven insights about flights from Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands?

Currently, October is the cheapest month in which you can book a flight from Caribbean Islands (average of $60). Flying from Caribbean Islands in July will prove the most costly (average of $109). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Caribbean Islands?

Those who are seeking the cheapest fare on flights departing from Caribbean Islands would be wise to consider leaving during Friday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday at noon when fares are usually the most expensive.

Which airlines fly from Caribbean Islands?

For flights departing from Caribbean Islands check dates and pricing for the following: JetBlue, Frontier, Spirit Airlines, Bahamasair, American Airlines. These airlines depart to the following popular destinations: Orlando.

Airline reviews for flights from Caribbean Islands

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Caribbean Airlines

8.2

Very good

157 reviews

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Delta

8.0

Very good

7,946 reviews

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Alaska Airlines

8.0

Very good

10,000 reviews

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Southwest

8.0

Very good

4,287 reviews

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Copa Airlines

7.5

Good

1,451 reviews

Caribbean Airlines

8.2

Very good

157 reviews

Reviews

1 / 9

6.0

Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

Browse thousands of different options on Cheapflights for your next trip

Related info for your journey

What is the cheapest airport to fly out of Caribbean Islands?
Istanbul airport offers the cheapest routes to Toronto, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.
What is the cheapest month to fly from Caribbean Islands?
October is currently the cheapest month to fly from Caribbean Islands. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.
Where are the cheapest places to fly to from Caribbean Islands?
Check out the cheapest flights from Caribbean Islands to embark to:
Fly from Istanbul to Ankara from $23 round trip
Fly from Cheongju to Jeju City from $24 round trip
Fly from Medellín to Cartagena from $25 round trip
Fly from Athens to Thera from $30 round trip
Fly from Cartagena to Medellín from $31 round trip

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.

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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from Caribbean Islands

Cheapest flights from Caribbean Islands
Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Best flights from Caribbean Islands
Discover carefully curated flight deals from Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Discover carefully curated flight deals from Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Last-minute flights from Caribbean Islands
Discover last-minute flight deals departing from Caribbean Islands. Data last updated June 12, 2025 and is based on user searches.

Discover last-minute flight deals departing from Caribbean Islands. Data last updated June 12, 2025 and is based on user searches.

One-way flights from Caribbean Islands
Search for one-way flight options from Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Search for one-way flight options from Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Find flights from Caribbean Islands within your budget

Best time to book a flight from Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly from Caribbean Islands with our price prediction graph.

Travel insights for flights from Caribbean Islands

Get recent, data-driven insights about flights from Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands?

When is the cheapest time to fly from Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Orlando. Price data was last updated on December 16, 2024.

Which airlines fly from Caribbean Islands?

Airline reviews for flights from Caribbean Islands

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.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2025

Related info for your journey

What is the cheapest airport to fly out of Caribbean Islands?

What is the cheapest month to fly from Caribbean Islands?

Where are the cheapest places to fly to from Caribbean Islands?

100% Free

Book with Flexibility

Travel Smart

$60+ Cheap flights from Caribbean Islands

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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find flights from Caribbean Islands

Cheapest flights from Caribbean IslandsExplore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Find flights from Caribbean Islands within your budget

Best time to book a flight from Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly from Caribbean Islands with our price prediction graph.

Travel insights for flights from Caribbean Islands

Get recent, data-driven insights about flights from Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Caribbean Islands?

When is the cheapest time to fly from Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Orlando. Price data was last updated on December 16, 2024.

Which airlines fly from Caribbean Islands?

Airline reviews for flights from Caribbean Islands

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.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2025

Related info for your journey

What is the cheapest airport to fly out of Caribbean Islands?

What is the cheapest month to fly from Caribbean Islands?

Where are the cheapest places to fly to from Caribbean Islands?

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Caribbean Islands
Explore the most affordable flight options available from Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.