---
title: "$59 Cheap Flights to Caribbean Islands - Expedia"
description: "Looking for cheap flights to Caribbean Islands? Many airlines offer no change fee on selected flights and book now to earn your airline miles on top of our rewards! Find great 2026 Caribbean Islands flight deals now!"
canonical: "https://www.expedia.com/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-14T09:42:56Z
---

# $59 Cheap Flights to Caribbean Islands
![A beach with clear turquoise water, white sand, and palm trees.](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

[View $59 flight on Wed, Dec 9, 2026](https://www.expedia.com/Flights-Search?leg1=from:ATL,to:SJU,departure:12/9/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:58.98&airProductToken=AQoxCi8IxnISBDIzMDAY4FwgsqIBKJqwnwMw87GfAzhFQABYAWoEUENfMXIHWjIxWFBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

## Popular airlines

JetBlue Airways

Frontier Airlines

American Airlines

Delta

United

Southwest Airlines

Air Canada

## How much is the cheapest flight to Caribbean Islands?

Prices were available within the past 7 days and start at $59 for one-way flights and $114 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

[Select Frontier Airlines flight, departing Tue, Jan 26 from Columbus to San Juan, returning Tue, Feb 2, priced at $145 Found 8 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:1/26/2027TANYT&leg2=from:SJU,to:CMH,departure:2/2/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:144.12&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5Voo58ijAzCNyqMDOEVAAFgBagRQQ18xcgdLMjFFWFMzCi8IxnISBDQ5MTYY5VogsqIBKMTKowMw4sujAzhFQAFYAWoEUENfMXIHSzIxRVhTMwphCi8IxnISBDMwMTcYsqIBIOVaKPOTpAMwp5WkAzhFQABYAWoEUENfMXIHWjE0RVBOOQouCMZyEgQxNjU1GOVaIII7KOGVpAMwhJekAzhFQAFYAWoEUENfMXIHWjE0RVBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Tue, Jan 26 - Tue, Feb 2 · CMH · SJU · Roundtrip

[Select Frontier Airlines flight, departing Mon, Mar 1 from Columbus to San Juan, returning Wed, Mar 3, priced at $156 Found 4 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:3/1/2027TANYT&leg2=from:SJU,to:CMH,departure:3/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:155.08&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5Vooq8amAzDMx6YDOEVAAFgBagRQQ18xcgdLMjFOWFMzCi8IxnISBDQ5MTYY5VogsqIBKMbQpgMw5dGmAzhFQAFYAWoEUENfMXIHSzIxTlhTMwphCi8IxnISBDMwMTcYsqIBIOVaKPjZpgMwr9umAzhFQABYAWoEUENfMXIHWjE0WFBOOQouCMZyEgQxNjU1GOVaIII7KL%5FfpgMw5uCmAzhFQAFYAWoEUENfMXIHWjE0WFBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Mon, Mar 1 - Wed, Mar 3 · CMH · SJU · Roundtrip

[Select Frontier Airlines flight, departing Tue, Jan 26 from Columbus to San Juan, returning Thu, Feb 4, priced at $166 Found 2 days ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:1/26/2027TANYT&leg2=from:SJU,to:CMH,departure:2/4/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:165.48&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5Voo58ijAzCNyqMDOEVAAFgBagRQQ18xcgdLMjFFWFMzCi8IxnISBDQ5MTYY5VogsqIBKMTKowMw4sujAzhFQAFYAWoEUENfMXIHSzIxRVhTMwphCi8IxnISBDMwMTcYsqIBIOVaKLOqpAMw56ukAzhFQABYAWoEUENfMXIHWjE0UlBOOQouCMZyEgQxNjU1GOVaIII7KKGspAMwxK2kAzhFQAFYAWoEUENfMXIHWjE0UlBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Tue, Jan 26 - Thu, Feb 4 · CMH · SJU · Roundtrip

[Select Frontier Airlines flight, departing Mon, Dec 7 from Columbus to San Juan, returning Tue, Dec 8, priced at $171 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:12/7/2026TANYT&leg2=from:SJU,to:CMH,departure:12/8/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:170.12&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5VoosJafAzDRl58DOEVAAFgBagRQQ18xcgdLMjFOWFMzCi8IxnISBDMwMTgY5VogsqIBKIiYnwMwpZmfAzhFQAFYAWoEUENfMXIHSzIxTlhTMwphCi8IxnISBDI4NzEYsqIBIOBcKJ2dnwMwop-fAzhFQABYAWoEUENfMXIHWjIxRVBOMwouCMZyEgQyNTQwGOBcIII7KJegnwMw-qCfAzhFQAFYAWoEUENfMXIHWjIxRVBOMxIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Mon, Dec 7 - Tue, Dec 8 · CMH · SJU · Roundtrip

[Select Frontier Airlines flight, departing Tue, Jan 26 from Columbus to San Juan, returning Sun, Jan 31, priced at $174 Found 10 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:1/26/2027TANYT&leg2=from:SJU,to:CMH,departure:1/31/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:173.62&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5Voo58ijAzCNyqMDOEVAAFgBagRQQ18xcgdLMjFFWFMzCi8IxnISBDQ5MTYY5VogsqIBKMTKowMw4sujAzhFQAFYAWoEUENfMXIHSzIxRVhTMwphCi8IxnISBDMwMTcYsqIBIOVaKLP9owMw5%5F6jAzhFQABYAWoEUENfMXIHWjIxWVBOOQouCMZyEgQxNjU1GOVaIII7KKH%5FowMwxICkAzhFQAFYAWoEUENfMXIHWjIxWVBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Tue, Jan 26 - Sun, Jan 31 · CMH · SJU · Roundtrip

[Select Frontier Airlines flight, departing Tue, Jan 19 from Columbus to San Juan, returning Thu, Jan 28, priced at $176 Found 16 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:1/19/2027TANYT&leg2=from:SJU,to:CMH,departure:1/28/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:175.88&airProductToken=AQphCi4IxnISBDE2NTYYgjsg5Vooi%5FqiAzCx-6IDOEVAAFgBagRQQ18xcgdLMjFFWFMzCi8IxnISBDQ5MTYY5VogsqIBKOj7ogMwg%5F2iAzhFQAFYAWoEUENfMXIHSzIxRVhTMwphCi8IxnISBDMwMTcYsqIBIOVaKNPbowMwh92jAzhFQABYAWoEUENfMXIHWjIxUlBOOQouCMZyEgQxNjU1GOVaIII7KMHdowMw5N6jAzhFQAFYAWoEUENfMXIHWjIxUlBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Tue, Jan 19 - Thu, Jan 28 · CMH · SJU · Roundtrip

[Select Southwest Airlines flight, departing Sun, Dec 6 from Columbus to San Juan, returning Mon, Dec 7, priced at $231 Found 8 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:12/6/2026TANYT&leg2=from:SJU,to:CMH,departure:12/7/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:230.40&airProductToken=AQphCi4I15wBEgQxNDYyGII7IMFFKIuNnwMw242fAzhWQABYAWoDV0dBcgdWTEEwVzJGCi8I15wBEgQyMjUwGMFFILKiASihjp8DMJaQnwM4VkABWAFqA1dHQXIHVkxBMFcyRgphCi8I15wBEgQzOTU3GLKiASDzAyjCkp8DMIWUnwM4VkAAWAFqA1dHQXIHVkxBMFcyRgouCNecARIENDIzNxjzAyCCOyj9lJ8DMImWnwM4VkABWAFqA1dHQXIHVkxBMFcyRhIKCAEQARgBKgJXThgBIgQIARABKAIoAygEMAE)

Sun, Dec 6 - Mon, Dec 7 · CMH · SJU · Roundtrip

[Select United flight, departing Mon, Nov 16 from Columbus to San Juan, returning Tue, Nov 17, priced at $231 Found 7 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:11/16/2026TANYT&leg2=from:SJU,to:CMH,departure:11/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:230.40&airProductToken=AQpxCjYI1YIBEgQxMjg1GII7IK4cKJCnnQMw7qedAzhOQABYAWoKMV9iYXNpY2Vjb3IIS05BMEE5QlMKNwjVggESBDE5OTYYrhwgsqIBKLyonQMw3KqdAzhOQABYAWoKMV9iYXNpY2Vjb3IIS05BMEE5QlMKcwo4CNWCARIEMjIxORiyogEgxI0BKM2vnQMw0LGdAzhOQABYAWoKMV9iYXNpY2Vjb3IIS05BMEE5QlMKNwjVggESBDM2NDEYxI0BIII7KKiznQMwnbSdAzhOQABYAWoKMV9iYXNpY2Vjb3IIS05BMEE5QlMSCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL)

Mon, Nov 16 - Tue, Nov 17 · CMH · SJU · Roundtrip

[Select Delta flight, departing Mon, Nov 16 from Columbus to San Juan, returning Tue, Nov 17, priced at $311 Found 7 hours ago](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:11/16/2026TANYT&leg2=from:SJU,to:CMH,departure:11/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:310.40&airProductToken=AQpvCjUIxJgBEgQxNTIyGII7IOBcKP6pnQMw3aqdAzhFQABYAWoJTUFJTkJBU0lDcghWTk5BMFNCWgo2CMSYARIEMTg2MRjgXCCyogEo0aydAzCjrp0DOEVAAVgBaglNQUlOQkFTSUNyCFZOTkEwU0JaCm8KNgjEmAESBDE3NjMYsqIBIOBcKPSxnQMw47OdAzhFQABYAWoJTUFJTkJBU0lDcghWTk5BMFNCWgo1CMSYARIEMjg5MhjgXCCCOyiPtp0DMOq2nQM4RUABWAFqCU1BSU5CQVNJQ3IIVk5OQTBTQloSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB)

Mon, Nov 16 - Tue, Nov 17 · CMH · SJU · Roundtrip

[Select JetBlue Airways flight, departing Tue, Dec 1 from Columbus to San Juan, returning Tue, Dec 8, priced at $312 Just found](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:12/1/2026TANYT&leg2=from:SJU,to:CMH,departure:12/8/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:312.00&airProductToken=AQpeCi0IwmwSBDE1MDcYgjsg5Voovs-eAzDi0J4DOExAAFgBagJETnIIT0MwUVVFWTEKLQjCbBIDMjUzGOVaILKiASjY0p4DMPbTngM4TEABWAFqAkROcghPQzBRVUVZMQpfCi4IwmwSBDE3NTQYsqIBIOVaKKygnwMw1KGfAzhMQABYAWoCRE5yCFBDMFFVRVkxCi0IwmwSBDE1MDgY5VoggjsolqSfAzC7pZ8DOExAAVgBagJETnIIUEMwUVVFWTESCggBEAEYASoCQjYYASIECAEQASgCKAMoBDAB)

Tue, Dec 1 - Tue, Dec 8 · CMH · SJU · Roundtrip

## Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

[Select flight to Miami Intl. MIA. Flights from $197](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MIA,departure:11/28/2026TANYT&leg2=from:MIA,to:CMH,departure:12/1/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Punta Cana Intl. PUJ. Flights from $522](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:PUJ,departure:11/28/2026TANYT&leg2=from:PUJ,to:CMH,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Fort Lauderdale - Hollywood Intl. FLL. Cheapest option available. Flights from $173](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:FLL,departure:11/28/2026TANYT&leg2=from:FLL,to:CMH,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Luis Munoz Marin Intl. SJU. Flights from $337](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SJU,departure:11/28/2026TANYT&leg2=from:SJU,to:CMH,departure:12/10/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Sir Donald Sangster Intl. MBJ. Flights from $515](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:MBJ,departure:11/28/2026TANYT&leg2=from:MBJ,to:CMH,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Queen Beatrix Intl. AUA. Flights from $440](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:AUA,departure:11/28/2026TANYT&leg2=from:AUA,to:CMH,departure:12/5/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

[Select flight to Las Americas Intl. SDQ. Flights from $499](https://www.expedia.com/Flights-Search?leg1=from:CMH,to:SDQ,departure:11/28/2026TANYT&leg2=from:SDQ,to:CMH,departure:12/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

## Frequently Asked Questions

### What month is the cheapest to fly to Caribbean Islands?

The cheapest month to fly to Caribbean Islands is December when demand is low. Off-peak months are usually when you'll find cheap fares. To keep costs down, avoid flying during major holidays and school breaks.

### Which US cities fly direct to Caribbean Islands?

Take your pick of 63 US cities that have direct flights to Caribbean Islands. When you book on Expedia, select "Direct flights only" to compare nonstop itineraries. Fly to Caribbean Islands from any of these top cities:

- New York
- Atlanta
- Chicago
- Dallas
- Newark

### How to find a cheap flight to Caribbean Islands?

Book well in advance or look for a cheap flight to Caribbean Islands during off-season months like September and October. Flying off on a Thursday could also save you 16% on average compared to a Sunday departure.\* The [Expedia app](https://www.expedia.com/app) makes it even easier to know when to book. Just activate the toggle for "Watch prices" and you'll receive an alert as soon as fares drop.

*\*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.*

### How to get a cheap last-minute flight to Caribbean Islands?

While booking in advance is usually the best way to save cash, don't panic if your Caribbean Islands getaway is last minute. You can still get cheap flights to Caribbean Islands, especially if your plans have a little wiggle room. Try switching up your dates, looking at different ticket types or flying out of an alternative hub.

### How far in advance should I book a flight to Caribbean Islands?

Secure the travel dates you want and a price that fits your budget by booking your domestic flight to Caribbean Islands up to 28 days in advance. Lock in tickets between two and four months ahead if you're headed to Caribbean Islands from an international destination.\*

*\*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.*

### Which day of the week is the cheapest day to buy a plane ticket to Caribbean Islands?

Sundays are usually the best day to book a cheap flight to Caribbean Islands, where you can save 8% on average compared to Fridays. If you purchase tickets on a Friday, expect to spend more as this is often the most expensive day.\*

*\*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.*

### Which airlines fly to Caribbean Islands?

With a great range of airlines offering flights to Caribbean Islands, you have plenty of choice:

- JetBlue Airways - 555 flights to Caribbean Islands each month, including 303 flights to Las Americas Intl. Airport (SDQ) per month.
- American Airlines - 455 flights to Caribbean Islands each month, including 303 flights to Punta Cana Intl. Airport (PUJ) per month.
- Delta Air Lines - 286 flights to Caribbean Islands each month, including 164 flights to Punta Cana Intl. Airport (PUJ) per month.

### Can I save money by booking a Caribbean Islands trip package?

It's possible to save hundreds of dollars if you secure a [Caribbean Islands, Caribbean flight and hotel package deal](https://www.expedia.com/Caribbean-Islands.d3000652683.Destination-Travel-Guides) on Expedia. And you'll save yourself hassle by having all your travel plans in one place. Try bundling your flight and hotel with extras like tours and activities for your own customized Caribbean Islands getaway.

### Can I change or cancel my flight to Caribbean Islands?

If you reserved your flight to Caribbean Islands in the last 24 hours, you can often cancel or change it for free. After that, additional charges may apply depending on the airline's terms and conditions. For more information, visit our [Customer Service Portal](https://www.expedia.com/service/?langid=1033). Remember that some flights are non-refundable, so you may receive a credit toward future flights instead of a direct refund. When searching on Expedia, check the "Changes included" or "No cancel fee" filters to see tickets with flexible change policies.

## Travel information

| Airlines serving | Air Canada, American Airlines, JetBlue Airways, Delta, United, Southwest Airlines, Frontier Airlines, Copa, Sterling Blue, Avianca, Aeromexico, Air Transat, WestJet, KLM, LATAM Airlines Group, Lufthansa, Swiss International Air Lines, Air France, Condor, British Airways, Flair Airlines, Air Europa, Brussels Airlines, Aerolineas Argentinas, Sky Airlines, Austrian Airlines, Breeze Airways, Sun Country Airlines, Air Caraibes, Funjet Vacations, French Bee, B & H Airlines, Yute Air Alaska, Welcome Air, Qatar Airways, Turkish Airlines |
| ---------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ |
| Popular airline  | Air Canada                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                             |
| Roundtrip price  | $145                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                   |

## Trending flights to Caribbean Islands

Prices were available within the past 7 days and start at $59 for one-way flights and $114 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

[Select Frontier Airlines flight, departing Wed, Dec 9 from Atlanta to San Juan, returning Thu, Dec 17, priced at $114 Found 2 hours ago](https://www.expedia.com/Flights-Search?leg1=from:ATL,to:SJU,departure:12/9/2026TANYT&leg2=from:SJU,to:ATL,departure:12/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:113.96&airProductToken=AQoxCi8IxnISBDIzMDAY4FwgsqIBKJqwnwMw87GfAzhFQABYAWoEUENfMXIHWjIxWFBOOQoxCi8IxnISBDIwODEYsqIBIOBcKKWBoAMwr4OgAzhFQABYAWoEUENfMXIHSzIxUlBOORIKCAEQARgBKgJGORgBIgQIARABKAIoAygEMA0)

Wed, Dec 9 - Thu, Dec 17 · ATL · SJU · Roundtrip

\*Available to One Key members.

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```