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$111+ Cheap flights from Akron (CAK) 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — SJU
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Find flight deals from Akron to Caribbean

Cheapest flights from Akron to Caribbean
Explore the most affordable flight options available from Akron to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This United Airlines deal was found by Cheapflights users on 10/25. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/187:15 amCAK - SJU
2 stops14h 07mUnited Airlines
Thu 12/48:30 amSJU - CAK
2 stops14h 45mUnited Airlines
Deal found 10/25$235
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 12/1012:57 pmCAK - SJU
1 stop8h 12mAmerican Airlines
Sat 12/136:25 amSJU - CAK
2 stops12h 50mAmerican Airlines
Deal found 10/26$275
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:00 amCAK - SJU
2 stops42h 33mMultiple Airlines
Sat 11/225:00 pmSJU - CAK
1 stop20h 02mMultiple Airlines
Deal found 10/25$311
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/136:28 pmCAK - SJU
2 stops16h 37mAmerican Airlines
Thu 11/203:53 pmSJU - CAK
1 stop7h 56mAmerican Airlines
Deal found 10/26$317
This United Airlines deal was found by Cheapflights users on 10/27. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:45 pmCAK - PUJ
2 stops18h 14mUnited Airlines
Mon 12/152:55 pmPUJ - CAK
1 stop8h 20mUnited Airlines
Deal found 10/27$330
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amCAK - SJU
1 stop16h 14mMultiple Airlines
Tue 12/96:00 amSJU - CAK
2 stops33h 35mMultiple Airlines
Deal found 10/25$335
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/278:15 pmCAK - STT
2 stops39h 40mMultiple Airlines
Wed 12/32:00 pmSTT - CAK
1 stop23h 07mMultiple Airlines
Deal found 10/26$357
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 11/1912:45 pmCAK - PLS
2 stops23h 29mAmerican Airlines
Sun 11/231:18 pmPLS - CAK
2 stops22h 56mAmerican Airlines
Deal found 10/26$374
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Fri 11/216:28 pmCAK - SJU
2 stops15h 44mAmerican Airlines
Wed 12/36:00 amSJU - CAK
2 stops16h 27mAmerican Airlines
Deal found 10/26$375
This United Airlines deal was found by Cheapflights users on 10/26. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/21:58 pmCAK - MBJ
1 stop23h 48mUnited Airlines
Sun 11/93:20 pmMBJ - CAK
2 stops22h 03mUnited Airlines
Deal found 10/26$379
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/105:16 pmCAK - PUJ
2 stops19h 46mAmerican Airlines
Mon 11/174:48 pmPUJ - CAK
2 stops20h 26mAmerican Airlines
Deal found 10/27$387
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 11/192:31 pmCAK - SJU
2 stops18h 39mAmerican Airlines
Mon 11/246:00 amSJU - CAK
2 stops16h 24mAmerican Airlines
Deal found 10/27$397

Cheap flight deals from Akron to Caribbean

Keep the following information in mind while searching for Akron to Caribbean flight deals. Data was last updated October 27, 2025.

Round-trip from

$235
(United Airlines)

One-way from

$111
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$305
From Akron/Canton to Caribbean
Search Deals
One-way flight from Akron/Canton to Caribbean
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Akron 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 2,558,603 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Akron to Caribbean that are best for you.

Fly from

Akron

Fly to

Caribbean

Route

Depart

Return

Price

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Tue 11/18

8:00 am-3:33 am

2 stops42h 33m

San Juan Luis Munoz Marin Intl

Sat 11/22

5:00 pm-12:02 pm

1 stop20h 02m

$311

AkronPunta Cana

CAK - PUJ

CAKPUJ

Akron/Canton

Mon 12/8

5:45 pm-12:59 pm

2 stops18h 14m

Punta Cana

Mon 12/15

2:55 pm-10:15 pm

1 stop8h 20m

$330

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Sat 2/7

12:52 pm-11:56 pm

2 stops10h 04m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:30 am-9:20 pm

1 stop15h 50m

$357

AkronSaint Thomas Island

CAK - STT

CAKSTT

Akron/Canton

Thu 11/27

8:15 pm-12:55 pm

2 stops39h 40m

Saint Thomas Island Cyril E King

Wed 12/3

2:00 pm-12:07 pm

1 stop23h 07m

$357

AkronMontego Bay

CAK - MBJ

CAKMBJ

Akron/Canton

Sat 1/24

7:05 am-4:12 pm

2 stops9h 07m

Montego Bay Sangster Intl

Tue 1/27

3:55 pm-1:27 pm

2 stops21h 32m

$366

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Fri 12/5

6:00 am-11:14 pm

1 stop16h 14m

San Juan Luis Munoz Marin Intl

Mon 12/8

4:10 am-9:02 pm

2 stops17h 52m

$368

AkronProvidenciales

CAK - PLS

CAKPLS

Akron/Canton

Wed 11/19

12:45 pm-12:14 pm

2 stops23h 29m

Providenciales

Sun 11/23

1:18 pm-12:14 pm

2 stops22h 56m

$374

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Sat 2/7

10:25 am-9:00 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Sat 2/14

8:35 am-5:17 pm

1 stop9h 42m

$376

AkronSaint Thomas Island

CAK - STT

CAKSTT

Akron/Canton

Sun 1/18

11:44 am-12:28 pm

1 stop23h 44m

Saint Thomas Island Cyril E King

Wed 2/11

1:33 pm-9:20 am

1 stop20h 47m

$390

AkronPunta Cana

CAK - PUJ

CAKPUJ

Akron/Canton

Mon 11/10

5:16 pm-2:33 pm

2 stops20h 17m

Punta Cana

Mon 11/17

1:03 pm-4:42 pm

1 stop28h 39m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 40 results
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Best time to book a flight from Akron to Caribbean

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

Cheapflights Insights

Everything you need to know about your flight from Akron to Caribbean

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

Currently, November is the cheapest month in which you can book a flight from Akron to Caribbean (average of $123). Flying from Akron to Caribbean in December is currently the most expensive (average of $189). 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.

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

Find hourly flight availability from Akron to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 27, 2025.

When flying from Akron to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 31% versus a flight in the morning.

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 October 27, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Akron to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,996 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,996 reviews
Delta
7.9
Good
7,996 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
7,996 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,996 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Akron 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 Akron to Caribbean?

    Akron/Canton (CAK), located 12.1 mi from the city center, is the airport you fly out of when you book flights from Akron to Caribbean.

  • How long is the flight from Akron to Caribbean?

    Airlines like United Airlines and American Airlines fly from Akron to Caribbean in about 10h 04m. The time it takes to get you to your destination can typically vary by up to 8h 10m. There are 1801 mi between Akron and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Akron to Caribbean?

    Most travelers choose Akron/Canton - San Juan Luis Munoz Marin Intl, Akron/Canton - Punta Cana or Akron/Canton - Saint Thomas Island Cyril E King when deciding on the best route from Akron to Caribbean.

  • Can I find deals for flights from Akron to Caribbean that include hotel bookings?

    Yes. In addition to deals on Akron to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Akron to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Akron to Caribbean.

  • Can I find deals for business class flights from Akron to Caribbean?

    Yes. Cheapflights offers flight deals from Akron 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.

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

    Currently, November is the cheapest month in which you can book a flight from Akron to Caribbean (average of $123). Flying from Akron to Caribbean in December is currently the most expensive (average of $189). 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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Top 3 airlines flying from Akron to Caribbean

Discover the top 3 airlines that operate flights from Akron 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 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$656FlexibilityNo cancel feeOn-time71%
DeltaCheapest$363Average$398FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$369Average$718FlexibilityNo cancel feeOn-time69%

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