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$106+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — SJU
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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Cheap 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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Sun 2/81:51 pm
CAK
-
SJU
1 stop24h 44m
Multiple Airlines
Tue 2/242:59 am
SJU
-
CAK
2 stops31h 20m
Multiple Airlines
Deal found 1/20$246
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Sun 2/81:51 pm
CAK
-
SJU
1 stop24h 44m
Multiple Airlines
Thu 2/264:22 pm
SJU
-
CAK
1 stop24h 15m
Multiple Airlines
Deal found 1/20$254
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sun 3/16:40 pm
CAK
-
SJU
2 stops14h 20m
American Airlines
Thu 3/56:33 am
SJU
-
CAK
1 stop10h 19m
American Airlines
Deal found 1/19$256
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Sun 2/81:51 pm
CAK
-
SJU
1 stop24h 44m
Multiple Airlines
Thu 2/193:53 am
SJU
-
CAK
2 stops12h 44m
Multiple Airlines
Deal found 1/20$273
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Mon 1/269:39 am
CAK
-
SJU
1 stop12h 57m
Multiple Airlines
Thu 1/294:40 pm
SJU
-
CAK
2 stops31h 00m
Multiple Airlines
Deal found 1/21$291
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/66:00 am
CAK
-
SJU
2 stops11h 58m
Multiple Airlines
Thu 2/264:22 pm
SJU
-
CAK
1 stop24h 15m
Multiple Airlines
Deal found 1/20$309
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Mon 2/96:00 am
CAK
-
SJU
2 stops16h 59m
Multiple Airlines
Wed 2/254:31 pm
SJU
-
CAK
1 stop17h 48m
Multiple Airlines
Deal found 1/20$320
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sun 3/226:40 pm
CAK
-
SJU
2 stops16h 16m
American Airlines
Tue 3/313:12 pm
SJU
-
CAK
2 stops26h 58m
American Airlines
Deal found 1/20$324
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/198:16 pm
CAK
-
STT
1 stop17h 15m
Multiple Airlines
Wed 2/255:40 pm
STT
-
CAK
1 stop16h 39m
Multiple Airlines
Deal found 1/20$352
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 2/77:02 am
CAK
-
PUJ
1 stop7h 17m
United Airlines
Sat 2/145:20 pm
PUJ
-
CAK
2 stops20h 54m
United Airlines
Deal found 1/20$357
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 2/277:13 am
CAK
-
AUA
1 stop8h 37m
United Airlines
Tue 3/35:50 pm
AUA
-
CAK
2 stops20h 24m
United Airlines
Deal found 1/21$359
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Wed 2/187:13 am
CAK
-
NAS
1 stop8h 09m
United Airlines
Wed 2/253:35 pm
NAS
-
CAK
1 stop8h 21m
United Airlines
Deal found 1/21$359

Find flight deals from Akron to Caribbean

Keep the following information in mind while searching for Akron to Caribbean flight deals. Data was last updated January 21, 2026.

Round-trip from

$246
(Kiwi.com)

One-way from

$106
(United Airlines)

Popular in

June

Cheapest in

September

Average price

$499
From Akron/Canton to Caribbean
Search Deals
One-way flight from Akron/Canton to Caribbean
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($119 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
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

Sat 5/2

10:30 am-8:34 pm

1 stop10h 04m

San Juan Luis Munoz Marin Intl

Sat 5/9

7:20 am-8:26 pm

2 stops13h 06m

$256

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Mon 3/23

5:14 pm-5:11 pm

2 stops23h 57m

San Juan Luis Munoz Marin Intl

Tue 3/31

3:12 pm-6:10 pm

2 stops26h 58m

$324

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Thu 2/5

7:05 am-10:24 am

2 stops26h 19m

San Juan Luis Munoz Marin Intl

Mon 2/9

8:05 pm-9:13 pm

1 stop26h 08m

$343

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Sat 3/7

6:43 pm-1:25 pm

1 stop17h 42m

San Juan Luis Munoz Marin Intl

Sat 3/14

3:22 pm-9:01 am

1 stop17h 39m

$349

AkronPunta Cana

CAK - PUJ

CAKPUJ

Akron/Canton

Sat 2/7

7:02 am-5:25 pm

2 stops9h 23m

Punta Cana

Sat 2/14

5:20 pm-1:14 pm

2 stops20h 54m

$357

AkronOranjestad

CAK - AUA

CAKAUA

Akron/Canton

Fri 2/27

7:13 am-4:50 pm

1 stop8h 37m

Oranjestad Reina Beatrix

Tue 3/3

5:50 pm-1:14 pm

2 stops20h 24m

$359

AkronNassau

CAK - NAS

CAKNAS

Akron/Canton

Wed 2/18

7:13 am-3:22 pm

1 stop8h 09m

Nassau Intl

Wed 2/25

3:35 pm-11:56 pm

1 stop8h 21m

$359

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Sun 2/22

10:10 am-3:02 pm

2 stops27h 52m

San Juan Luis Munoz Marin Intl

Sun 3/1

4:17 pm-3:37 pm

1 stop24h 20m

$361

AkronNassau

CAK - NAS

CAKNAS

Akron/Canton

Fri 5/8

6:00 pm-12:03 pm

2 stops18h 03m

Nassau Intl

Mon 5/11

2:53 pm-10:08 am

2 stops19h 15m

$368

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Thu 4/30

12:00 pm-8:34 pm

1 stop8h 34m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:00 am-1:12 pm

2 stops12h 12m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 60 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 $103). Flying from Akron to Caribbean in December is currently the most expensive (average of $195). 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.

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 January 21, 2026.
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
8,089 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,089 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,191 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,174 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Overall

7.9

Comfort

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 13h 53m. 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 - Oranjestad Reina Beatrix 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 $103). Flying from Akron to Caribbean in December is currently the most expensive (average of $195). 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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Alternative routes for Akron to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$630FlexibilityNo cancel feeOn-time71%
DeltaCheapest$338Average$392FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$369Average$636FlexibilityNo cancel feeOn-time69%

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