Caribbean

$156+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — SJU
Mar 10 — Mar 171
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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 February 8, 2026.

This American Airlines deal was found by Cheapflights users on 2/7. 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 9/116:28 am
CAK
-
SJU
2 stops17h 31m
American Airlines
Sat 9/197:05 pm
SJU
-
CAK
2 stops22h 54m
American Airlines
Deal found 2/7$256
This Kiwi.com deal was found by Cheapflights users on 2/5. 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.
Wed 3/118:05 am
CAK
-
SJU
1 stop27h 44m
Multiple Airlines
Wed 3/187:54 pm
SJU
-
CAK
1 stop14h 37m
Multiple Airlines
Deal found 2/5$284
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 4/2610:07 am
CAK
-
SJU
1 stop26h 26m
Multiple Airlines
Sun 5/31:59 am
SJU
-
CAK
2 stops20h 54m
Multiple Airlines
Deal found 2/6$286
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 4/246:00 am
CAK
-
SJU
2 stops20h 01m
Multiple Airlines
Tue 4/283:36 pm
SJU
-
CAK
1 stop23h 04m
Multiple Airlines
Deal found 2/7$287
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/108:00 am
CAK
-
SJU
1 stop14h 09m
Multiple Airlines
Wed 3/1812:55 pm
SJU
-
CAK
1 stop21h 36m
Multiple Airlines
Deal found 2/5$311
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Wed 5/138:15 am
CAK
-
STT
1 stop7h 19m
Multiple Airlines
Tue 5/191:21 pm
STT
-
CAK
2 stops25h 34m
Multiple Airlines
Deal found 2/6$315
This American Airlines deal was found by Cheapflights users on 2/7. 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 4/247:59 pm
CAK
-
SJU
2 stops14h 49m
American Airlines
Tue 4/285:45 am
SJU
-
CAK
2 stops15h 45m
American Airlines
Deal found 2/7$322
This United Airlines deal was found by Cheapflights users on 2/5. 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 5/166:00 pm
CAK
-
PUJ
2 stops18h 40m
United Airlines
Sat 5/234:00 pm
PUJ
-
CAK
2 stops17h 37m
United Airlines
Deal found 2/5$323
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Tue 3/1011:50 am
CAK
-
SJU
1 stop7h 49m
American Airlines
Tue 3/176:00 am
SJU
-
CAK
2 stops12h 25m
American Airlines
Deal found 2/5$324
This United Airlines deal was found by Cheapflights users on 2/7. 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.
Thu 4/237:00 am
CAK
-
AUA
1 stop8h 20m
United Airlines
Tue 4/281:50 pm
AUA
-
CAK
1 stop10h 07m
United Airlines
Deal found 2/7$325
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 4/201:30 pm
CAK
-
AUA
2 stops25h 03m
Multiple Airlines
Wed 4/293:41 pm
AUA
-
CAK
1 stop17h 36m
Multiple Airlines
Deal found 2/5$329
This United Airlines deal was found by Cheapflights users on 2/5. 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 2/65:47 pm
CAK
-
AUA
2 stops22h 03m
United Airlines
Fri 2/134:55 pm
AUA
-
CAK
2 stops21h 19m
United Airlines
Deal found 2/5$330

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 February 8, 2026.

Round-trip from

$284
(Kiwi.com)

One-way from

$156
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$299
From Akron/Canton to Caribbean
One-way flight from Akron/Canton to Caribbean
Highest demand for flights based on searches. 19% potential increase in price ($78 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 8, 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

AkronSaint Thomas Island

CAK - STT

CAKSTT

Akron/Canton

Wed 5/13

8:15 am-3:34 pm

1 stop7h 19m

Saint Thomas Island Cyril E King

Tue 5/19

1:21 pm-2:55 pm

2 stops25h 34m

$315

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Fri 4/24

7:59 pm-10:48 am

2 stops14h 49m

San Juan Luis Munoz Marin Intl

Tue 4/28

5:45 am-9:30 pm

2 stops15h 45m

$322

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Wed 3/11

6:19 am-4:24 am

2 stops22h 05m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:00 am-6:25 pm

2 stops12h 25m

$324

AkronOranjestad

CAK - AUA

CAKAUA

Akron/Canton

Thu 4/23

7:00 am-3:20 pm

1 stop8h 20m

Oranjestad Reina Beatrix

Tue 4/28

1:50 pm-11:57 pm

1 stop10h 07m

$325

AkronOranjestad

CAK - AUA

CAKAUA

Akron/Canton

Sat 4/11

6:00 pm-12:40 pm

2 stops18h 40m

Oranjestad Reina Beatrix

Sat 4/18

3:10 pm-9:29 am

2 stops18h 19m

$330

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Wed 3/4

8:05 am-1:37 am

2 stops16h 32m

San Juan Luis Munoz Marin Intl

Sat 3/14

7:54 pm-9:01 am

1 stop13h 07m

$336

AkronSaint Thomas Island

CAK - STT

CAKSTT

Akron/Canton

Wed 4/15

8:05 am-3:34 pm

1 stop7h 29m

Saint Thomas Island Cyril E King

Sat 4/18

2:36 pm-9:37 pm

2 stops31h 01m

$352

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Wed 3/11

8:05 am-12:08 am

2 stops16h 03m

San Juan Luis Munoz Marin Intl

Tue 3/17

7:54 pm-2:40 pm

1 stop18h 46m

$364

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Tue 3/10

8:00 am-10:09 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

Thu 3/19

5:30 am-9:37 pm

2 stops16h 07m

$364

AkronSan Juan

CAK - SJU

CAKSJU

Akron/Canton

Wed 3/11

6:40 pm-10:56 am

2 stops16h 16m

San Juan Luis Munoz Marin Intl

Wed 3/18

7:11 am-10:56 pm

2 stops15h 45m

$369

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

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 February 8, 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.

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

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.

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

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.

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

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.

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

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 American Airlines and United Airlines fly from Akron to Caribbean in about 8h 20m. The time it takes to get you to your destination can typically vary by up to 6h 29m. There are 2080 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?

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$635FlexibilityNo cancel feeOn-time71%
DeltaCheapest$338Average$392FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$369Average$636FlexibilityNo cancel feeOn-time69%

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