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$736+ Cheap flights from Toledo, OH (TOL) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — SJU
Aug 5 — Aug 121
Wed 8/5
Wed 8/12
1 adult, Economy
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Cheap flight deals from Toledo to Caribbean

Cheapest flights from Toledo to Caribbean
Explore the most affordable flight options available from Toledo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/189:20 am
TOL
-
PUJ
1 stop10h 05m
Multiple Airlines
Tue 12/299:25 am
PUJ
-
TOL
1 stop24h 20m
Multiple Airlines
Deal found 7/3$736
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/2111:35 am
TOL
-
PUJ
1 stop28h 05m
Multiple Airlines
Tue 12/299:25 am
PUJ
-
TOL
1 stop24h 20m
Multiple Airlines
Deal found 7/3$797
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/189:20 am
TOL
-
PUJ
1 stop10h 05m
Multiple Airlines
Fri 1/11:10 pm
PUJ
-
TOL
1 stop20h 35m
Multiple Airlines
Deal found 7/3$851
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/2111:35 am
TOL
-
PUJ
1 stop28h 05m
Multiple Airlines
Fri 1/11:10 pm
PUJ
-
TOL
1 stop20h 35m
Multiple Airlines
Deal found 7/3$912
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/189:20 am
TOL
-
PUJ
1 stop10h 05m
Multiple Airlines
Sun 1/311:35 am
PUJ
-
TOL
1 stop24h 10m
Multiple Airlines
Deal found 7/3$1,039
This Kiwi.com deal was found by Cheapflights users on 7/3. 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 12/2111:35 am
TOL
-
PUJ
1 stop28h 05m
Multiple Airlines
Sun 1/311:35 am
PUJ
-
TOL
1 stop24h 10m
Multiple Airlines
Deal found 7/3$1,100

Find flight deals from Toledo to Caribbean

Keep the following information in mind while searching for Toledo to Caribbean flight deals. Data was last updated July 6, 2026.

Round-trip from

$736
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$356
From Toledo Express to Caribbean
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toledo 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 July 6, 2026.
Use the filters below to find and compare flights from Toledo to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ToledoPunta Cana

TOL - PUJ

TOLPUJ

Toledo Express

Mon 12/21

11:35 am-4:40 pm

1 stop28h 05m

Punta Cana

Tue 12/29

9:25 am-8:45 am

1 stop24h 20m

$797
Quickest round-trip

ToledoPunta Cana

TOL - PUJ

TOLPUJ

Toledo Express

Fri 12/18

9:20 am-8:25 pm

1 stop10h 05m

Punta Cana

Fri 1/1

1:10 pm-8:45 am

1 stop20h 35m

$851

ToledoPunta Cana

TOL - PUJ

TOLPUJ

Toledo Express

Mon 12/21

11:35 am-4:40 pm

1 stop28h 05m

Punta Cana

Fri 1/1

1:10 pm-8:45 am

1 stop20h 35m

$912

ToledoPunta Cana

TOL - PUJ

TOLPUJ

Toledo Express

Fri 12/18

9:20 am-8:25 pm

1 stop10h 05m

Punta Cana

Sun 1/3

11:35 am-10:45 am

1 stop24h 10m

$1,039

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Sorted by cheapest first

Best time to book a flight from Toledo to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Toledo 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 Toledo to Caribbean
No data available for this route at this time. Please check back soon.

Related info for your journey

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

    Toledo Express (TOL), located 13.9 mi from the city center, is the airport you fly out of when you book flights from Toledo to Caribbean.

  • What are the most popular routes from Toledo, Ohio to Caribbean?

    The most popular route from Toledo, Ohio to Caribbean is Toledo Express - St. George's Point Saline Intl. You may also consider Toledo Express - Port of Spain Piarco Intl or Toledo Express - Kingston Norman Manley.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Toledo 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.

See more FAQs

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