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$971+ 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 12/28. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — SJU
nov. 28 — dic. 51
vie. 11/28
vie. 12/5
1 adult, Economy
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Find 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 octubre 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
dom. 12/289:21 pmTOL - SJU
1 stop12h 12mMultiple Airlines
dom. 1/46:00 amSJU - TOL
2 stops34h 01mMultiple Airlines
Deal found 10/29$971
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/2010:06 amTOL - PUJ
3 stops27h 03mMultiple Airlines
sáb. 1/33:08 pmPUJ - TOL
3 stops23h 46mMultiple Airlines
Deal found 10/27$1,991

Cheap flight deals from Toledo to Caribbean

Keep the following information in mind while searching for Toledo to Caribbean flight deals. Data was last updated octubre 29, 2025.

Round-trip from

$971
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$282
From Toledo Express to Caribbean
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 octubre 29, 2025.
Use the filters below to find and compare flights from Toledo to Caribbean that are best for you.

Fly from

Toledo

Fly to

Caribbean

Route

Depart

Return

Price

ToledoSan Juan

TOL - SJU

TOLSJU

Toledo Express

dom. 12/28

9:21 pm-10:33 am

1 stop12h 12m

San Juan Luis Munoz Marin Intl

dom. 1/4

6:00 am-3:01 pm

2 stops34h 01m

$971

ToledoPunta Cana

TOL - PUJ

TOLPUJ

Toledo Express

sáb. 12/20

10:06 am-2:09 pm

3 stops27h 03m

Punta Cana

sáb. 1/3

3:08 pm-1:54 pm

3 stops23h 46m

$1,991

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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

What is the cheapest month to book a flight from Toledo, Ohio to Caribbean?

Currently, November is the cheapest month in which you can book a flight from Toledo, Ohio to Caribbean (average of $123). Flying from Toledo, Ohio to Caribbean in December is currently the most expensive (average of $171). 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 TOL to CB?

Find hourly flight availability from Toledo 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 octubre 29, 2025.

One of the essential ways to save on airfare from Toledo, Ohio to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 75% on airfare.

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 - San Juan Luis Munoz Marin Intl. You may also consider Toledo Express - St. George's Point Saline Intl or Toledo Express - Havana Jose Marti Intl.

  • 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.

  • What is the cheapest month to book a flight from Toledo, Ohio to Caribbean?

    Currently, November is the cheapest month in which you can book a flight from Toledo, Ohio to Caribbean (average of $123). Flying from Toledo, Ohio to Caribbean in December is currently the most expensive (average of $171). 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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