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$797+ Cheap flights from Waterloo, IA (ALO) 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
ALO — SJU
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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Cheap flight deals from Waterloo to Caribbean

Keep the following information in mind while searching for Waterloo to Caribbean flight deals. Data was last updated August 13, 2025.

Round-trip from

$797
(American Airlines)
From Waterloo to Caribbean
Search Deals

Find flight deals from Waterloo to Caribbean

Cheapest flights from Waterloo to Caribbean
Explore the most affordable flight options available from Waterloo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 13, 2025.

This American Airlines deal was found by Cheapflights users on 8/10. 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 12/82:51 pmALO - DOM
2 stops21h 34mAmerican Airlines
Wed 12/103:15 pmDOM - ALO
2 stops32h 46mAmerican Airlines
Deal found 8/10$797
This American Airlines deal was found by Cheapflights users on 8/11. 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 12/82:51 pmALO - DOM
2 stops21h 34mAmerican Airlines
Fri 12/123:15 pmDOM - ALO
2 stops32h 46mAmerican Airlines
Deal found 8/11$892

Cheapflights Fare Finder

 
Customize your flight search to find flights from Waterloo 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 August 13, 2025.
Use the filters below to find and compare flights from Waterloo to Caribbean that are best for you.

Fly from

Waterloo

Fly to

Caribbean

Route

Depart

Return

Price

WaterlooRoseau

ALO - DOM

ALODOM

Waterloo

Mon 12/8

2:51 pm-2:25 pm

2 stops21h 34m

Roseau Douglas–Charles

Fri 12/12

3:15 pm-10:01 pm

2 stops32h 46m

$797

WaterlooRoseau

ALO - DOM

ALODOM

Waterloo

Mon 12/8

2:51 pm-2:25 pm

2 stops21h 34m

Roseau Douglas–Charles

Wed 12/10

3:15 pm-10:01 pm

2 stops32h 46m

$797

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Best time to book a flight from Waterloo to Caribbean

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

What is the cheapest month to book a flight from Waterloo, Iowa to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Waterloo, Iowa to Caribbean (average of $254). Flying from Waterloo, Iowa to Caribbean in June is currently the most expensive (average of $339). 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 August 13, 2025.
Get a feel of what it's like to fly with American Airlines from Waterloo 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.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Entertainment

6.9

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Entertainment

6.9

Food

6.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

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

    Most people fly from Waterloo (ALO) if they book a flight from Waterloo to Caribbean. Waterloo is conveniently located just 5.3 mi from Waterloo’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Waterloo 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 Waterloo, Iowa to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Waterloo, Iowa to Caribbean (average of $254). Flying from Waterloo, Iowa to Caribbean in June is currently the most expensive (average of $339). 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 airline flying from Waterloo to Caribbean

Discover the top airline that operate flights from Waterloo 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 August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$585FlexibilityNo cancel feeOn-time71%

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