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$801+ 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
Nov 20 — Nov 271
Thu 11/20
Thu 11/27
1 adult, Economy
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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 October 21, 2025.

This American Airlines deal was found by Cheapflights users on 10/18. 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 12/86:00 amALO - DOM
2 stops30h 46mAmerican Airlines
Fri 12/123:27 pmDOM - ALO
2 stops25h 29mAmerican Airlines
Deal found 10/18$801

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 October 21, 2025.

Round-trip from

$801
(American Airlines)
From Waterloo to Caribbean
Search Deals

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 October 21, 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

6:00 am-2:46 pm

2 stops30h 46m

Roseau Douglas–Charles

Fri 12/12

3:27 pm-2:56 pm

2 stops25h 29m

$801

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

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, January is the cheapest month in which you can book a flight from Waterloo, Iowa to Caribbean (average of $159). Flying from Waterloo, Iowa to Caribbean in July is currently the most expensive (average of $396). 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 October 21, 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
11,023 reviews

Food

6.4

Entertainment

6.9

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,023 reviews
American Airlines
7.2
Good
11,023 reviews

Food

6.4

Entertainment

6.9

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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.

  • How long is the flight from Waterloo, Iowa to Caribbean?

    There are many flights that can get you from Waterloo, Iowa to Caribbean in 30h 46m. Fly via American Airlines to get the fastest option. The distance from Waterloo, Iowa to Caribbean is about 2618 mi.

  • 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, January is the cheapest month in which you can book a flight from Waterloo, Iowa to Caribbean (average of $159). Flying from Waterloo, Iowa to Caribbean in July is currently the most expensive (average of $396). 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 October 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$225Average$585FlexibilityNo cancel feeOn-time71%

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