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Caribbean Islands

$232+ Cheap flights from Kalamazoo (AZO) to Caribbean Islands

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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
AZO — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Kalamazoo to Caribbean Islands

Cheapest flights from Kalamazoo to Caribbean Islands
Explore the most affordable flight options available from Kalamazoo to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/74:14 pm
AZO
-
SJU
2 stops21h 46m
American Airlines
Tue 2/104:28 pm
SJU
-
AZO
1 stop7h 30m
American Airlines
Deal found 1/27$420
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/297:10 pm
AZO
-
SJU
2 stops25h 24m
American Airlines
Thu 4/93:44 pm
SJU
-
AZO
2 stops20h 00m
American Airlines
Deal found 1/28$427
This American Airlines deal was found by Cheapflights users on 1/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:57 pm
AZO
-
SJU
2 stops18h 32m
American Airlines
Mon 4/2711:59 pm
SJU
-
AZO
2 stops11h 45m
American Airlines
Deal found 1/29$459
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:10 pm
AZO
-
SJU
2 stops17h 22m
American Airlines
Mon 3/95:28 am
SJU
-
AZO
1 stop13h 08m
American Airlines
Deal found 1/27$460
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/27:10 pm
AZO
-
PUJ
2 stops15h 47m
American Airlines
Mon 3/92:20 pm
PUJ
-
AZO
2 stops21h 27m
American Airlines
Deal found 1/28$462
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/297:10 pm
AZO
-
SJU
2 stops25h 24m
American Airlines
Wed 4/86:47 am
SJU
-
AZO
2 stops17h 41m
American Airlines
Deal found 1/28$467
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/17:00 am
AZO
-
STT
1 stop7h 03m
American Airlines
Sun 3/812:02 pm
STT
-
AZO
2 stops23h 45m
American Airlines
Deal found 1/28$468
This American Airlines deal was found by Cheapflights users on 1/28. 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 11/36:00 am
AZO
-
PUJ
1 stop7h 52m
American Airlines
Fri 11/131:03 pm
PUJ
-
AZO
1 stop22h 11m
American Airlines
Deal found 1/28$477
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 4/125:57 pm
AZO
-
STT
2 stops20h 52m
American Airlines
Sun 4/192:30 pm
STT
-
AZO
2 stops21h 14m
American Airlines
Deal found 1/28$484
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Wed 4/17:10 pm
AZO
-
SJU
1 stop9h 14m
American Airlines
Thu 4/93:44 pm
SJU
-
AZO
2 stops20h 00m
American Airlines
Deal found 1/28$530
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:47 pm
AZO
-
PUJ
2 stops19h 11m
American Airlines
Mon 7/64:49 pm
PUJ
-
AZO
2 stops22h 28m
American Airlines
Deal found 1/27$531
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 3/297:10 pm
AZO
-
SJU
2 stops25h 24m
American Airlines
Mon 4/1311:59 pm
SJU
-
AZO
2 stops11h 45m
American Airlines
Deal found 1/28$548

Find flight deals from Kalamazoo to Caribbean Islands

Keep the following information in mind while searching for Kalamazoo to Caribbean Islands flight deals. Data was last updated January 29, 2026.

Round-trip from

$427
(American Airlines)

One-way from

$232
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$596
From Kalamazoo Intl to Caribbean Islands
Search Deals
One-way flight from Kalamazoo Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($98 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kalamazoo to Caribbean Islands 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 January 29, 2026.
Use the filters below to find and compare flights from Kalamazoo to Caribbean Islands that are best for you.

Fly from

Kalamazoo

Fly to

Caribbean Islands

Route

Depart

Return

Price

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Mon 3/30

7:10 pm-5:11 pm

2 stops22h 01m

San Juan Luis Munoz Marin Intl

Thu 4/9

3:44 pm-11:44 am

2 stops20h 00m

$427

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Fri 4/24

5:57 pm-12:29 pm

2 stops18h 32m

San Juan Luis Munoz Marin Intl

Mon 4/27

11:59 pm-11:44 am

2 stops11h 45m

$459

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Fri 2/27

7:10 pm-1:32 pm

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Mon 3/9

5:28 am-6:36 pm

1 stop13h 08m

$460

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Wed 4/1

7:10 pm-4:24 am

1 stop9h 14m

San Juan Luis Munoz Marin Intl

Fri 4/10

5:45 am-12:28 am

2 stops18h 43m

$460

KalamazooPunta Cana

AZO - PUJ

AZOPUJ

Kalamazoo Intl

Mon 3/2

7:10 pm-11:57 am

2 stops15h 47m

Punta Cana

Mon 3/9

2:20 pm-11:47 am

2 stops21h 27m

$462

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Tue 3/31

7:10 pm-8:34 pm

2 stops25h 24m

San Juan Luis Munoz Marin Intl

Fri 4/10

5:45 am-12:28 am

2 stops18h 43m

$467

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Wed 4/1

7:10 pm-5:11 pm

2 stops22h 01m

San Juan Luis Munoz Marin Intl

Wed 4/8

6:47 am-12:28 am

2 stops17h 41m

$467

KalamazooSan Juan

AZO - SJU

AZOSJU

Kalamazoo Intl

Tue 3/31

7:10 pm-3:28 pm

2 stops20h 18m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:00 am-12:28 am

2 stops18h 28m

$467

KalamazooSaint Thomas Island

AZO - STT

AZOSTT

Kalamazoo Intl

Sun 3/1

7:00 am-3:03 pm

1 stop7h 03m

Saint Thomas Island Cyril E King

Sun 3/8

12:02 pm-11:47 am

2 stops23h 45m

$468

KalamazooSaint Thomas Island

AZO - STT

AZOSTT

Kalamazoo Intl

Sun 4/12

5:57 pm-2:49 pm

2 stops20h 52m

Saint Thomas Island Cyril E King

Sun 4/19

2:30 pm-11:44 am

2 stops21h 14m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 32 results
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Best time to book a flight from Kalamazoo to Caribbean Islands

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

What is the cheapest month to book a flight from Kalamazoo to Caribbean Islands?

Currently, March is the cheapest month in which you can book a flight from Kalamazoo to Caribbean Islands (average of $158). Flying from Kalamazoo to Caribbean Islands in June is currently the most expensive (average of $337). 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated January 29, 2026.
Get a feel of what it's like to fly with American Airlines from Kalamazoo to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,205 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Comfort

7.2

Entertainment

6.9

Food

6.4

Boarding

7.5

Crew

8.0

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Kalamazoo to Caribbean Islands. 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 Kalamazoo to Caribbean Islands?

    Kalamazoo Intl (AZO) is the airport you will fly out of if you book a flight from Kalamazoo to Caribbean Islands. It is only a 4.3 mi journey to Kalamazoo Intl (AZO) from Kalamazoo’s city center.

  • How long is the flight from Kalamazoo to Caribbean Islands?

    A quick flight from Kalamazoo to Caribbean Islands can take about 22h 01m. American Airlines provides one of the quickest options available for as low as $427. There are 2003 mi between Kalamazoo and Caribbean Islands.

  • What are the most popular routes from Kalamazoo to Caribbean Islands?

    When deciding which route to take from Kalamazoo to Caribbean Islands consider Kalamazoo Intl - San Juan Luis Munoz Marin Intl, Kalamazoo Intl - Montego Bay Sangster Intl or Kalamazoo Intl - Nassau Intl as they are the most popular.

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

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

  • How can I find direct flights from Kalamazoo to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Kalamazoo to Caribbean Islands 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 Kalamazoo to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from Kalamazoo to Caribbean Islands (average of $158). Flying from Kalamazoo to Caribbean Islands in June is currently the most expensive (average of $337). 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 2 airlines flying from Kalamazoo to Caribbean Islands

Discover the top 2 airlines that operate flights from Kalamazoo to Caribbean Islands. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$184Average$818FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$350Average$770FlexibilityNo cancel feeOn-time71%

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