$326 Find Cheap Flights from Kalamazoo to Caribbean - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kalamazoo to Caribbean departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Kalamazoo to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$587
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad2 stops$4,235
Nassau
Nassau1 stop$586
Kingston
Kingston2 stops$1,113
Simpson Bay
Simpson Bay2 stops$695
Punta Cana
Punta Cana2 stops$587
Montego Bay
Montego Bay1 stop$452
Oranjestad
Oranjestad2 stops$4,235
Nassau
Nassau1 stop$586
Kingston
Kingston2 stops$1,113
Simpson Bay
Simpson Bay2 stops$695

Book Cheap Kalamazoo to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kalamazoo to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kalamazoo to Caribbean

Wed, Sep 23 - Wed, Sep 30
Delta Logo
5:30 am - 4:49 pm
AZO
-
SJU
11h 19m
2 stops
Delta Logo
7:30 am - 5:33 pm
SJU
-
AZO
10h 03m
2 stops
$326Delta
Fri, Dec 4 - Sat, Dec 12
American Airlines Logo
4:28 pm - 10:35 am
AZO
-
SJU
17h 07m
2 stops
American Airlines Logo
5:10 pm - 10:20 am
SJU
-
AZO
18h 10m
2 stops
$386American Airlines
Mon, Aug 31 - Sun, Sep 6
Delta Logo
11:41 am - 10:29 pm
AZO
-
SJU
10h 48m
2 stops
Delta Logo
7:30 am - 5:20 pm
SJU
-
AZO
9h 50m
2 stops
$423Delta
Tue, Sep 8 - Sat, Sep 12
American Airlines Logo
6:00 am - 1:12 pm
AZO
-
MBJ
8h 12m
1 stop
American Airlines Logo
5:16 pm - 3:25 pm
MBJ
-
AZO
21h 09m
2 stops
$452American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
6:00 am - 11:15 pm
AZO
-
SJU
17h 15m
1 stop
American Airlines Logo
12:55 am - 3:35 pm
SJU
-
AZO
14h 40m
1 stop
$478American Airlines
Tue, Sep 8 - Sat, Sep 12
American Airlines Logo
6:00 am - 1:49 pm
AZO
-
MBJ
8h 49m
2 stops
American Airlines Logo
5:16 pm - 3:25 pm
MBJ
-
AZO
21h 09m
2 stops
$481American Airlines
Sat, Nov 7 - Fri, Nov 13
United Airlines Logo
6:00 am - 3:19 pm
AZO
-
PUJ
8h 19m
1 stop
United Airlines Logo
7:30 pm - 1:43 pm
PUJ
-
AZO
19h 13m
2 stops
$661United Airlines
Sat, Nov 7 - Fri, Nov 13
United Airlines Logo
6:00 am - 3:19 pm
AZO
-
PUJ
8h 19m
1 stop
United Airlines Logo
7:30 pm - 4:05 pm
PUJ
-
AZO
21h 35m
2 stops
$663United Airlines
Sat, Oct 24 - Wed, Oct 28
WestJet Logo
6:05 pm - 3:40 pm
AZO
-
NAS
21h 35m
2 stops
WestJet Logo
4:50 pm - 11:46 pm
NAS
-
AZO
30h 56m
2 stops
$3,417WestJet
Fri, Aug 7 - Sat, Aug 15
WestJet Logo
5:27 am - 2:15 pm
AZO
-
AUA
32h 48m
2 stops
WestJet Logo
3:05 pm - 11:52 pm
AUA
-
AZO
32h 47m
2 stops
$4,235WestJet
Booking Insights

KAYAK's insights & trends for Kalamazoo to Caribbean flights

Get data-powered insights and trends into flights from Kalamazoo to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Kalamazoo to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Kalamazoo to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Kalamazoo to Caribbean is May, when tickets cost $0 (return) on average. On the other hand, the most expensive months are February and June, when the average cost of round-trip tickets is $747 and $721 respectively.

Good to know

Low seasonAugust
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 43% increase in price.

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Kalamazoo to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kalamazoo to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kalamazoo to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kalamazoo to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Kalamazoo to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Kalamazoo to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kalamazoo to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Kalamazoo to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Kalamazoo to Caribbean

 
Need help choosing which airline to fly with from Kalamazoo to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11756 reviews
7.9Crew
6.8Entertainment
7.5Boarding
7.2Comfort
6.4Food
Airline reviews

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

10.0 ExcellentAnonymous, Jun 2026
LGA - MIA
Read more American Airlines reviews

My experience with American Airlines was great. Unfortunately my stroller was not located and has not been given to me and or reached out in return for in regard to information.

Pilots were fantastic - super smooth. First Class flight attendant was very attentive. Main Cabin flight attendant should try to smooth the rough edges of her voice - very shrill / punitive. Hurt my ears just to listen to her. Recognize they have a (tough) job to do - but tone over speakers needs to be less like scolding a 5 year old.

Maybe focus more on delivering a good product vs selling me a damn credit card

American Airlines is a great dependable airline, on time arrival and departure with polite crew and staff.

I think since I am an AA Advantage member, my checked bags should have been free, but I paid for all 4 of us.

This flight moved Gates several times in a short time period, from B to C, which required a substantial walk or rail ride. Then the flight was delayed more than 2 hours and the food was subpar compared to other flights.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

Hydraulic leak caused the flight to be cancelled. Auto system scheduled us on a 3 am flight. Wevhsedvrebook on the app and hit schedules later in the afternoon. Our luggage per gate and ticket agent would be rescanned and put in our new flight. Did not happen. Our luggage stayed in hsv. Baggage claim in wash dc unable to help. We filed a claim. Several emails about our luggage were in conflict with one another. Called as baggage and was on hold 30 minutes. Oscar said one of 2 was out fir delivery then cancelled. About 45 minutes later both pieces were delivered. Their system is suspect

I was not clear if food was offered or not.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports