$255 Find Cheap Flights from Kalamazoo to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kalamazoo to Caribbean departing on 6/9. 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 Cana1 stop$578
Montego Bay
Montego Bay2 stops$439
Oranjestad
Oranjestad2 stops$677
Nassau
Nassau2 stops$1,318
Kingston
Kingston2 stops$905
Bridgetown
Bridgetown2 stops$3,446
Punta Cana
Punta Cana1 stop$578
Montego Bay
Montego Bay2 stops$439
Oranjestad
Oranjestad2 stops$677
Nassau
Nassau2 stops$1,318
Kingston
Kingston2 stops$905
Bridgetown
Bridgetown2 stops$3,446

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

Thu, Sep 10 - Fri, Sep 18
Delta Logo
5:30 am - 10:00 pm
AZO
-
SJU
16h 30m
2 stops
Delta Logo
12:58 pm - 11:43 pm
SJU
-
AZO
10h 45m
2 stops
$336Delta
Sat, Aug 8 - Fri, Aug 14
American Airlines Logo
6:00 am - 12:15 am
AZO
-
SJU
18h 15m
2 stops
American Airlines Logo
12:55 am - 3:35 pm
SJU
-
AZO
14h 40m
1 stop
$379American Airlines
Sat, Sep 12 - Sat, Sep 19
Delta Logo
5:30 am - 1:00 pm
AZO
-
SJU
7h 30m
1 stop
Delta Logo
3:10 pm - 11:43 pm
SJU
-
AZO
8h 33m
1 stop
$408Delta
Sun, Jun 28 - Sat, Jul 4
Delta Logo
5:25 am - 1:04 pm
AZO
-
SJU
7h 39m
1 stop
Delta Logo
6:00 am - 10:36 pm
SJU
-
AZO
16h 36m
2 stops
$419Delta
Thu, Aug 6 - Fri, Aug 14
American Airlines Logo
4:08 pm - 9:43 am
AZO
-
SJU
17h 35m
2 stops
American Airlines Logo
3:28 pm - 3:35 pm
SJU
-
AZO
24h 07m
2 stops
$420American Airlines
Sat, Aug 8 - Fri, Aug 14
American Airlines Logo
6:00 am - 10:54 pm
AZO
-
SJU
16h 54m
1 stop
American Airlines Logo
12:55 am - 3:35 pm
SJU
-
AZO
14h 40m
1 stop
$432American Airlines
Tue, Nov 10 - Fri, Nov 13
United Airlines Logo
6:00 am - 4:02 pm
AZO
-
PUJ
9h 02m
1 stop
United Airlines Logo
7:30 pm - 1:43 pm
PUJ
-
AZO
19h 13m
2 stops
$583United Airlines
Mon, Nov 9 - Thu, Nov 12
United Airlines Logo
6:27 pm - 12:23 am
AZO
-
POS
28h 56m
2 stops
United Airlines Logo
1:30 am - 5:41 pm
POS
-
AZO
41h 11m
2 stops
$848United Airlines
Mon, Oct 26 - Fri, Oct 30
WestJet Logo
11:36 am - 1:53 pm
AZO
-
BGI
50h 17m
2 stops
WestJet Logo
2:50 pm - 5:11 pm
BGI
-
AZO
26h 21m
2 stops
$3,446WestJet
Mon, Oct 26 - Fri, Oct 30
WestJet Logo
6:05 pm - 1:53 pm
AZO
-
BGI
43h 48m
2 stops
WestJet Logo
2:50 pm - 11:46 pm
BGI
-
AZO
32h 56m
2 stops
$3,463WestJet
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 4% drop in price.
Most popular time to fly with an average 40% 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 11630 reviews
7.2Comfort
7.9Crew
6.4Food
7.5Boarding
6.9Entertainment
Airline reviews

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

10.0 ExcellentIngrid, May 2026
ONT - DFW
Read more American Airlines reviews

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

It's a long flight and that is always difficult. I was comfortable and well. The movies available were great and the crew was good.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports