$88 Find Cheap Flights from Grand Rapids to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Grand Rapids to Caribbean Islands departing on 4/27. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Grand Rapids to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Grand Rapids to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$390
Santo Domingo
Santo Domingo1 stop$400
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau2 stops$558
Kingston
Kingston2 stops$707
Simpson Bay
Simpson Bay1 stop$645
Providenciales
Providenciales1 stop$663
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$603
Willemstad
Willemstad1 stop$684
Puerto Plata
Puerto Plata1 stop$664
Punta Cana
Punta Cana1 stop$390
Santo Domingo
Santo Domingo1 stop$400
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau2 stops$558
Kingston
Kingston2 stops$707
Simpson Bay
Simpson Bay1 stop$645
Providenciales
Providenciales1 stop$663
Bridgetown
Bridgetown1 stop$672
George Town
George Town1 stop$603
Willemstad
Willemstad1 stop$684
Puerto Plata
Puerto Plata1 stop$664

Book Cheap Grand Rapids to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Rapids to Caribbean Islands 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 Grand Rapids to Caribbean Islands

Tue, Apr 28 - Thu, May 7
American Airlines Logo
6:20 am - 6:10 pm
GRR
-
SJU
11h 50m
2 stops
American Airlines Logo
3:44 pm - 11:59 pm
SJU
-
GRR
8h 15m
1 stop
$220American Airlines
Mon, Apr 27 - Fri, May 1
Frontier Logo
6:23 pm - 9:54 am
GRR
-
SJU
15h 31m
1 stop
Frontier Logo
3:19 pm - 2:02 pm
SJU
-
GRR
22h 43m
1 stop
$231Frontier
Sat, May 2 - Fri, May 8
United Airlines Logo
12:58 pm - 8:34 pm
GRR
-
SJU
7h 36m
1 stop
United Airlines Logo
1:00 am - 12:51 pm
SJU
-
GRR
11h 51m
2 stops
$250United Airlines
Sat, May 2 - Thu, May 7
United Airlines Logo
7:17 am - 3:10 pm
GRR
-
MBJ
8h 53m
2 stops
United Airlines Logo
12:52 pm - 11:53 pm
MBJ
-
GRR
10h 01m
1 stop
$352United Airlines
Sat, Apr 25 - Sat, May 2
Multiple Airlines Logo
4:14 pm - 6:50 pm
GRR
-
PUJ
26h 36m
1 stop
Multiple Airlines Logo
9:13 pm - 2:06 pm
PUJ
-
GRR
16h 53m
2 stops
$390Multiple Airlines
Thu, Apr 9 - Thu, Apr 16
Multiple Airlines Logo
5:14 pm - 10:07 am
GRR
-
SDQ
16h 53m
1 stop
Multiple Airlines Logo
2:35 pm - 2:33 pm
SDQ
-
GRR
23h 58m
1 stop
$400Multiple Airlines
Tue, Apr 14 - Tue, Apr 28
Delta Logo
6:05 am - 2:48 pm
GRR
-
STT
8h 43m
1 stop
Delta Logo
1:22 pm - 11:38 pm
STT
-
GRR
10h 16m
1 stop
$441Delta
Wed, May 13 - Sun, May 17
Southwest Logo
8:10 am - 6:30 pm
GRR
-
NAS
10h 20m
2 stops
Southwest Logo
2:15 pm - 12:25 am
NAS
-
GRR
10h 10m
2 stops
$558Southwest
Sun, May 10 - Thu, May 14
Southwest Logo
5:30 am - 1:20 pm
GRR
-
NAS
7h 50m
2 stops
Southwest Logo
8:45 am - 5:05 pm
NAS
-
GRR
8h 20m
2 stops
$580Southwest
Wed, May 6 - Wed, May 13
Delta Logo
6:05 am - 1:12 pm
GRR
-
SDQ
7h 07m
1 stop
Delta Logo
2:49 pm - 11:52 pm
SDQ
-
GRR
9h 03m
1 stop
$609Delta
Booking Insights

KAYAK's insights & trends for Grand Rapids to Caribbean Islands flights

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

What is the cheapest Grand Rapids to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Grand Rapids found in the last 72 hours was to San Juan, at $354 round-trip. The most popular route is from Grand Rapids (GRR) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $354.

Can I save money by flying with a layover from Grand Rapids to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $373, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Grand Rapids to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Grand Rapids to Caribbean Islands, 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 Grand Rapids to Caribbean Islands is October, when tickets cost $320 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $664 and $557 respectively.

How far in advance should I book a flight from Grand Rapids to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Grand Rapids to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Grand Rapids to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Grand Rapids to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Grand Rapids to Caribbean Islands?

    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 Grand Rapids to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Grand Rapids to Caribbean Islands 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 Grand Rapids to Caribbean Islands?

    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 Grand Rapids to Caribbean Islands 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 Grand Rapids to Caribbean Islands?

    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 Grand Rapids to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Grand Rapids to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Grand Rapids to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Grand Rapids to Caribbean Islands? 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.
8.0
SouthwestOverall score based on 4333 reviews
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

6.0 GoodDavid, Mar 2026
RSW - BWI
Read more Southwest reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

The cabin temperature was nice and cool. The wifi was not working.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

I will never fly ANA again. They lost one of my large pieces of checked luggage, the heaviest one with the most valuable items in it, and they said they will not send me an email unless they can't find it, even though the paper they gave me to track the status of my lost luggage requires a code from an email they are supposed to send me so I can do baggage tracing. They claim to be an international airline, but they also insist on calling a Japanese telephone number to confirm where to send the lost baggage if they find it. It is impossible to find an actual contact email address for customer support on their website, and their AI chatbot is unhelpful, directing you to a webpage that says it is for contact information but does not have any actual email addresses or phone numbers listed on it. My seat in economy did not recline at all, even though I was not sitting in an exit row nor the very back row. I had to sit in the fully upright position for over ten hours of international travel. Awful experience overall.

No seat back entertainment. And app had a hard time getting entertainment loaded.

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Delays with no explanation. It could have been handled better.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports