$101 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 4/18. 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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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$418
Santo Domingo
Santo Domingo1 stop$497
Montego Bay
Montego Bay1 stop$312
Oranjestad
Oranjestad1 stop$508
Nassau
Nassau1 stop$444
Kingston
Kingston2 stops$641
Simpson Bay
Simpson Bay2 stops$494
Providenciales
Providenciales1 stop$603
Bridgetown
Bridgetown2 stops$662
George Town
George Town1 stop$589
Willemstad
Willemstad1 stop$599
Puerto Plata
Puerto Plata2 stops$603
Punta Cana
Punta Cana1 stop$418
Santo Domingo
Santo Domingo1 stop$497
Montego Bay
Montego Bay1 stop$312
Oranjestad
Oranjestad1 stop$508
Nassau
Nassau1 stop$444
Kingston
Kingston2 stops$641
Simpson Bay
Simpson Bay2 stops$494
Providenciales
Providenciales1 stop$603
Bridgetown
Bridgetown2 stops$662
George Town
George Town1 stop$589
Willemstad
Willemstad1 stop$599
Puerto Plata
Puerto Plata2 stops$603

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

Mon, Apr 27 - Thu, Apr 30
United Airlines Logo
12:58 pm - 8:34 pm
GRR
-
SJU
7h 36m
1 stop
United Airlines Logo
7:20 am - 8:16 pm
SJU
-
GRR
12h 56m
2 stops
$216United Airlines
Sun, Apr 12 - Fri, Apr 17
Frontier Logo
3:37 pm - 11:18 am
GRR
-
SJU
19h 41m
1 stop
Frontier Logo
10:54 am - 1:48 pm
SJU
-
GRR
26h 54m
1 stop
$223Frontier
Mon, Apr 27 - Thu, Apr 30
American Airlines Logo
5:34 am - 3:35 pm
GRR
-
SJU
10h 01m
2 stops
American Airlines Logo
7:25 am - 12:28 am
SJU
-
GRR
17h 03m
1 stop
$256American Airlines
Fri, Apr 10 - Fri, Apr 24
American Airlines Logo
11:39 am - 8:51 pm
GRR
-
SJU
9h 12m
1 stop
American Airlines Logo
5:45 am - 11:59 pm
SJU
-
GRR
18h 14m
1 stop
$261American Airlines
Tue, Apr 28 - Sat, May 9
Southwest Logo
8:10 am - 9:05 pm
GRR
-
SJU
12h 55m
2 stops
Southwest Logo
4:25 pm - 11:25 pm
SJU
-
GRR
7h 00m
1 stop
$262Southwest
Mon, May 25 - Thu, May 28
Multiple Airlines Logo
2:25 pm - 12:49 am
GRR
-
SJU
10h 24m
1 stop
Multiple Airlines Logo
2:09 am - 7:11 pm
SJU
-
GRR
17h 02m
1 stop
$277Multiple Airlines
Mon, May 4 - Wed, May 13
Multiple Airlines Logo
7:23 pm - 9:54 am
GRR
-
STT
14h 31m
1 stop
Multiple Airlines Logo
10:49 am - 12:27 pm
STT
-
GRR
25h 38m
1 stop
$299Multiple Airlines
Sun, May 10 - Tue, May 19
Southwest Logo
5:30 am - 12:05 pm
GRR
-
NAS
6h 35m
1 stop
Southwest Logo
8:45 am - 4:30 pm
NAS
-
GRR
7h 45m
2 stops
$444Southwest
Tue, Apr 28 - Wed, May 6
Delta Logo
6:22 pm - 12:40 pm
GRR
-
PUJ
18h 18m
2 stops
Delta Logo
2:46 pm - 9:50 am
PUJ
-
GRR
19h 04m
2 stops
$455Delta
Wed, Apr 29 - Thu, May 14
Delta Logo
6:22 pm - 12:10 pm
GRR
-
STI
17h 48m
2 stops
Delta Logo
6:00 am - 6:48 pm
STI
-
GRR
12h 48m
2 stops
$553Delta
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 $365, 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 $314 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $673 and $583 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 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$101
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 3% 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 4307 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

4.0 OkayEmma, Mar 2026
LAX - PHX
Read more Southwest reviews

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The last 3 flights between BWI and BDL canceled the beverage service mid- way. Just say up front that the fight is too short. Thanks!

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

An entire day of delays. Cost lots of money. Meals and a hotel.

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The whole experience was excellent. As it most often is with Delta

Cabin was not pressurized properly. Several passengers had respiratory difficulties.

I was happy that I was able to get a last minute flight but unfortunately my seat was a middle seat. Even with Delta Comfort I wasn't comfortable

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

Flight was warm for first few hours and quite rough

Seat was extremely hard which made even a short 1 hour 20 minute flight fairly uncomfortable.

Everything was good except wifi and a leaking drink chiller. The floor was all wet and my bag was soaked. Did not notice until debarking. Have not heard back from Delta. Even though this was leg one of an international flight in first class, they denied access to their Sky Club - very disappointing!

The staff was fine. The plane was extremely tight, and I paid for the wifi and it did not work at all. I was actually going to ask for a refund.

two hour delay and the Delta representative on the PA system was unable to understand

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Complimentary light meal would be appreciated. But great flight crew service on all legs

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports