$143 Find Cheap Flights from Grand Rapids 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 Grand Rapids to Caribbean departing on 7/13. 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 Grand Rapids to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$600
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay1 stop$372
Oranjestad
Oranjestad2 stops$607
Nassau
Nassau1 stop$586
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$667
Providenciales
Providenciales1 stop$693
Bridgetown
Bridgetown1 stop$802
George Town
George Town1 stop$669
Willemstad
Willemstad2 stops$678
Puerto Plata
Puerto Plata2 stops$605
Punta Cana
Punta Cana1 stop$600
Santo Domingo
Santo Domingo1 stop$590
Montego Bay
Montego Bay1 stop$372
Oranjestad
Oranjestad2 stops$607
Nassau
Nassau1 stop$586
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$667
Providenciales
Providenciales1 stop$693
Bridgetown
Bridgetown1 stop$802
George Town
George Town1 stop$669
Willemstad
Willemstad2 stops$678
Puerto Plata
Puerto Plata2 stops$605

Book Cheap Grand Rapids 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 Grand Rapids 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 Grand Rapids to Caribbean

Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
1:18 pm - 11:43 pm
GRR
-
SJU
10h 25m
2 stops
American Airlines Logo
6:00 am - 4:39 pm
SJU
-
GRR
10h 39m
2 stops
$316American Airlines
Wed, Aug 19 - Sat, Aug 29
American Airlines Logo
6:14 am - 10:24 pm
GRR
-
SJU
16h 10m
1 stop
American Airlines Logo
6:00 am - 4:39 pm
SJU
-
GRR
10h 39m
2 stops
$321American Airlines
Mon, Jul 13 - Thu, Jul 23
Multiple Airlines Logo
7:00 am - 1:55 pm
GRR
-
SJU
6h 55m
1 stop
Multiple Airlines Logo
6:30 am - 12:30 pm
SJU
-
GRR
30h 00m
1 stop
$322Multiple Airlines
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
7:18 am - 2:51 pm
GRR
-
SJU
7h 33m
1 stop
American Airlines Logo
6:00 am - 4:39 pm
SJU
-
GRR
10h 39m
2 stops
$341American Airlines
Fri, Sep 25 - Fri, Oct 2
United Airlines Logo
7:10 am - 2:44 pm
GRR
-
SJU
7h 34m
1 stop
United Airlines Logo
1:00 am - 1:09 pm
SJU
-
GRR
12h 09m
2 stops
$350United Airlines
Fri, Sep 25 - Fri, Oct 2
United Airlines Logo
7:10 am - 2:44 pm
GRR
-
SJU
7h 34m
1 stop
United Airlines Logo
1:00 am - 11:12 am
SJU
-
GRR
10h 12m
1 stop
$357United Airlines
Sat, Aug 29 - Sat, Sep 5
Delta Logo
2:10 pm - 10:29 pm
GRR
-
SJU
8h 19m
1 stop
Delta Logo
2:26 pm - 8:46 pm
SJU
-
GRR
6h 20m
1 stop
$375Delta
Wed, Sep 16 - Wed, Sep 23
Delta Logo
5:30 am - 1:09 pm
GRR
-
MBJ
8h 39m
2 stops
Delta Logo
1:25 pm - 11:42 pm
MBJ
-
GRR
9h 17m
1 stop
$492Delta
Mon, Jun 29 - Mon, Jul 6
Multiple Airlines Logo
8:45 am - 11:55 am
GRR
-
PUJ
27h 10m
1 stop
Multiple Airlines Logo
11:52 am - 7:43 pm
PUJ
-
GRR
7h 51m
1 stop
$603Multiple Airlines
Tue, Nov 24 - Tue, Dec 1
Southwest Logo
7:05 pm - 12:35 pm
GRR
-
GCM
17h 30m
2 stops
Southwest Logo
1:30 pm - 10:20 pm
GCM
-
GRR
8h 50m
2 stops
$692Southwest
Booking Insights

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

Get data-powered insights and trends into flights from Grand Rapids 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 Grand Rapids to Caribbean?

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, 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 is August, when tickets cost $134 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $1,313 and $1,219 respectively.

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

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, 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, you should book around 2 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$143
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Grand Rapids to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Grand Rapids 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 Grand Rapids 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 Grand Rapids 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 Grand Rapids 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 Grand Rapids 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 5 airlines serving from Grand Rapids to Caribbean

 
Need help choosing which airline to fly with from Grand Rapids 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.
8.0
SouthwestOverall score based on 4262 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

It was a short flight so I was expecting too much

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Easy of boarding, helpfully staff at check in, surprisingly comfortable seating

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Lost of requested seat assignments. Lost my husband's meal choice

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

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

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports