$144 Find Cheap Flights from Grand Rapids to Caribbean Islands - Compare and Save

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 8/21. 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.
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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$536
Santo Domingo
Santo Domingo1 stop$600
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$491
Kingston
Kingston1 stop$794
Simpson Bay
Simpson Bay2 stops$510
Providenciales
Providenciales1 stop$613
Bridgetown
Bridgetown2 stops$665
George Town
George Town1 stop$424
Willemstad
Willemstad1 stop$712
Puerto Plata
Puerto Plata2 stops$670
Punta Cana
Punta Cana1 stop$536
Santo Domingo
Santo Domingo1 stop$600
Montego Bay
Montego Bay1 stop$462
Oranjestad
Oranjestad1 stop$661
Nassau
Nassau1 stop$491
Kingston
Kingston1 stop$794
Simpson Bay
Simpson Bay2 stops$510
Providenciales
Providenciales1 stop$613
Bridgetown
Bridgetown2 stops$665
George Town
George Town1 stop$424
Willemstad
Willemstad1 stop$712
Puerto Plata
Puerto Plata2 stops$670

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

Fri, Sep 11 - Sun, Sep 13
Multiple Airlines Logo
8:00 am - 5:48 pm
GRR
-
SJU
9h 48m
1 stop
Multiple Airlines Logo
12:59 am - 1:16 pm
SJU
-
GRR
12h 17m
1 stop
$255Multiple Airlines
Fri, Sep 18 - Sun, Sep 20
Multiple Airlines Logo
8:00 am - 5:57 pm
GRR
-
SJU
9h 57m
1 stop
Multiple Airlines Logo
12:59 am - 1:16 pm
SJU
-
GRR
12h 17m
1 stop
$281Multiple Airlines
Thu, Oct 29 - Tue, Nov 3
American Airlines Logo
6:03 am - 10:22 pm
GRR
-
SJU
16h 19m
2 stops
American Airlines Logo
3:17 pm - 11:45 pm
SJU
-
GRR
9h 28m
2 stops
$336American Airlines
Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
7:33 am - 11:15 pm
GRR
-
SJU
15h 42m
1 stop
American Airlines Logo
10:33 am - 10:30 pm
SJU
-
GRR
11h 57m
2 stops
$336American Airlines
Thu, Oct 29 - Tue, Nov 3
United Airlines Logo
7:05 am - 2:40 pm
GRR
-
SJU
7h 35m
1 stop
United Airlines Logo
4:55 pm - 11:58 pm
SJU
-
GRR
8h 03m
1 stop
$336United Airlines
Sat, Jan 23 - Fri, Jan 29
United Airlines Logo
12:45 pm - 12:36 am
GRR
-
SJU
10h 51m
2 stops
United Airlines Logo
2:05 am - 10:32 am
SJU
-
GRR
9h 27m
1 stop
$346United Airlines
Wed, Sep 2 - Mon, Sep 7
Frontier Logo
9:13 pm - 8:11 am
GRR
-
SJU
10h 58m
1 stop
Frontier Logo
9:16 am - 8:38 pm
SJU
-
GRR
11h 22m
1 stop
$376Frontier
Tue, Nov 10 - Sat, Nov 14
Frontier Logo
12:18 pm - 2:50 am
GRR
-
SJU
13h 32m
1 stop
Frontier Logo
6:31 pm - 9:55 am
SJU
-
GRR
16h 24m
1 stop
$379Frontier
Wed, Nov 4 - Mon, Nov 9
Southwest Logo
3:15 pm - 12:45 am
GRR
-
SJU
8h 30m
1 stop
Southwest Logo
5:50 pm - 12:20 am
SJU
-
GRR
7h 30m
1 stop
$381Southwest
Wed, Nov 4 - Mon, Nov 9
Southwest Logo
3:15 pm - 12:45 am
GRR
-
SJU
8h 30m
1 stop
Southwest Logo
6:35 am - 4:45 pm
SJU
-
GRR
11h 10m
2 stops
$381Southwest
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.

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 $359, 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 January, when tickets cost $561 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $753 and $752 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 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low season

September

Cheapest flight

$144
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 8% lower on average.
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 4228 reviews
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
Airline reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

8.0 ExcellentSean, Jul 2026
HOU - LGB
Read more Southwest reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

It was good. Last flight was delayed but I always say that is in God's plan

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Overall good, just screaming kids in the area the whole flight.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

Southwest's seats are the least comfortable I have ever sat in.

Southwest is a discount airline. I get it. You take the (usually) good pricing with the bad (cramped). But Southwest is becoming more and more like the cut-rate airlines *cough* Spirit *cough*. It used to actually be a fun experience. e.g. paying for WiFi is bad enough - having to pay for it on each leg of a flight is ridiculous. Yes, I've seen your numbers that it only "impacts a small percentage", but you and I both know that is misleading at best. While I used to try to fly SW exclusively when flying domestically, now I'll look elsewhere very frequently and price being equal (or close) I'm going to the other carriers.

Chaotic boarding at these gates, multiple gates squeezed in at the very end of a concourse, behind a restaurant. Agents gave up on boarding by individual zones. Flight itself was uneventful, which is all we hope for any more.

Weather in Atlanta necessitated an hour's hold on the tarmac before we could leave Detroit. The plane was packed, and I expected some surliness. But no! The crew was fantastic (jovial even!), responsive to people's needs, and kept us informed. Consequently, the passengers took the delay in stride, and what could have been an ugly situation turned out to be no more than a minor inconvenience. The crew were the stars here.

The flight was mostly smooth and direct (although it was 2 hours late). The glow of the flight attendant’s phone was annoying as I tried to sleep on this midnight flight.

Everything about this flight was good except for the very end when I reached my destination. Everyone from the tune to the wheelchair escorts were great with the case were great but I miss you with people at the check in this at the very end. I need help from the chicken desk because I forgot my pillow on the plane The female worker at the chicken desk said that they found my pillow and she was going to retrieve it for me. She left a 30 minutes without any update and her so she saw me walking back and forth waiting for her and they didn't even bother calling her or radioing her for any updates. They were busy because they were behind schedule and they were overwhelmed but thanks because at least glanced me and try to give me an update just a quick radio check or phone call. I don't care about the pillow but if you tell me to wait, I waited for at least half an hour before I said something and I just left because they wouldn't bother talking to me so I could, so everything's going in the review. I took pictures of the two men that were left working at the check-in counter. The totally ignored me despite the signals I've been giving them. I don't see any offers in the kayak review to add pictures or screenshots so I'm going to post another review I don't know their name but I'm pretty sure Delta will find other names when they see the review. Google with pictures. There was another guy at the chicken counter bring an orange workers vest who finally left after telling me that the girl that was retrieving my pillow is working the gates now. That would have been if they just told me that's what happened. But I had no update. Make me wait for nothing. Thank you Delta airlines!

Crew was real good, flight was smooth and came in early.

Should never have had to go to Detroit from Orlando back to Tennessee!

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

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

No wheel chair as requested at Atlanta arrival on first flight.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

This flight is a quick way to get to Chicago, but a bit expensive.

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Some sort of compensation for missing work because of a cancelled flight that was United’s fault

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

Staff friendly and app worked really well. Modest delays were frustrating

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

It was a good trip. Flight Attendants were friendly and responsive.

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

The trip was very smooth and they provided great customer service

Everything was excellent. I loved my flight Thank you so much 😊

I wish the indicator on the side of each row was easier to decipher regarding which seat was the window, middle and row seat. Otherwise, no complains.

Turbulence was bad and flight attendants gossiped about going to the bar and dating. Could have better awareness.

First of all the check in was terrible . No customer service treated us like we are lucky to fly on American . And kayak never notified us of flight changes , I think we got a text at 3 in the morning before our flight . Charges for seats and luggage ! Really flying is just plain stressful .

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Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports