$150 Find Cheap Flights from Grand Rapids to Caribbean Islands - Compare and Save

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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 5 days
Punta Cana
Punta Cana1 stop$524
Santo Domingo
Santo Domingo1 stop$538
Montego Bay
Montego Bay1 stop$482
Oranjestad
Oranjestad2 stops$574
Nassau
Nassau1 stop$489
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$568
Providenciales
Providenciales1 stop$618
Bridgetown
Bridgetown2 stops$665
George Town
George Town1 stop$454
Willemstad
Willemstad1 stop$699
Puerto Plata
Puerto Plata2 stops$675
Punta Cana
Punta Cana1 stop$524
Santo Domingo
Santo Domingo1 stop$538
Montego Bay
Montego Bay1 stop$482
Oranjestad
Oranjestad2 stops$574
Nassau
Nassau1 stop$489
Kingston
Kingston1 stop$774
Simpson Bay
Simpson Bay1 stop$568
Providenciales
Providenciales1 stop$618
Bridgetown
Bridgetown2 stops$665
George Town
George Town1 stop$454
Willemstad
Willemstad1 stop$699
Puerto Plata
Puerto Plata2 stops$675
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?

No, with an average price for the route of $361, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Grand Rapids to Caribbean Islands is January, when tickets cost $562 (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 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 16% 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

$150
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

 
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 4219 reviews
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Airline reviews

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

4.0 OkayMather, Aug 2026
Read more Southwest reviews

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

Flight left on time and was early landing. Seats not comfortable and not enough space…

Flight left on time. Seat spacing is way too small…

It would have been better if the flight was on time

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

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.

The plane is old. There was water dripping fown from the air cooling system. The toilets were mot that clean

The meal tray was not usable it was completely uneven

Staff is friendly and helpful but flight was delayed by one hour from Detroit, making for tight window in Toronto to clear Canada Customs and pass through security screening in order to get to connecting flight on time.

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!

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

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

Very Poor. Significant delays getting to Chicago and then very poor communication on delays in Chicago to Cleveland. We could have rented a car and driven there faster than the delays ended up being.

A little more friendliness from that crew of the day.

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