$125 Find Cheap Flights from Green Bay 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 Green Bay to Caribbean Islands departing on 4/25. 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 Green Bay 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 Green Bay to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Green Bay to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$459
Montego Bay
Montego Bay2 stops$352
Nassau
Nassau1 stop$606
Simpson Bay
Simpson Bay1 stop$663
Punta Cana
Punta Cana2 stops$459
Montego Bay
Montego Bay2 stops$352
Nassau
Nassau1 stop$606
Simpson Bay
Simpson Bay1 stop$663

Book Cheap Green Bay 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 Green Bay 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 Green Bay to Caribbean Islands

Sun, Apr 12 - Fri, Apr 17
American Airlines Logo
5:24 pm - 10:48 am
GRB
-
SJU
16h 24m
2 stops
American Airlines Logo
10:03 am - 11:31 pm
SJU
-
GRB
14h 28m
2 stops
$250American Airlines
Sun, Apr 12 - Fri, Apr 17
American Airlines Logo
5:24 pm - 10:48 am
GRB
-
SJU
16h 24m
2 stops
American Airlines Logo
7:25 am - 11:31 pm
SJU
-
GRB
17h 06m
2 stops
$278American Airlines
Sat, May 2 - Sat, May 9
United Airlines Logo
8:00 am - 11:50 pm
GRB
-
SJU
14h 50m
2 stops
United Airlines Logo
7:40 am - 3:10 pm
SJU
-
GRB
8h 30m
1 stop
$290United Airlines
Mon, May 4 - Wed, May 6
United Airlines Logo
5:00 am - 2:44 pm
GRB
-
SJU
8h 44m
1 stop
United Airlines Logo
3:56 pm - 12:07 am
SJU
-
GRB
9h 11m
1 stop
$300United Airlines
Sun, Apr 12 - Fri, Apr 17
American Airlines Logo
5:24 pm - 10:48 am
GRB
-
SJU
16h 24m
2 stops
American Airlines Logo
7:25 am - 11:31 pm
SJU
-
GRB
17h 06m
2 stops
$306American Airlines
Sun, Apr 12 - Thu, Apr 16
United Airlines Logo
10:40 am - 8:34 pm
GRB
-
SJU
8h 54m
1 stop
United Airlines Logo
1:00 am - 11:59 am
SJU
-
GRB
11h 59m
2 stops
$340United Airlines
Tue, May 19 - Fri, May 29
Delta Logo
5:24 am - 3:17 pm
GRB
-
STT
8h 53m
1 stop
Delta Logo
3:01 pm - 10:52 pm
STT
-
GRB
8h 51m
1 stop
$564Delta
Tue, May 19 - Fri, May 29
Delta Logo
5:24 am - 1:51 pm
GRB
-
STT
7h 27m
1 stop
Delta Logo
3:01 pm - 10:52 pm
STT
-
GRB
8h 51m
1 stop
$571Delta
Tue, May 19 - Fri, May 29
Delta Logo
5:24 am - 1:51 pm
GRB
-
STT
7h 27m
1 stop
Delta Logo
3:01 pm - 10:52 pm
STT
-
GRB
8h 51m
1 stop
$586Delta
Tue, May 19 - Fri, May 29
Delta Logo
5:24 am - 3:17 pm
GRB
-
STT
8h 53m
1 stop
Delta Logo
3:01 pm - 10:52 pm
STT
-
GRB
8h 51m
1 stop
$606Delta
Booking Insights

KAYAK's insights & trends for Green Bay to Caribbean Islands flights

Get data-powered insights and trends into flights from Green Bay 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 Green Bay 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 $335, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Green Bay to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Green Bay 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 Green Bay to Caribbean Islands is September, when tickets cost $395 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $895 and $805 respectively.

How far in advance should I book a flight from Green Bay 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 Green Bay 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 Green Bay to Caribbean Islands, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$125
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Green Bay to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Green Bay 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 Green Bay to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Green Bay 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 Green Bay 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 Green Bay 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 Green Bay 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 Green Bay 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 airlines flying from Green Bay to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Green Bay 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 Green Bay 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.
7.9
DeltaOverall score based on 8296 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

2.0 MediocreSusan, Mar 2026
JAX - ATL
Read more Delta reviews

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports