$236 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 2/8. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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 Cana1 stop$457
Montego Bay
Montego Bay1 stop$508
Nassau
Nassau2 stops$459
Simpson Bay
Simpson Bay2 stops$557
Punta Cana
Punta Cana1 stop$457
Montego Bay
Montego Bay1 stop$508
Nassau
Nassau2 stops$459
Simpson Bay
Simpson Bay2 stops$557

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, Feb 8 - Fri, Feb 13
American Airlines Logo
11:20 am - 9:39 pm
GRB
-
SJU
8h 19m1 stop
American Airlines Logo
6:33 am - 7:42 pm
SJU
-
GRB
15h 09m1 stop
$236American Airlines
Tue, Feb 10 - Tue, Feb 24
American Airlines Logo
4:53 pm - 3:00 pm
GRB
-
SJU
20h 07m2 stops
American Airlines Logo
7:00 am - 7:42 pm
SJU
-
GRB
14h 42m2 stops
$269American Airlines
Mon, Jan 19 - Mon, Jan 26
United Airlines Logo
10:42 am - 10:22 pm
GRB
-
SJU
9h 40m2 stops
United Airlines Logo
2:05 am - 2:02 pm
SJU
-
GRB
13h 57m2 stops
$318United Airlines
Mon, Jan 26 - Wed, Jan 28
United Airlines Logo
6:31 am - 3:40 pm
GRB
-
SJU
7h 09m1 stop
United Airlines Logo
8:35 am - 4:47 pm
SJU
-
GRB
10h 12m1 stop
$326United Airlines
Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
6:01 am - 8:39 pm
GRB
-
SJU
12h 38m2 stops
American Airlines Logo
9:20 am - 7:42 pm
SJU
-
GRB
11h 22m2 stops
$351American Airlines
Thu, Mar 5 - Thu, Mar 12
Delta Logo
7:00 am - 11:58 pm
GRB
-
SJU
14h 58m2 stops
Delta Logo
6:15 am - 4:26 pm
SJU
-
GRB
11h 11m2 stops
$398Delta
Mon, Feb 9 - Fri, Feb 13
United Airlines Logo
6:31 am - 3:22 pm
GRB
-
NAS
7h 51m1 stop
United Airlines Logo
3:35 pm - 4:53 pm
NAS
-
GRB
26h 18m1 stop
$511United Airlines
Tue, Feb 17 - Tue, Feb 24
Delta Logo
5:12 am - 1:33 pm
GRB
-
NAS
7h 21m1 stop
Delta Logo
1:15 pm - 10:24 pm
NAS
-
GRB
10h 09m1 stop
$533Delta
Sat, Feb 7 - Wed, Feb 18
Delta Logo
5:28 pm - 3:05 pm
GRB
-
UVF
19h 37m2 stops
Delta Logo
4:25 pm - 11:24 am
UVF
-
GRB
20h 59m2 stops
$648Delta
Mon, Jan 26 - Thu, Feb 5
Delta Logo
5:00 am - 3:05 pm
GRB
-
UVF
8h 05m1 stop
Delta Logo
4:25 pm - 10:35 am
UVF
-
GRB
20h 10m2 stops
$708Delta
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 $321, 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 August, when the average cost of round-trip tickets is $914 and $770 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$120
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 7% 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 8018 reviews
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
7.9Comfort
Airline reviews

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

2.0 MediocreAnonymous, Jan 2026
EWR - ATL
Read more Delta reviews

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

While I didn’t watch much tv I would have liked a few more options of TV series from Apple TV or hbo max ..

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Nothing to write home about, average flight experience. Seats were spacious enough, crew friendly enough. Loved the AA entertainment/wifi service.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

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.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports