$133 Find Cheap Flights from Green Bay 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 Green Bay to Caribbean departing on 10/21. 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.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Green Bay to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$535
Montego Bay
Montego Bay2 stops$377
Nassau
Nassau1 stop$518
Simpson Bay
Simpson Bay2 stops$960
Punta Cana
Punta Cana1 stop$535
Montego Bay
Montego Bay2 stops$377
Nassau
Nassau1 stop$518
Simpson Bay
Simpson Bay2 stops$960

Book Cheap Green Bay 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 Green Bay 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 Green Bay to Caribbean

Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
6:25 am - 8:38 pm
GRB
-
SJU
13h 13m
2 stops
United Airlines Logo
3:56 pm - 11:19 pm
SJU
-
GRB
8h 23m
1 stop
$311United Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
7:02 pm - 2:54 pm
GRB
-
SJU
18h 52m
2 stops
American Airlines Logo
7:05 am - 12:16 am
SJU
-
GRB
18h 11m
2 stops
$326American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
7:02 pm - 4:11 pm
GRB
-
SJU
20h 09m
2 stops
American Airlines Logo
5:47 pm - 11:56 am
SJU
-
GRB
19h 09m
2 stops
$351American Airlines
Sat, Aug 22 - Sat, Aug 29
Delta Logo
5:30 am - 4:38 pm
GRB
-
SJU
10h 08m
1 stop
Delta Logo
2:31 pm - 8:40 pm
SJU
-
GRB
7h 09m
1 stop
$390Delta
Sat, Aug 22 - Fri, Aug 28
American Airlines Logo
12:26 pm - 10:54 pm
GRB
-
SJU
9h 28m
1 stop
American Airlines Logo
12:55 am - 11:56 am
SJU
-
GRB
12h 01m
1 stop
$406American Airlines
Sat, Aug 22 - Fri, Aug 28
American Airlines Logo
12:26 pm - 10:54 pm
GRB
-
SJU
9h 28m
1 stop
American Airlines Logo
12:55 am - 11:56 am
SJU
-
GRB
12h 01m
1 stop
$410American Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
6:25 am - 8:38 pm
GRB
-
SJU
13h 13m
2 stops
United Airlines Logo
3:56 pm - 11:19 pm
SJU
-
GRB
8h 23m
1 stop
$416United Airlines
Sun, Sep 20 - Tue, Sep 29
Delta Logo
5:30 am - 1:42 pm
GRB
-
STT
7h 12m
1 stop
Delta Logo
2:52 pm - 10:28 pm
STT
-
GRB
8h 36m
1 stop
$510Delta
Sat, Dec 5 - Sun, Dec 13
WestJet Logo
10:50 am - 2:50 pm
GRB
-
UVF
26h 00m
2 stops
WestJet Logo
3:40 pm - 8:37 pm
UVF
-
GRB
30h 57m
2 stops
$3,822WestJet
Sat, Dec 5 - Sun, Dec 13
WestJet Logo
10:50 am - 2:50 pm
GRB
-
UVF
26h 00m
2 stops
WestJet Logo
3:40 pm - 8:37 pm
UVF
-
GRB
30h 57m
2 stops
$3,977WestJet
Booking Insights

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

Get data-powered insights and trends into flights from Green Bay 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 Green Bay to Caribbean?

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, 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 is May, when tickets cost $226 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $668 and $560 respectively.

Good to know

Low seasonJuly
Cheapest flight$133
Best time to beat the crowds but there is an average 39% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Green Bay to San Juan

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Green Bay 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 Green Bay 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 Green Bay 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 Green Bay 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 Green Bay 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 3 airlines serving from Green Bay to Caribbean

 
Need help choosing which airline to fly with from Green Bay 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.
7.8
DeltaOverall score based on 8455 reviews
7.8Comfort
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

It was as good as it could be. Flying is not a pleasant experience these days.

8.0 ExcellentMark, Jun 2026
LAX - ORD
Read more Delta reviews

It was as good as it could be. Flying is not a pleasant experience these days.

The plane was old and thus the seats were not good. No cushion left whatsoever, and it all was a bit worn out.

I was in Comfort and we didn’t get any drinks, chips or anything! First Class got full service on the flight and Comfort got nothing. Seat was horrible and uncomfortable

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports