$163 Find Cheap Flights from Green Bay 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 Green Bay to Caribbean Islands departing on 10/17. 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 Islands

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$467
Nassau
Nassau2 stops$656
Simpson Bay
Simpson Bay1 stop$632
Punta Cana
Punta Cana1 stop$535
Montego Bay
Montego Bay2 stops$467
Nassau
Nassau2 stops$656
Simpson Bay
Simpson Bay1 stop$632

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

Wed, Sep 2 - Wed, Sep 9
Delta Logo
5:30 am - 1:42 pm
GRB
-
SJU
7h 12m
1 stop
Delta Logo
2:59 pm - 10:28 pm
SJU
-
GRB
8h 29m
1 stop
$363Delta
Wed, Aug 12 - Sun, Aug 16
JetBlue Logo
5:24 am - 4:38 pm
GRB
-
SJU
10h 14m
1 stop
JetBlue Logo
12:56 pm - 10:06 pm
SJU
-
GRB
10h 10m
1 stop
$366JetBlue
Fri, Aug 28 - Mon, Aug 31
Delta Logo
6:57 am - 10:29 pm
GRB
-
SJU
14h 32m
2 stops
Delta Logo
2:59 pm - 10:34 pm
SJU
-
GRB
8h 35m
1 stop
$388Delta
Fri, Aug 28 - Mon, Aug 31
Delta Logo
6:57 am - 10:29 pm
GRB
-
SJU
14h 32m
2 stops
Delta Logo
7:00 am - 9:07 pm
SJU
-
GRB
15h 07m
2 stops
$390Delta
Sat, Aug 29 - Wed, Sep 2
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
Tue, Nov 3 - Wed, Nov 11
American Airlines Logo
8:15 pm - 4:55 pm
GRB
-
STT
18h 40m
2 stops
American Airlines Logo
4:18 pm - 9:22 am
STT
-
GRB
19h 04m
2 stops
$430American Airlines
Fri, Aug 28 - Mon, Aug 31
Delta Logo
5:30 am - 4:38 pm
GRB
-
SJU
10h 08m
1 stop
Delta Logo
2:59 pm - 10:34 pm
SJU
-
GRB
8h 35m
1 stop
$450Delta
Fri, Sep 18 - Fri, Sep 25
American Airlines Logo
4:04 pm - 12:51 pm
GRB
-
STT
19h 47m
2 stops
American Airlines Logo
1:41 pm - 9:35 am
STT
-
GRB
20h 54m
2 stops
$469American Airlines
Sat, Aug 29 - Wed, Sep 2
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
$484United Airlines
Sat, Aug 29 - Tue, Sep 1
United Airlines Logo
6:25 am - 8:38 pm
GRB
-
SJU
13h 13m
2 stops
United Airlines Logo
1:00 am - 9:59 am
SJU
-
GRB
9h 59m
2 stops
$486United Airlines
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 $430, 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 May, when tickets cost $336 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $745 and $668 respectively.

Good to know

Low seasonJuly
Cheapest flight$163
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 14% increase in price.
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.
7.8
DeltaOverall score based on 8465 reviews
7.2Food
7.8Comfort
8.5Crew
7.8Entertainment
8.1Boarding
Airline reviews

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

4.0 OkayAlexander, Jul 2026
ATL - TPA
Read more Delta reviews

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

Very good seat and service. No complaints about the food. Take off delayed due to airport traffic

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.

I was able to check into my flight through the app and online but had issues getting my boarding pass once I arrived to the airport.

Ninth consecutive American flight I have been on that was delayed

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 Islands

Information on your arrival and departure airports