$123 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 10/27. 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 Cana1 stop$568
Montego Bay
Montego Bay2 stops$357
Nassau
Nassau1 stop$601
Simpson Bay
Simpson Bay2 stops$630
Punta Cana
Punta Cana1 stop$568
Montego Bay
Montego Bay2 stops$357
Nassau
Nassau1 stop$601
Simpson Bay
Simpson Bay2 stops$630

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

Sat, Sep 12 - Sat, Sep 26
American Airlines Logo
2:51 pm - 1:35 pm
GRB
-
SJU
21h 44m
2 stops
American Airlines Logo
3:55 pm - 9:04 am
SJU
-
GRB
18h 09m
2 stops
$326American Airlines
Sat, Oct 10 - Thu, Oct 15
Delta Logo
10:50 am - 9:59 pm
GRB
-
SJU
10h 09m
2 stops
Delta Logo
12:46 pm - 9:57 pm
SJU
-
GRB
10h 11m
1 stop
$378Delta
Sat, Sep 12 - Fri, Sep 25
United Airlines Logo
6:30 am - 2:44 pm
GRB
-
SJU
7h 14m
1 stop
United Airlines Logo
1:00 am - 1:55 pm
SJU
-
GRB
13h 55m
2 stops
$383United Airlines
Sat, Oct 10 - Thu, Oct 15
American Airlines Logo
8:10 pm - 1:35 pm
GRB
-
SJU
16h 25m
2 stops
American Airlines Logo
3:50 pm - 9:04 am
SJU
-
GRB
18h 14m
2 stops
$409American Airlines
Sat, Sep 12 - Sat, Sep 26
Delta Logo
5:30 am - 1:16 pm
GRB
-
SJU
6h 46m
1 stop
Delta Logo
2:26 pm - 9:58 pm
SJU
-
GRB
8h 32m
1 stop
$413Delta
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
5:43 am - 11:07 pm
GRB
-
SJU
16h 24m
1 stop
American Airlines Logo
6:00 am - 12:16 am
SJU
-
GRB
19h 16m
2 stops
$419American Airlines
Wed, Aug 12 - Sat, Aug 15
American Airlines Logo
6:54 pm - 1:43 pm
GRB
-
SJU
17h 49m
2 stops
American Airlines Logo
12:59 am - 11:57 am
SJU
-
GRB
11h 58m
1 stop
$476American Airlines
Tue, Sep 15 - Mon, Sep 21
Delta Logo
5:30 am - 11:50 am
GRB
-
NAS
5h 20m
1 stop
Delta Logo
1:15 pm - 9:58 pm
NAS
-
GRB
9h 43m
1 stop
$601Delta
Sat, Sep 26 - Tue, Sep 29
United Airlines Logo
5:18 pm - 1:47 pm
GRB
-
NAS
19h 29m
2 stops
United Airlines Logo
2:35 pm - 12:19 am
NAS
-
GRB
10h 44m
2 stops
$725United Airlines
Sun, Jun 14 - Fri, Jun 19
United Airlines Logo
6:52 pm - 2:43 pm
GRB
-
SXM
18h 51m
2 stops
United Airlines Logo
1:35 pm - 10:01 am
SXM
-
GRB
21h 26m
2 stops
$750United 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 $371, 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 $372 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $821 and $745 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 20 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$123
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 17% 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.
7.9
DeltaOverall score based on 8450 reviews
7.2Food
8.5Crew
8.1Boarding
7.8Entertainment
7.8Comfort
Airline reviews

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

6.0 GoodRafiq, May 2026
ATL - GSP
Read more Delta reviews

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

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!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports