$308 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 7/30. 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$588
Montego Bay
Montego Bay2 stops$440
Nassau
Nassau2 stops$590
Simpson Bay
Simpson Bay1 stop$643
Punta Cana
Punta Cana1 stop$588
Montego Bay
Montego Bay2 stops$440
Nassau
Nassau2 stops$590
Simpson Bay
Simpson Bay1 stop$643

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

Wed, Aug 12 - Sun, Aug 16
JetBlue Logo
5:24 am - 1:42 pm
GRB
-
SJU
7h 18m
1 stop
JetBlue Logo
2:59 pm - 10:06 pm
SJU
-
GRB
8h 07m
1 stop
$416JetBlue
Tue, Nov 3 - Wed, Nov 11
American Airlines Logo
9:48 am - 12:07 pm
GRB
-
STT
24h 19m
2 stops
American Airlines Logo
4:18 pm - 9:17 am
STT
-
GRB
18h 59m
2 stops
$420American Airlines
Sat, Oct 10 - Fri, Oct 16
American Airlines Logo
8:10 pm - 1:45 pm
GRB
-
SJU
16h 35m
1 stop
American Airlines Logo
3:50 pm - 9:04 am
SJU
-
GRB
18h 14m
2 stops
$492American Airlines
Wed, Jun 24 - Tue, Jun 30
American Airlines Logo
6:04 am - 10:45 pm
GRB
-
SJU
15h 41m
2 stops
American Airlines Logo
6:21 am - 12:10 am
SJU
-
GRB
18h 49m
2 stops
$526American Airlines
Sat, Oct 10 - Fri, Oct 16
American Airlines Logo
8:10 pm - 1:45 pm
GRB
-
SJU
16h 35m
1 stop
American Airlines Logo
3:25 pm - 11:10 pm
SJU
-
GRB
8h 45m
1 stop
$554American Airlines
Wed, Aug 12 - Sun, Aug 16
American Airlines Logo
5:45 am - 10:24 pm
GRB
-
SJU
15h 39m
2 stops
American Airlines Logo
7:30 am - 12:16 am
SJU
-
GRB
17h 46m
2 stops
$559American Airlines
Sat, Sep 26 - Wed, Sep 30
United Airlines Logo
5:00 am - 2:44 pm
GRB
-
SJU
8h 44m
1 stop
United Airlines Logo
3:56 pm - 11:19 pm
SJU
-
GRB
8h 23m
1 stop
$573United Airlines
Wed, Jul 1 - Sun, Jul 5
Delta Logo
5:10 am - 11:52 am
GRB
-
NAS
5h 42m
1 stop
Delta Logo
6:02 pm - 10:51 pm
NAS
-
GRB
5h 49m
1 stop
$611Delta
Sun, Nov 8 - Sat, Nov 14
Delta Logo
5:30 am - 2:49 pm
GRB
-
SXM
7h 19m
1 stop
Delta Logo
4:10 pm - 10:23 am
SXM
-
GRB
20h 13m
2 stops
$643Delta
Sun, Nov 8 - Fri, Nov 13
United Airlines Logo
5:00 am - 3:57 pm
GRB
-
SXM
8h 57m
1 stop
United Airlines Logo
2:52 pm - 10:30 am
SXM
-
GRB
21h 38m
2 stops
$690United Airlines
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 December and June, when the average cost of round-trip tickets is $560 and $495 respectively.

How far in advance should I book a flight from Green Bay to Caribbean?

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, 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, 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$308
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 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.
7.9
DeltaOverall score based on 8402 reviews
7.8Comfort
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

It was a short flight so I was expecting too much

Horrifying Almost 2 million miles. Bring your own food and drink. One coffee or drink every three hours. Have to order meals on app more than 24 hours ahead Tiny and dirty bathrooms

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

I felt scammed. The priced advertised was different than what I paid. I paid the whole some online. I then got a call 20 minutes later saying I need to paid 70 more person. She said the price online is not the guaranteed price.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Easy of boarding, helpfully staff at check in, surprisingly comfortable seating

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Lost of requested seat assignments. Lost my husband's meal choice

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.

B-class on an old plane with antiquated amenities and poor service. Landed in Rome w/o bag that didn’t make the connection (plenty of time in London). Bag will come to hotel NOT the day it lands but the following night!! Still waiting for bag…BA had nothing to offer in support and couldn’t even tell me their comp, told to submit receipts and then I’ll learn what is or isn’t covered.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports