HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$118+ Cheap flights from Green Bay (GRB) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
GRB — SJU
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Green Bay to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Green Bay to Caribbean

Cheapest flights from Green Bay to Caribbean
Explore the most affordable flight options available from Green Bay to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:19 amGRB - SJU
1 stop10h 07mDelta
Tue 11/187:15 amSJU - GRB
2 stops10h 55mDelta
Deal found 10/26$394
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:19 amGRB - SJU
1 stop10h 07mDelta
Sat 11/157:15 amSJU - GRB
2 stops10h 53mDelta
Deal found 10/26$399
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:46 amGRB - SJU
2 stops11h 50mUnited Airlines
Wed 11/198:10 amSJU - GRB
1 stop9h 00mUnited Airlines
Deal found 10/26$407
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:21 pmGRB - NAS
2 stops19h 12mUnited Airlines
Wed 12/172:35 pmNAS - GRB
2 stops20h 34mUnited Airlines
Deal found 10/26$449
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:02 pmGRB - NAS
2 stops16h 57mAmerican Airlines
Fri 12/192:00 pmNAS - GRB
1 stop20h 39mAmerican Airlines
Deal found 10/27$456
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:51 pmGRB - NAS
1 stop22h 12mUnited Airlines
Fri 12/193:35 pmNAS - GRB
1 stop7h 01mUnited Airlines
Deal found 10/27$477
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:15 amGRB - SJU
1 stop7h 25mUnited Airlines
Mon 11/172:05 amSJU - GRB
2 stops12h 28mUnited Airlines
Deal found 10/26$484
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1010:46 amGRB - SJU
1 stop8h 14mUnited Airlines
Fri 11/142:05 amSJU - GRB
2 stops12h 28mUnited Airlines
Deal found 10/26$489
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:17 amGRB - SJU
2 stops14h 41mAmerican Airlines
Mon 11/173:43 pmSJU - GRB
1 stop9h 45mAmerican Airlines
Deal found 10/26$502
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:02 pmGRB - STT
1 stop16h 50mAmerican Airlines
Fri 12/193:39 pmSTT - GRB
1 stop9h 52mAmerican Airlines
Deal found 10/26$509
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:15 amGRB - NAS
1 stop7h 15mDelta
Wed 12/175:08 pmNAS - GRB
1 stop6h 29mDelta
Deal found 10/26$525
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2411:11 amGRB - NAS
2 stops9h 33mDelta
Wed 12/314:28 pmNAS - GRB
1 stop7h 19mDelta
Deal found 10/26$529

Cheap flight deals from Green Bay to Caribbean

Keep the following information in mind while searching for Green Bay to Caribbean flight deals. Data was last updated October 28, 2025.

Round-trip from

$268
(American Airlines)

One-way from

$118
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$455
From Green Bay Austin-Straubel to Caribbean
Search Deals
One-way flight from Green Bay Austin-Straubel to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Green Bay to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Green Bay to Caribbean that are best for you.

Fly from

Green Bay

Fly to

Caribbean

Route

Depart

Return

Price

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 2/10

11:20 am-10:48 am

2 stops21h 28m

San Juan Luis Munoz Marin Intl

Tue 2/24

6:30 am-8:30 pm

1 stop16h 00m

$268

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 2/10

6:31 am-9:26 pm

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Tue 2/24

8:35 am-2:10 pm

1 stop7h 35m

$325

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Mon 4/20

6:40 pm-2:25 pm

2 stops18h 45m

San Juan Luis Munoz Marin Intl

Fri 4/24

5:40 am-11:06 pm

2 stops18h 26m

$350

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sun 2/8

2:39 pm-6:11 am

2 stops13h 32m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:35 am-4:53 pm

1 stop10h 18m

$402

Green BayNassau

GRB - NAS

GRBNAS

Green Bay Austin-Straubel

Tue 2/17

6:33 pm-2:55 pm

2 stops19h 22m

Nassau Intl

Tue 2/24

3:47 pm-9:28 am

2 stops18h 41m

$449

Green BayNassau

GRB - NAS

GRBNAS

Green Bay Austin-Straubel

Fri 12/12

8:02 pm-2:06 pm

2 stops17h 04m

Nassau Intl

Fri 12/19

6:45 pm-9:39 am

2 stops15h 54m

$449

Green BayNassau

GRB - NAS

GRBNAS

Green Bay Austin-Straubel

Fri 12/12

3:51 pm-3:03 pm

1 stop22h 12m

Nassau Intl

Fri 12/19

3:35 pm-9:36 pm

1 stop7h 01m

$477

Green BaySaint Thomas Island

GRB - STT

GRBSTT

Green Bay Austin-Straubel

Thu 1/15

6:31 am-4:18 pm

1 stop7h 47m

Saint Thomas Island Cyril E King

Thu 1/22

3:05 pm-9:31 pm

1 stop8h 26m

$509

Green BaySaint Thomas Island

GRB - STT

GRBSTT

Green Bay Austin-Straubel

Fri 12/12

8:02 pm-4:51 pm

2 stops18h 49m

Saint Thomas Island Cyril E King

Fri 12/19

3:39 pm-11:31 pm

1 stop9h 52m

$509

Green BayNassau

GRB - NAS

GRBNAS

Green Bay Austin-Straubel

Wed 12/10

5:15 am-1:30 pm

1 stop7h 15m

Nassau Intl

Wed 12/17

5:08 pm-10:37 pm

1 stop6h 29m

$525

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 33 results
1
2
3
4

Best time to book a flight from Green Bay to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Green Bay with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Green Bay to Caribbean

What is the cheapest month to book a flight from Green Bay to Caribbean?

Currently, April is the cheapest month in which you can book a flight from Green Bay to Caribbean (average of $215). Flying from Green Bay to Caribbean in July is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from GRB to CB?

Find hourly flight availability from Green Bay to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s typically best to fly out from Green Bay to Caribbean in the evening. Doing so could potentially save you 62% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated October 28, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Green Bay to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Green Bay to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Green Bay to Caribbean?

    Green Bay Austin-Straubel (GRB), located 5.9 mi from the city center, is the airport you fly out of when you book flights from Green Bay to Caribbean.

  • How long is the flight from Green Bay to Caribbean?

    For as low as $679, American Airlines can have you in Caribbean from Green Bay in 7h 39m. Airlines will cover a distance of 2329 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Green Bay to Caribbean?

    When deciding which route to take from Green Bay to Caribbean consider Green Bay Austin-Straubel - San Juan Luis Munoz Marin Intl, Green Bay Austin-Straubel - Saint Thomas Island Cyril E King or Green Bay Austin-Straubel - Simpson Bay Princess Juliana as they are the most popular.

  • Can I find deals for flights from Green Bay to Caribbean that include hotel bookings?

    Yes. In addition to deals on Green Bay to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Green Bay to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Green Bay to Caribbean.

  • Can I find deals for business class flights from Green Bay to Caribbean?

    Yes. Cheapflights offers flight deals from Green Bay to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Green Bay to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Green Bay to Caribbean (average of $215). Flying from Green Bay to Caribbean in July is currently the most expensive (average of $422). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Green Bay to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Cancún flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Mexico City flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Dallas/Fort Worth flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Orlando flights
O'Hare Intl to Newark flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to LaGuardia flights
Minneapolis to Las Vegas flights
O'Hare Intl to Los Angeles flights
Minneapolis to Sky Harbor Intl flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to Seattle flights
O'Hare Intl to Miami flights
O'Hare Intl to San Francisco flights
Minneapolis to Cancún flights
O'Hare Intl to Fort Myers flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to Denver flights
O'Hare Intl to Baltimore flights
Minneapolis to Denver flights
O'Hare Intl to Dulles Intl flights
Minneapolis to Orlando flights
O'Hare Intl to Atlanta flights
Minneapolis to LaGuardia flights
Minneapolis to Los Angeles flights
O'Hare Intl to Boston flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Ontario flights
O'Hare Intl to George Bush Intcntl flights
O'Hare Intl to Hobby flights
Minneapolis to Newark flights
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Santa Ana flights
Minneapolis to Miami flights
O'Hare Intl to New Orleans flights
O'Hare Intl to Heathrow flights
O'Hare Intl to Honolulu flights
Minneapolis to O'Hare Intl flights
O'Hare Intl to Narita flights
O'Hare Intl to San Diego flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Haneda flights
O'Hare Intl to Austin flights
O'Hare Intl to Charles de Gaulle flights
Minneapolis to Fort Myers flights
Minneapolis to Seattle flights

Top 3 airlines flying from Green Bay to Caribbean

Discover the top 3 airlines that operate flights from Green Bay to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$274Average$629FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$639FlexibilityNo cancel feeOn-time69%
DeltaCheapest$305Average$706FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.