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Caribbean

$161+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
GRB — SJU
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap 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 January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/24. 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.
Tue 2/245:00 am
GRB
-
SJU
2 stops11h 09m
American Airlines
Wed 3/47:00 am
SJU
-
GRB
2 stops14h 42m
American Airlines
Deal found 1/24$256
This United Airlines deal was found by Cheapflights users on 1/23. 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 4/201:30 pm
GRB
-
SJU
2 stops9h 20m
United Airlines
Fri 4/247:40 am
SJU
-
GRB
1 stop8h 32m
United Airlines
Deal found 1/23$272
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sun 3/16:32 pm
GRB
-
SJU
2 stops17h 21m
American Airlines
Thu 3/125:00 am
SJU
-
GRB
2 stops19h 32m
American Airlines
Deal found 1/25$324
This American Airlines deal was found by Cheapflights users on 1/23. 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.
Sun 2/84:53 pm
GRB
-
SJU
2 stops18h 44m
American Airlines
Fri 2/136:33 am
SJU
-
GRB
1 stop13h 28m
American Airlines
Deal found 1/23$338
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 11/76:01 am
GRB
-
SJU
2 stops15h 46m
American Airlines
Sat 11/143:53 pm
SJU
-
GRB
1 stop9h 35m
American Airlines
Deal found 1/25$359
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/26:32 pm
GRB
-
SJU
1 stop8h 52m
American Airlines
Wed 3/117:40 am
SJU
-
GRB
2 stops16h 52m
American Airlines
Deal found 1/25$369
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Tue 2/106:00 am
GRB
-
SJU
1 stop7h 18m
American Airlines
Sat 2/146:00 am
SJU
-
GRB
2 stops14h 01m
American Airlines
Deal found 1/24$371
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 2/285:28 pm
GRB
-
SJU
2 stops10h 43m
United Airlines
Sat 3/78:30 am
SJU
-
GRB
1 stop8h 38m
United Airlines
Deal found 1/25$385
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Thu 3/55:00 am
GRB
-
SJU
2 stops14h 49m
American Airlines
Tue 3/105:28 am
SJU
-
GRB
1 stop15h 14m
American Airlines
Deal found 1/26$392
This United Airlines deal was found by Cheapflights users on 1/25. 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.
Tue 3/38:00 am
GRB
-
SJU
2 stops12h 22m
United Airlines
Tue 3/107:05 am
SJU
-
GRB
2 stops10h 47m
United Airlines
Deal found 1/25$399
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 2/186:32 pm
GRB
-
STT
2 stops19h 15m
American Airlines
Mon 2/232:53 pm
STT
-
GRB
2 stops20h 28m
American Airlines
Deal found 1/26$468
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sat 3/146:38 pm
GRB
-
STX
2 stops20h 49m
American Airlines
Sat 3/215:32 pm
STX
-
GRB
2 stops25h 29m
American Airlines
Deal found 1/25$470

Find 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 January 26, 2026.

Round-trip from

$256
(American Airlines)

One-way from

$161
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$745
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. 19% potential increase in price ($140 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 26, 2026.
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

Mon 4/20

1:30 pm-11:50 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Fri 4/24

7:40 am-3:12 pm

1 stop8h 32m

$272

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sun 3/1

6:32 pm-5:24 am

1 stop8h 52m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:28 am-7:42 pm

1 stop15h 14m

$324

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sun 3/1

6:32 pm-1:53 pm

2 stops17h 21m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:00 am-11:32 pm

2 stops19h 32m

$324

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Mon 3/2

6:32 pm-4:52 pm

2 stops20h 20m

San Juan Luis Munoz Marin Intl

Thu 3/12

5:00 am-11:32 pm

2 stops19h 32m

$324

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 3/10

5:00 am-7:39 pm

2 stops13h 39m

San Juan Luis Munoz Marin Intl

Thu 3/19

5:28 am-7:42 pm

1 stop15h 14m

$359

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 3/3

5:00 am-9:34 pm

2 stops14h 34m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:28 am-7:42 pm

1 stop15h 14m

$359

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Mon 3/2

6:32 pm-5:24 am

1 stop8h 52m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:40 am-11:32 pm

2 stops16h 52m

$369

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 3/3

6:01 am-4:28 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:40 am-11:32 pm

2 stops16h 52m

$369

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sat 2/28

5:28 pm-6:11 am

2 stops10h 43m

San Juan Luis Munoz Marin Intl

Sat 3/7

8:30 am-3:08 pm

1 stop8h 38m

$385

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 3/3

8:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:05 am-4:52 pm

2 stops10h 47m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 33 results
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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.

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 January 26, 2026.
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
8,111 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,199 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $324, United Airlines can have you in Caribbean from Green Bay in 8h 52m. Airlines will cover a distance of 2205 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 - Nassau Intl or Green Bay Austin-Straubel - Saint Thomas Island Cyril E King 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

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Alternative routes for Green Bay to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$682FlexibilityNo cancel feeOn-time71%
DeltaCheapest$305Average$711FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$311Average$543FlexibilityNo cancel feeOn-time69%

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