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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
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$200
(Delta)

Popular in

December

Cheapest in

September

Average price

$391
From Green Bay Austin-Straubel to Caribbean
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One-way flight from Green Bay Austin-Straubel to Caribbean
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Highest demand for flights based on searches. 13% potential increase in price ($92 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/218:08 pmGRB - SJU
2 stops18h 47mAmerican Airlines
Tue 10/2811:56 amSJU - GRB
2 stops22h 18mAmerican Airlines
Deal found 9/10$235
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/12:25 pmGRB - SJU
1 stop8h 30mAmerican Airlines
Sat 11/156:25 amSJU - GRB
2 stops16h 21mAmerican Airlines
Deal found 9/10$275
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/274:35 pmGRB - SJU
2 stops20h 40mAmerican Airlines
Sat 10/412:01 pmSJU - GRB
2 stops22h 17mAmerican Airlines
Deal found 9/9$317
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/2110:40 amGRB - SJU
2 stops12h 17mUnited Airlines
Tue 10/287:10 amSJU - GRB
1 stop9h 00mUnited Airlines
Deal found 9/10$325
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/226:15 amGRB - SJU
1 stop7h 29mUnited Airlines
Fri 10/241:05 amSJU - GRB
2 stops10h 00mUnited Airlines
Deal found 9/10$336
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/110:46 amGRB - SJU
2 stops9h 36mUnited Airlines
Fri 11/142:05 amSJU - GRB
2 stops12h 28mUnited Airlines
Deal found 9/10$347
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 9/2711:07 amGRB - SJU
2 stops9h 53mDelta
Sat 10/42:15 pmSJU - GRB
1 stop9h 20mDelta
Deal found 9/9$388
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/117:17 amGRB - SJU
2 stops14h 36mAmerican Airlines
Thu 12/258:25 amSJU - GRB
2 stops17h 02mAmerican Airlines
Deal found 9/10$390
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/256:26 pmGRB - SJU
2 stops20h 26mAmerican Airlines
Mon 9/294:43 pmSJU - GRB
2 stops17h 33mAmerican Airlines
Deal found 9/10$439
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/228:08 pmGRB - NAS
2 stops20h 39mAmerican Airlines
Wed 10/2912:20 pmNAS - GRB
2 stops21h 54mAmerican Airlines
Deal found 9/11$469
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/188:08 pmGRB - STT
2 stops18h 57mAmerican Airlines
Sat 10/252:45 pmSTT - GRB
2 stops19h 29mAmerican Airlines
Deal found 9/11$509
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/88:02 pmGRB - STX
2 stops19h 41mAmerican Airlines
Thu 12/116:38 pmSTX - GRB
2 stops26h 50mAmerican Airlines
Deal found 9/10$539

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 September 11, 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

Sat 11/1

5:17 pm-12:05 pm

2 stops17h 48m

San Juan Luis Munoz Marin Intl

Sat 11/15

6:25 am-8:46 pm

2 stops16h 21m

$235

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 10/21

8:08 pm-3:55 pm

2 stops18h 47m

San Juan Luis Munoz Marin Intl

Tue 10/28

5:00 pm-9:14 am

2 stops17h 14m

$235

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sat 9/27

4:35 pm-2:15 pm

2 stops20h 40m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:01 pm-9:18 am

2 stops22h 17m

$317

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 10/21

6:15 am-2:44 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Tue 10/28

7:10 am-3:10 pm

1 stop9h 00m

$325

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Wed 10/22

6:15 am-2:44 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 am-10:05 am

2 stops10h 00m

$336

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sat 11/1

10:46 am-8:00 pm

1 stop8h 14m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-3:10 pm

2 stops15h 05m

$348

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sat 9/27

11:07 am-10:00 pm

2 stops9h 53m

San Juan Luis Munoz Marin Intl

Sat 10/4

2:15 pm-10:35 pm

1 stop9h 20m

$388

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Thu 10/9

6:00 am-11:59 pm

2 stops16h 59m

San Juan Luis Munoz Marin Intl

Tue 10/14

1:35 pm-9:14 am

2 stops20h 39m

$465

Green BayNassau

GRB - NAS

GRBNAS

Green Bay Austin-Straubel

Wed 10/22

8:08 pm-5:47 pm

2 stops20h 39m

Nassau Intl

Wed 10/29

12:20 pm-9:14 am

2 stops21h 54m

$469

Green BayChristiansted

GRB - STX

GRBSTX

Green Bay Austin-Straubel

Mon 12/8

8:02 pm-5:43 pm

2 stops19h 41m

Christiansted Henry Rohlsen

Thu 12/11

6:38 pm-7:28 pm

2 stops26h 50m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 35 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, September is the cheapest month in which you can book a flight from Green Bay to Caribbean (average of $254). Flying from Green Bay to Caribbean in June is currently the most expensive (average of $339). 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Green Bay to Caribbean as you normally would.

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 September 11, 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
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $325, American Airlines can have you in Caribbean from Green Bay in 7h 29m. 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 cheapest airlines to fly from Green Bay to Caribbean one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $118. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Green Bay to Caribbean for a low price.

  • 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 - Castries Hewanorra 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, September is the cheapest month in which you can book a flight from Green Bay to Caribbean (average of $254). Flying from Green Bay to Caribbean in June is currently the most expensive (average of $339). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$274Average$693FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$683FlexibilityNo cancel feeOn-time69%
DeltaCheapest$284Average$710FlexibilityNo cancel feeOn-timeN/A

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