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$509+ Cheap flights from La Crosse (LSE) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from La Crosse to Caribbean

Cheapest flights from La Crosse to Caribbean
Explore the most affordable flight options available from La Crosse to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

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.
Sat 12/66:02 pmLSE - STT
2 stops20h 56mAmerican Airlines
Wed 12/102:49 pmSTT - LSE
2 stops20h 27mAmerican Airlines
Deal found 10/27$509
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.
Thu 12/116:10 pmLSE - MBJ
1 stop20h 12mAmerican Airlines
Thu 12/182:31 pmMBJ - LSE
1 stop10h 12mAmerican Airlines
Deal found 10/27$566
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/136:02 pmLSE - STT
2 stops20h 55mAmerican Airlines
Mon 11/174:35 pmSTT - LSE
2 stops18h 58mAmerican Airlines
Deal found 10/29$770
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.
Mon 12/86:00 amLSE - KIN
2 stops15h 34mAmerican Airlines
Thu 12/111:42 pmKIN - LSE
2 stops20h 34mAmerican Airlines
Deal found 10/27$786
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/16:00 amLSE - MBJ
1 stop6h 45mAmerican Airlines
Fri 11/143:13 pmMBJ - LSE
1 stop9h 36mAmerican Airlines
Deal found 10/28$807
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.
Mon 11/36:00 amLSE - MBJ
1 stop8h 28mAmerican Airlines
Fri 11/143:13 pmMBJ - LSE
1 stop9h 36mAmerican Airlines
Deal found 10/27$874
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.
Mon 11/36:00 amLSE - MBJ
1 stop8h 28mAmerican Airlines
Mon 11/102:04 pmMBJ - LSE
1 stop10h 45mAmerican Airlines
Deal found 10/27$892
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.
Wed 10/296:00 amLSE - MBJ
1 stop6h 45mAmerican Airlines
Thu 11/133:13 pmMBJ - LSE
1 stop9h 36mAmerican Airlines
Deal found 10/27$917
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.
Tue 10/2810:54 amLSE - MBJ
1 stop25h 51mAmerican Airlines
Thu 11/133:13 pmMBJ - LSE
1 stop9h 36mAmerican Airlines
Deal found 10/27$921
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.
Wed 10/296:00 amLSE - MBJ
1 stop6h 45mAmerican Airlines
Sat 11/152:14 pmMBJ - LSE
1 stop10h 35mAmerican Airlines
Deal found 10/27$935
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.
Tue 10/2810:54 amLSE - MBJ
1 stop25h 51mAmerican Airlines
Sat 11/152:14 pmMBJ - LSE
1 stop10h 35mAmerican Airlines
Deal found 10/27$939
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.
Mon 11/36:00 amLSE - MBJ
1 stop8h 28mAmerican Airlines
Sat 11/82:14 pmMBJ - LSE
1 stop10h 35mAmerican Airlines
Deal found 10/27$943

Cheap flight deals from La Crosse to Caribbean

Keep the following information in mind while searching for La Crosse to Caribbean flight deals. Data was last updated October 29, 2025.

Round-trip from

$509
(American Airlines)
From La Crosse to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from La Crosse 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 29, 2025.
Use the filters below to find and compare flights from La Crosse to Caribbean that are best for you.

Fly from

La Crosse

Fly to

Caribbean

Route

Depart

Return

Price

La CrosseSaint Thomas Island

LSE - STT

LSESTT

La Crosse

Sat 12/6

6:02 pm-4:58 pm

2 stops20h 56m

Saint Thomas Island Cyril E King

Wed 12/10

2:49 pm-9:16 am

2 stops20h 27m

$509

La CrosseSaint Thomas Island

LSE - STT

LSESTT

La Crosse

Tue 1/27

6:00 am-5:05 pm

2 stops9h 05m

Saint Thomas Island Cyril E King

Sun 2/1

6:39 pm-11:07 am

2 stops18h 28m

$509

La CrosseMontego Bay

LSE - MBJ

LSEMBJ

La Crosse

Thu 12/11

6:10 pm-3:22 pm

1 stop20h 12m

Montego Bay Sangster Intl

Thu 12/18

2:31 pm-11:43 pm

1 stop10h 12m

$566

La CrosseMontego Bay

LSE - MBJ

LSEMBJ

La Crosse

Sun 4/5

4:46 pm-1:48 pm

1 stop21h 02m

Montego Bay Sangster Intl

Wed 4/8

12:45 pm-10:56 am

2 stops22h 11m

$656

La CrosseSaint Thomas Island

LSE - STT

LSESTT

La Crosse

Thu 11/13

6:02 pm-4:57 pm

2 stops20h 55m

Saint Thomas Island Cyril E King

Mon 11/17

4:35 pm-9:33 am

2 stops18h 58m

$770

La CrosseKingston

LSE - KIN

LSEKIN

La Crosse

Mon 12/8

6:00 am-10:34 pm

2 stops15h 34m

Kingston Norman Manley

Thu 12/11

7:00 am-11:52 pm

2 stops17h 52m

$786

La CrosseRoad Town

LSE - EIS

LSEEIS

La Crosse

Mon 12/8

9:46 am-2:56 pm

2 stops27h 10m

Road Town Beef Island

Wed 12/10

5:48 pm-5:38 pm

2 stops25h 50m

$1,025

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Best time to book a flight from La Crosse to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from La Crosse 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 La Crosse to Caribbean
No data available for this route at this time. Please check back soon.

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 29, 2025.
Peruse reviews from past customers who have flown with American Airlines from La Crosse to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Boarding

7.5

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Entertainment

6.9

Overall

7.2

Comfort

7.2

Boarding

7.5

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from La Crosse 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 La Crosse to Caribbean?

    Located just 5.4 mi from the city center, La Crosse (LSE) is the airport most travelers will use when flying to Caribbean from La Crosse.

  • How long is the flight from La Crosse to Caribbean?

    A quick flight from La Crosse to Caribbean can take about 20h 56m. American Airlines provides one of the quickest options available for as low as $509. The distance from La Crosse to Caribbean is about 2330 mi.

  • What are the most popular routes from La Crosse to Caribbean?

    While some choose either La Crosse - Saint Thomas Island Cyril E King or La Crosse - Road Town Beef Island, La Crosse - Montego Bay Sangster Intl is the most popular route from La Crosse to Caribbean.

  • Can I find deals for flights from La Crosse to Caribbean that include hotel bookings?

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

  • How can I find direct flights from La Crosse to Caribbean?

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

  • Can I find deals for business class flights from La Crosse to Caribbean?

    Yes. Cheapflights offers flight deals from La Crosse 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.

See more FAQs

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Top airline flying from La Crosse to Caribbean

Discover the top airline that operate flights from La Crosse 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$322Average$672FlexibilityNo cancel feeOn-time71%

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