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Caribbean Islands

$514+ Cheap flights from La Crosse (LSE) to Caribbean Islands

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
LSE — SJU
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from La Crosse to Caribbean Islands

Cheapest flights from La Crosse to Caribbean Islands
Explore the most affordable flight options available from La Crosse to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This American Airlines deal was found by Cheapflights users on 2/4. 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 3/56:29 pm
LSE
-
MBJ
1 stop17h 57m
American Airlines
Tue 3/101:14 pm
MBJ
-
LSE
1 stop10h 22m
American Airlines
Deal found 2/4$514
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/175:20 am
LSE
-
STT
1 stop7h 52m
American Airlines
Sat 2/214:37 pm
STT
-
LSE
2 stops20h 18m
American Airlines
Deal found 2/2$665
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/55:08 pm
LSE
-
MBJ
2 stops20h 04m
American Airlines
Sat 2/74:24 pm
MBJ
-
LSE
2 stops19h 43m
American Airlines
Deal found 2/1$715
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/2111:35 am
LSE
-
MBJ
2 stops23h 46m
American Airlines
Sat 3/2810:07 am
MBJ
-
LSE
2 stops24h 55m
American Airlines
Deal found 2/4$723

Find flight deals from La Crosse to Caribbean Islands

Keep the following information in mind while searching for La Crosse to Caribbean Islands flight deals. Data was last updated February 4, 2026.

Round-trip from

$514
(American Airlines)
From La Crosse to Caribbean Islands
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from La Crosse to Caribbean Islands 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 February 4, 2026.
Use the filters below to find and compare flights from La Crosse to Caribbean Islands that are best for you.

Fly from

La Crosse

Fly to

Caribbean Islands

Route

Depart

Return

Price

La CrosseMontego Bay

LSE - MBJ

LSEMBJ

La Crosse

Thu 3/5

6:29 pm-1:26 pm

1 stop17h 57m

Montego Bay Sangster Intl

Tue 3/10

1:14 pm-11:36 pm

1 stop10h 22m

$514

La CrosseSaint Thomas Island

LSE - STT

LSESTT

La Crosse

Tue 2/17

6:29 pm-2:03 pm

2 stops17h 34m

Saint Thomas Island Cyril E King

Sat 2/21

4:37 pm-10:55 am

2 stops20h 18m

$665

La CrosseMontego Bay

LSE - MBJ

LSEMBJ

La Crosse

Sat 3/21

11:35 am-11:21 am

2 stops23h 46m

Montego Bay Sangster Intl

Sat 3/28

10:07 am-11:02 am

2 stops24h 55m

$723

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Best time to book a flight from La Crosse to Caribbean Islands

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

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 4, 2026.
Read reviews from past customers who have flown American Airlines from La Crosse to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,222 reviews

Food

6.4

Overall

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,222 reviews
American Airlines
7.2
Good
11,222 reviews

Food

6.4

Overall

7.2

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

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

    If you book a flight to Caribbean Islands from La Crosse, you will be flying from La Crosse, which is the city’s only airport. La Crosse (LSE) is located 5.4 mi from the center of La Crosse.

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

    There are many flights that can get you from La Crosse to Caribbean Islands in 17h 57m. Fly via American Airlines to get the fastest option. La Crosse and Caribbean Islands are separated by a distance of 1915 mi.

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

    Most travelers choose La Crosse - Montego Bay Sangster Intl, La Crosse - Road Town Beef Island or La Crosse - Kingston Norman Manley when deciding on the best route from La Crosse to Caribbean Islands.

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

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

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

    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 Islands.

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

    Yes. Cheapflights offers flight deals from La Crosse to Caribbean Islands 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 Islands

Discover the top airline that operate flights from La Crosse to Caribbean Islands. 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$215Average$655FlexibilityNo cancel feeOn-time71%

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