$460 Find Cheap Flights from La Crosse to Caribbean Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from La Crosse to Caribbean Islands departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from La Crosse to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from La Crosse to Caribbean Islands, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from La Crosse to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay1 stop$657
Saint Thomas Island
Saint Thomas Island2 stops$460
Montego Bay
Montego Bay1 stop$657
Saint Thomas Island
Saint Thomas Island2 stops$460

Book Cheap La Crosse to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from La Crosse to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from La Crosse to Caribbean Islands

Fri, May 29 - Tue, Jun 2
American Airlines Logo
5:34 pm - 4:17 pm
LSE
-
STT
21h 43m
2 stops
American Airlines Logo
4:48 pm - 11:26 am
STT
-
LSE
19h 38m
2 stops
$460American Airlines
Fri, Jun 26 - Mon, Jun 29
American Airlines Logo
5:25 pm - 2:58 pm
LSE
-
STT
20h 33m
2 stops
American Airlines Logo
4:49 pm - 11:22 am
STT
-
LSE
19h 33m
2 stops
$504American Airlines
Fri, Jun 26 - Mon, Jun 29
American Airlines Logo
5:25 pm - 3:58 pm
LSE
-
STT
21h 33m
2 stops
American Airlines Logo
4:42 pm - 11:22 am
STT
-
LSE
19h 40m
2 stops
$540American Airlines
Fri, Jun 26 - Mon, Jun 29
American Airlines Logo
5:25 pm - 2:58 pm
LSE
-
STT
20h 33m
2 stops
American Airlines Logo
4:42 pm - 11:22 am
STT
-
LSE
19h 40m
2 stops
$544American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
5:25 pm - 1:47 pm
LSE
-
STT
19h 22m
2 stops
American Airlines Logo
2:41 pm - 11:22 am
STT
-
LSE
21h 41m
2 stops
$574American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
5:25 pm - 1:47 pm
LSE
-
STT
19h 22m
2 stops
American Airlines Logo
2:41 pm - 11:22 am
STT
-
LSE
21h 41m
2 stops
$618American Airlines
Sun, Jun 28 - Sun, Jul 5
American Airlines Logo
6:00 am - 1:31 pm
LSE
-
MBJ
7h 31m
1 stop
American Airlines Logo
12:47 pm - 11:31 am
MBJ
-
LSE
22h 44m
2 stops
$657American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
5:25 pm - 1:47 pm
LSE
-
STT
19h 22m
2 stops
American Airlines Logo
2:41 pm - 11:22 am
STT
-
LSE
21h 41m
2 stops
$664American Airlines
Sun, Jun 28 - Sun, Jul 5
American Airlines Logo
6:00 am - 1:31 pm
LSE
-
MBJ
7h 31m
1 stop
American Airlines Logo
2:36 pm - 11:59 pm
MBJ
-
LSE
9h 23m
1 stop
$722American Airlines
Fri, May 29 - Tue, Jun 2
American Airlines Logo
11:52 am - 11:12 am
LSE
-
STT
22h 20m
2 stops
American Airlines Logo
11:52 am - 12:26 am
STT
-
LSE
13h 34m
3 stops
$895American Airlines
Booking Insights

KAYAK's insights & trends for La Crosse to Caribbean Islands flights

Get data-powered insights and trends into flights from La Crosse to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from La Crosse to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $172, prices are generally cheapest when you fly direct.

Find deals

Good to know

Cheapest flight$460
Flight from La Crosse to Saint Thomas Island

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from La Crosse to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from La Crosse to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from La Crosse to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from La Crosse to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from La Crosse to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from La Crosse to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from La Crosse to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from La Crosse to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from La Crosse to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from La Crosse to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from La Crosse to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11665 reviews
7.9Crew
7.2Comfort
6.4Food
6.9Entertainment
7.5Boarding
Airline reviews

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

2.0 MediocreAnonymous, May 2026
MSP - CLT
Read more American Airlines reviews

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

La Crosse (LSE)