Cheap flights from Wisconsin to Caribbean Islands from $44
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Caribbean Islands departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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1 adult
Economy
0 bags
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Cheap round-trip flights
These are some of the best round-trip flight deals from Wisconsin to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.
Cheap one-way flights
Flying one-way? These are some of the best deals recently discovered on momondo for flights from Wisconsin to Caribbean Islands.
Cheap last minute flights
Planning a quick getaway from Wisconsin to Caribbean Islands? These are the last-minute flight deals available now.
Cheap direct flights
If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.
Cheap bus & train deals from Wisconsin to Caribbean Islands
Find recent round-trip train or bus tickets from Wisconsin to Caribbean Islands.
All round-trip flight deals to Caribbean Islands
The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
Spirit Airlines flights from Wisconsin to Caribbean Islands
Our best Spirit Airlines deals on Wisconsin to Caribbean Islands flight tickets
Spirit Airlines![Spirit Airlines]()
Feb 4![Spirit Airlines]()
Feb 8
ORD3:56 pmChicago O'Hare Intl
15h 25m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
SJU9:26 pmSan Juan Luis Munoz Marin Intl
5h 25m
ORD12:51 amChicago O'Hare Intl
Spirit Airlines![Spirit Airlines]()
Feb 4![Spirit Airlines]()
Feb 11
ORD3:56 pmChicago O'Hare Intl
15h 25m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
SJU8:40 pmSan Juan Luis Munoz Marin Intl
16h 00m
1 stop
ORD10:40 amChicago O'Hare Intl
Sun Country Air flights from Wisconsin to Caribbean Islands
Our best Sun Country Air deals on Wisconsin to Caribbean Islands flight tickets
Sun Country Air![Sun Country Air]()
Jan 20![Sun Country Air]()
Jan 24
MSP6:34 amMinneapolis St Paul
5h 14m
SJU1:48 pmSan Juan Luis Munoz Marin Intl
SJU2:50 pmSan Juan Luis Munoz Marin Intl
5h 59m
MSP6:49 pmMinneapolis St Paul
Sun Country Air![Sun Country Air]()
Feb 7![Sun Country Air]()
Feb 14
MSP6:47 amMinneapolis St Paul
5h 14m
SJU2:01 pmSan Juan Luis Munoz Marin Intl
SJU2:55 pmSan Juan Luis Munoz Marin Intl
5h 59m
MSP6:54 pmMinneapolis St Paul
See travel insights to Caribbean Islands from
How to get the cheapest flight ticket from Wisconsin to Caribbean Islands
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
Prices
Airlines
Other information
What is the cheapest month to fly to Caribbean Islands?
The month of September is, on average, the cheapest month to fly to Caribbean Islands from Wisconsin, with most prices found around $349. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Wisconsin averaging around $359.
What is the cheapest day to depart on your flight to Caribbean Islands?
The cheapest day to depart from Wisconsin to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $389. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $477. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.
What is the cheapest time of day to depart on your flight to Caribbean Islands?
According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Wisconsin to Caribbean Islands in the evening for as low as $360. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $458. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Wisconsin to Caribbean Islands flight route?
Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - Caribbean Islands flight prices
How far in advance should I book a flight to Caribbean Islands?
The ideal time to book your flight to Caribbean Islands is 52 days in advance when prices tend to average $440. Keep in mind that you might be able to find cheaper flights to Caribbean Islands at any time. In fact, our users found flights for as low as $262 in the past 72 hours.
What cabin class options are available on Wisconsin to Caribbean Islands flights?
There are 1 cabin classes available to choose from on Wisconsin to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Wisconsin to Caribbean Islands?
Spirit Airlines, Frontier, and Sun Country Air are the most popular carriers operating from Wisconsin to Caribbean Islands
What airlines fly to Caribbean Islands?
American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean Islands from Wisconsin according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 8 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.
How many flights depart from Wisconsin to Caribbean Islands on average per day?
As of January 2025, there are 16 flights per day flying from Wisconsin to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 100% of flights taking off at noon.
How many flights depart from Wisconsin to Caribbean Islands on average per week?
As of January 2025, 117 flights take off from Wisconsin and land in Caribbean Islands each week. The most common flight departure day for this route is Fri, with 20% of weekly flights taking off on this day.
Cheap Wisconsin to Caribbean Islands flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Caribbean Islands
Best Price Found | $44 |
|---|---|
Fastest flight time | 3h 25m |
Direct flights | Every day |
Airports in Caribbean Islands | 5 airports |
When did momondo last update prices for flights from Wisconsin to Caribbean Islands?
Prices for flights from Wisconsin to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Wisconsin to Caribbean Islands?
As of January 2025, there are 11 operators available to choose from for flights from Wisconsin to Caribbean Islands.
How old do you have to be to fly from Wisconsin to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Wisconsin to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Wisconsin to Caribbean Islands is Airbus A320-100/200 (20.27% of total bookings). The next most popular plane models are Boeing 737-700 Passenger/BBJ1 (winglets) (8.03%), Boeing 737-800 (7.70%), and Airbus A319 (7.33%).
Best airlines flying from Wisconsin to Caribbean Islands
Compare and see reviews for airlines that fly from Wisconsin to Caribbean Islands with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $146 | Free Cancellation | Rating 6.0 3,429 reviews | |||
| PriceFrom $168 | Free Cancellation | Rating 6.3 8,075 reviews | |||
| PriceFrom $260 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $265 | Free Cancellation | Rating 8.0 8,501 reviews | |||
| PriceFrom $274 | Free Cancellation | Rating 7.4 8,944 reviews | |||
| PriceFrom $325 | Free Cancellation | Rating 8.1 4,650 reviews | |||
| PriceFrom $360 | Free Cancellation | Rating 7.4 3,191 reviews | |||
| PriceFrom $498 | Free Cancellation | Rating 7.0 381 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Wisconsin to Caribbean Islands?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Wisconsin to Caribbean Islands. momondo saves you time and could save you money on your trip.
Can I find flights from Wisconsin to Caribbean Islands with flexible booking policies on momondo?
Yes. All flights to Caribbean Islands from Wisconsin on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights from Wisconsin to Caribbean Islands?
momondo provides multiple filters to help you find the best flight to Caribbean Islands from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Wisconsin to Caribbean Islands right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Wisconsin to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.
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