Cheap flights from Wisconsin to Caribbean from $93
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 departing on 6/25. 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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Frontier flights from Wisconsin to Caribbean
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How to get the cheapest flight ticket from Wisconsin to Caribbean
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
What is the cheapest month to fly to Caribbean?
In general, September is the cheapest month to fly from Wisconsin to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $326. If you don’t want to visit Caribbean in September, then you should wait until October to fly from Wisconsin, when ticket prices are also cheap, with an average price of $358.
What is the cheapest day to depart on your flight to Caribbean?
The cheapest day to depart from Wisconsin to Caribbean is on a Tuesday when prices can be found 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.
What is the cheapest time of day to depart on your flight to Caribbean?
In the evening is the cheapest time of day to fly from Wisconsin to Caribbean when you can find flight prices for as low as $360. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $458.
What is the cheapest Wisconsin to Caribbean flight route?
Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - Caribbean flight prices
How far in advance should I book a flight to Caribbean?
You are more likely to see cheaper flights to Caribbean from Wisconsin when booking 20 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $440 when searching 20 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Wisconsin for as low as $381 on momondo.
What cabin class options are available on Wisconsin to Caribbean flights?
There are 1 cabin classes available to choose from on Wisconsin to Caribbean 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?
Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from Wisconsin to Caribbean
What airlines fly to Caribbean?
American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Wisconsin according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 8 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.
How many flights depart from Wisconsin to Caribbean on average per week?
As of June 2025, 88 flights take off from Wisconsin and land in Caribbean each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.
How long is the flight from Wisconsin to Caribbean?
If you’re flying from a popular airport in Wisconsin, such as Milwaukee or Madison, and flying into Caribbean, then you can expect flight times to average 16h 23m and 18h 55m, respectively.
Cheap Wisconsin to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Caribbean
When did momondo last update prices for flights from Wisconsin to Caribbean?
Prices for flights from Wisconsin to Caribbean were last updated today.
How many operators does momondo search for flights from Wisconsin to Caribbean?
As of June 2025, there are 12 operators available to choose from for flights from Wisconsin to Caribbean.
How old do you have to be to fly from Wisconsin to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Wisconsin to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Wisconsin to Caribbean is Boeing 737-800 (52.00% of total bookings). The next most popular plane models are Boeing 737 MAX 9 (16.00%), Boeing 737 MAX 8 (8.00%), and Airbus A321-100/200 (8.00%).
Best airlines flying from Wisconsin to Caribbean
Compare and see reviews for airlines that fly from Wisconsin to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $129 | Free Cancellation | Rating 5.9 3,297 reviews | |||
| PriceFrom $204 | Free Cancellation | Rating 6.3 8,064 reviews | |||
| PriceFrom $225 | Free Cancellation | Rating 7.4 8,801 reviews | |||
| PriceFrom $248 | Free Cancellation | Rating 7.3 2,923 reviews | |||
| PriceFrom $264 | Free Cancellation | Rating 8.0 7,963 reviews | |||
| PriceFrom $269 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $336 | Free Cancellation | Rating 8.0 4,279 reviews | |||
| PriceFrom $498 | Free Cancellation | Rating 6.9 345 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Wisconsin to Caribbean?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to Caribbean for you.
Can I find flights from Wisconsin to Caribbean with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Wisconsin to Caribbean flights to just show those with flexible booking policies.
How can momondo help me find flights from Wisconsin to Caribbean?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Wisconsin.
I’m not ready to book a flight from Wisconsin to Caribbean right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Wisconsin to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.