Cheap flights from Milwaukee to Caribbean from $108
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Caribbean departing on 9/16. 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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Southwest flights from Milwaukee to Caribbean
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How to get the cheapest flight ticket from Milwaukee 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 Milwaukee to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $349. If you don’t want to visit Caribbean in September, then you should wait until May to fly from Milwaukee, when ticket prices are also cheap, with an average price of $375.
What is the cheapest day to depart on your flight to Caribbean?
The cheapest day to depart from Milwaukee 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 Milwaukee 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 Milwaukee-Mitchell to Caribbean flight route?
Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Milwaukee-Mitchell - 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 Milwaukee when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $439 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Milwaukee for as low as $388 on momondo.
What cabin class options are available on Milwaukee-Mitchell to Caribbean flights?
There are 1 cabin classes available to choose from on Milwaukee-Mitchell 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 Milwaukee-Mitchell to Caribbean?
Delta, American Airlines, and Frontier are the most popular carriers operating from Milwaukee-Mitchell to Caribbean
What airlines fly to Caribbean?
American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Caribbean from Milwaukee according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 11 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 Milwaukee to Caribbean on average per week?
As of April 2025, there are 6 flights per week flying from Milwaukee to Caribbean. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.
Cheap Milwaukee to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Caribbean
When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Caribbean?
Prices for flights from Milwaukee-Mitchell Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Caribbean?
As of April 2025, there are 8 operators available to choose from for flights from Milwaukee-Mitchell Airport to Caribbean.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Caribbean?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Milwaukee to Caribbean?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Milwaukee to Caribbean is Boeing 737-800 (81.82% of total bookings). The next most popular plane models are Airbus A321neo (4.13%), Airbus A320neo (3.31%), and Boeing 737 MAX 9 (3.31%).
Best airlines flying from Milwaukee to Caribbean
Compare and see reviews for airlines that fly from Milwaukee to Caribbean with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $129 | Free Cancellation | Rating 5.9 3,276 reviews | |||
| PriceFrom $203 | Free Cancellation | Rating 6.3 7,890 reviews | |||
| PriceFrom $264 | Free Cancellation | Rating 7.4 8,618 reviews | |||
| PriceFrom $265 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $294 | Free Cancellation | Rating 8.0 7,901 reviews | |||
| PriceFrom $375 | Free Cancellation | Rating 8.0 4,276 reviews | |||
| PriceFrom $384 | Free Cancellation | Rating 7.3 2,919 reviews | |||
| PriceFrom $495 | Free Cancellation | Rating 6.9 349 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Milwaukee to Caribbean?
It is quick and easy to find Milwaukee to Caribbean flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean that suits you.
Can I find flights from Milwaukee to Caribbean with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Caribbean from Milwaukee with this policy.
How can momondo help me find flights from Milwaukee to Caribbean?
Once you have performed a search for Milwaukee to Caribbean flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Milwaukee to Caribbean right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Milwaukee to Caribbean 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 and let you know when they change.