Cheap flights from Wisconsin to Jamaica from $123
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 Jamaica departing on 8/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Discover deals from 900+ travel sites with momondo.
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Wisconsin to Jamaica
Cheap round-trip flights
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Spirit Airlines flights from Wisconsin to Jamaica
Our best Spirit Airlines deals on Wisconsin to Jamaica flight tickets
Delta flights from Wisconsin to Jamaica
Our best Delta deals on Wisconsin to Jamaica flight tickets
See travel insights to Jamaica from
How to get the cheapest flight ticket from Wisconsin to Jamaica
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 Jamaica?
The cheapest month to fly to Jamaica from Wisconsin is in January. Flight prices, which tend to average around $542, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of January, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $542.
What is the cheapest day to depart on your flight to Jamaica?
The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $509. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $585.
What is the cheapest time of day to depart on your flight to Jamaica?
Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Wisconsin to Jamaica during this time can be as low as $534. In the afternoon is when there is more demand to fly to Jamaica, so prices are often more expensive at around $566 per ticket.
What is the cheapest Wisconsin to Jamaica flight route?
Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Wisconsin - Jamaica flight prices
How far in advance should I book a flight to Jamaica?
You are more likely to see cheaper flights to Jamaica from Wisconsin when booking 26 weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $618 when searching 26 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Wisconsin for as low as $490 on momondo.
What cabin class options are available on Wisconsin to Jamaica flights?
There are 1 cabin classes available to choose from on Wisconsin to Jamaica 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 Jamaica?
Spirit Airlines, Delta, and United Airlines are the most popular carriers operating from Wisconsin to Jamaica
What airlines fly to Jamaica?
American Airlines, Delta and Sun Country Air are the top three most popular airlines that fly to Jamaica from Wisconsin according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 6 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.
How many flights depart from Wisconsin to Jamaica on average per week?
The number of flights available between Wisconsin and Jamaica is 7 per week as of June 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.
How long is the flight from Wisconsin to Jamaica?
Flight times from Wisconsin to Jamaica vary, but if you’re flying out of Milwaukee and flying into Montego Bay (one of the most popular routes), then the duration is 5h 48m on average. Another popular route from Wisconsin to Jamaica is flying from Madison to Montego Bay, which will take roughly 7h 29m. Keep in mind that layovers or delays could extend your travel time.
Cheap Wisconsin to Jamaica flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Jamaica
When did momondo last update prices for flights from Wisconsin to Jamaica?
Prices for flights from Wisconsin to Jamaica were last updated today.
How many operators does momondo search for flights from Wisconsin to Jamaica?
As of June 2025, there are 6 operators available to choose from for flights from Wisconsin to Jamaica.
How old do you have to be to fly from Wisconsin to Jamaica?
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 Wisconsin to Jamaica.
What documentation or ID do you need to fly to Jamaica?
The necessary travel and health documents for your Jamaica 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 Jamaica?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Wisconsin to Jamaica is Boeing 737-800 (71.43% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (14.29%) and Boeing 737-800 Passenger/BBJ2 (winglets) (14.29%).
Best airlines flying from Wisconsin to Jamaica
Compare and see reviews for airlines that fly from Wisconsin to Jamaica with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $328 | Free Cancellation | Rating 6.3 8,052 reviews | |||
| PriceFrom $469 | Free Cancellation | Rating 8.0 7,946 reviews | |||
| PriceFrom $479 | Free Cancellation | Rating 7.4 8,784 reviews | |||
| PriceFrom $490 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $502 | Free Cancellation | Rating 6.9 345 reviews | |||
| PriceFrom $502 | Free Cancellation | Rating 8.0 4,287 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Wisconsin to Jamaica?
Finding the right flight to Jamaica from Wisconsin is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jamaica quick and easy, saving you time and money.
Can I find flights from Wisconsin to Jamaica with flexible booking policies on momondo?
Flights from Wisconsin to Jamaica with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Wisconsin to Jamaica?
momondo provides multiple filters to help you find the best flight to Jamaica 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 Jamaica right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Wisconsin to Jamaica now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Jamaica and let you know when they change.