HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$224+ Cheap flights from Jamaica to Milwaukee (MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jamaica to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jamaica to Milwaukee

Keep the following information in mind while searching for Jamaica to Milwaukee flight deals. Data was last updated April 17, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$498
(United Airlines)

One-way from

$224
(Mytrip)

Popular in

August

Cheapest in

September

Average price

$528
Provider with most accurate pricing for Montego Bay Sangster Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Milwaukee-Mitchell flights.
Search Deals
From Jamaica to Milwaukee-Mitchell
Search Deals
One-way flight from Jamaica to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Jamaica to Milwaukee

Cheapest flights from Jamaica to Milwaukee
Explore the most affordable flight options available from Jamaica to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/94:12 pmMBJ - MKE
2 stops17h 50mUnited Airlines
Thu 8/285:40 pmMKE - MBJ
2 stops43h 50mUnited Airlines
Deal found 4/16$498
This American Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/92:26 pmMBJ - MKE
1 stop8h 37mAmerican Airlines
Thu 8/285:13 pmMKE - MBJ
1 stop17h 54mAmerican Airlines
Deal found 4/16$603

Cheapflights Fare Finder

Customize your flight search to find flights from Jamaica to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
Use the filters below to find and compare flights from Jamaica to Milwaukee that are best for you.

Fly from

Jamaica

Fly to

Milwaukee

Route

Depart

Return

Price

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 7/9

4:12 pm-10:02 am

2 stops17h 50m

Milwaukee-Mitchell

Thu 8/28

5:40 pm-1:30 pm

2 stops43h 50m

$498

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 7/9

2:26 pm-11:03 pm

1 stop8h 37m

Milwaukee-Mitchell

Thu 8/28

5:13 pm-11:07 am

1 stop17h 54m

$603

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 5/6

12:00 pm-11:27 am

2 stops23h 27m

$224

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 4/24

4:56 pm-11:54 pm

1 stop6h 58m

$269

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 5/6

12:35 pm-11:58 pm

1 stop11h 23m

$273

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 4/25

4:12 pm-9:12 pm

2 stops29h 00m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Best time to book a flight from Jamaica to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Jamaica with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jamaica to Milwaukee

What is the cheapest month to book a flight from Jamaica to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $280). Flying from Jamaica to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated April 17, 2025.
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Spirit Airlines
6.3
Okay
7,926 reviews
Delta
8.0
Very good
7,917 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Jamaica to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Jamaica?

    If you book a flight to Milwaukee from Jamaica, you will be flying to Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee.

  • What are the cheapest airlines to fly from Jamaica to Milwaukee one-way?

    One-way options have recently been found by users for as low as $224 on Spirit Airlines. Other airlines that offer cheap prices include Delta from $269 and American Airlines from $273 one-way.

  • Can I find deals for flights from Jamaica to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Jamaica to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jamaica to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jamaica to Milwaukee.

  • Can I find deals for business class flights from Jamaica to Milwaukee?

    Yes. Cheapflights offers flight deals from Jamaica to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jamaica to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $280). Flying from Jamaica to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Jamaica?

Book flights to Jamaica if you plan to visit one of these locations
Mequon
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jamaica to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Milwaukee flights
Santo Domingo to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Luis Munoz Marin Intl to Minneapolis flights
Bridgetown to O'Hare Intl flights
Luis Munoz Marin Intl to Madison flights
Kingston to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Nassau to O'Hare Intl flights
Oranjestad to Minneapolis flights
Saint Thomas Island to O'Hare Intl flights
Willemstad to O'Hare Intl flights
George Town to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Kingston to Minneapolis flights
Punta Cana to Minneapolis flights
Nassau to Minneapolis flights
Puerto Plata to Minneapolis flights
Montego Bay to Madison flights
Christiansted to O'Hare Intl flights
Saint Thomas Island to Minneapolis flights
Port of Spain to Minneapolis flights
Simpson Bay to O'Hare Intl flights
Simpson Bay to Madison flights
Montego Bay to Minneapolis flights
Punta Cana to Milwaukee flights
Santiago de los Caballeros to Minneapolis flights
Culebra to O'Hare Intl flights
Saint Thomas Island to Milwaukee flights
Montego Bay to Milwaukee flights
Roseau to O'Hare Intl flights
Road Town to O'Hare Intl flights
Port Au Prince to Minneapolis flights
Port Au Prince to O'Hare Intl flights
Vieques to O'Hare Intl flights
Nassau to Wausau flights
Montego Bay to Eau Claire flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.