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$279+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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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 November 6, 2025.

This United Airlines deal was found by Cheapflights users on 11/6. 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 11/262:48 pmMBJ - MKE
1 stop20h 30mUnited Airlines
Wed 12/35:00 amMKE - MBJ
1 stop7h 46mUnited Airlines
Deal found 11/6$593
This Southwest deal was found by Cheapflights users on 11/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/261:50 pmMBJ - MKE
2 stops10h 45mSouthwest
Wed 12/36:40 amMKE - MBJ
1 stop6h 45mSouthwest
Deal found 11/6$597

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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$503
(United Airlines)

One-way from

$279
(Kiwi.com)
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

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 November 6, 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

Fri 3/6

2:48 pm-10:43 pm

1 stop8h 55m

Milwaukee-Mitchell

Tue 3/10

5:00 am-12:46 pm

1 stop7h 46m

$503

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 11/26

2:48 pm-10:18 am

1 stop20h 30m

Milwaukee-Mitchell

Wed 12/3

5:00 am-1:46 pm

1 stop7h 46m

$593

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 11/26

1:50 pm-11:35 pm

2 stops10h 45m

Milwaukee-Mitchell

Wed 12/3

6:40 am-2:25 pm

1 stop6h 45m

$597

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Wed 11/26

1:40 pm-11:06 pm

2 stops10h 26m

Milwaukee-Mitchell

Wed 12/3

5:00 am-2:12 pm

2 stops8h 12m

$597

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 3/6

3:25 pm-10:48 pm

1 stop8h 23m

Milwaukee-Mitchell

Tue 3/10

6:29 am-3:05 pm

2 stops8h 36m

$617

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 12/13

5:06 pm-9:39 am

2 stops41h 33m

$279

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 1/27

4:45 pm-11:46 pm

1 stop8h 01m

$293

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 12/13

5:58 pm-11:40 pm

1 stop6h 42m

$318

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 12/13

2:48 pm-3:08 pm

1 stop25h 20m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

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, December is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $251). Flying from Jamaica to Milwaukee in April is currently the most expensive (average of $440). 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.

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 November 6, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Jamaica to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,040 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Jamaica to Milwaukee?

    Airlines like United Airlines and Southwest fly from Jamaica to Milwaukee in about 8h 55m. The time it takes to get you to your destination can typically vary by up to 1h 50m. Jamaica and Milwaukee are separated by a distance of 1786 mi. This flight may include one or multiple stops.

  • 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, December is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $251). Flying from Jamaica to Milwaukee in April is currently the most expensive (average of $440). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for Jamaica to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Jamaica to Milwaukee

Discover the top 2 airlines that operate flights from Jamaica to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$475FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$493FlexibilityNo cancel feeOn-timeN/A

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