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$183+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap 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 February 22, 2026.

This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 3/13:26 pm
MBJ
-
MKE
2 stops17h 23m
American Airlines
Tue 3/175:48 pm
MKE
-
MBJ
2 stops18h 39m
American Airlines
Deal found 2/19$518
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Sun 3/13:26 pm
MBJ
-
MKE
2 stops17h 23m
American Airlines
Wed 3/115:10 am
MKE
-
MBJ
2 stops8h 16m
American Airlines
Deal found 2/19$612

Find flight deals from Jamaica to Milwaukee

Keep the following information in mind while searching for Jamaica to Milwaukee flight deals. Data was last updated February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars
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

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 February 22, 2026.
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

Tue 4/21

4:37 pm-10:59 am

2 stops18h 22m

$187

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/28

2:13 pm-8:56 am

2 stops42h 43m

$336

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/28

3:04 pm-11:01 am

1 stop19h 57m

$378

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/28

2:13 pm-11:27 pm

3 stops33h 14m

$388

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 4/21

1:25 pm-1:34 pm

3 stops24h 09m

$624

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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, October is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $289). Flying from Jamaica to Milwaukee in April is currently the most expensive (average of $483). 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 February 22, 2026.
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
8,241 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

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
8,241 reviews
Delta
7.9
Good
8,241 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

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
11,338 reviews
Delta
7.9
Good
8,241 reviews

Comfort

7.9

Entertainment

7.8

Boarding

8.1

Crew

8.5

Food

7.2

Overall

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.

  • 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 $263 on American Airlines. Other airlines that offer cheap prices include United Airlines from $264 and Southwest from $295 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, October is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $289). Flying from Jamaica to Milwaukee in April is currently the most expensive (average of $483). 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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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 February 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$458FlexibilityNo cancel feeOn-time71%
DeltaCheapest$457Average$493FlexibilityNo cancel feeOn-timeN/A

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