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$278+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Feb 2 — Feb 91
Mon 2/2
Mon 2/9
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 January 3, 2026.

This Delta deal was found by Cheapflights users on 1/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/154:44 pmMBJ - MKE
1 stop8h 03mDelta
Sun 2/226:15 amMKE - MBJ
1 stop7h 25mDelta
Deal found 1/1$459
This American Airlines deal was found by Cheapflights users on 1/1. 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 2/1511:07 amMBJ - MKE
1 stop13h 07mAmerican Airlines
Sun 2/226:37 pmMKE - MBJ
2 stops14h 30mAmerican Airlines
Deal found 1/1$478
This Southwest deal was found by Cheapflights users on 1/2. 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.
Sat 3/74:00 pmMBJ - MKE
1 stop8h 45mSouthwest
Sun 3/85:45 amMKE - MBJ
1 stop7h 50mSouthwest
Deal found 1/2$621

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 January 3, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$459
(Delta)

One-way from

$278
(Delta)
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
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One-way flight from Jamaica to Milwaukee-Mitchell
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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 January 3, 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

Sun 2/15

4:44 pm-11:47 pm

1 stop8h 03m

Milwaukee-Mitchell

Sun 2/22

6:15 am-2:40 pm

1 stop7h 25m

$459

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sun 2/15

1:22 pm-11:24 pm

2 stops11h 02m

Milwaukee-Mitchell

Sun 2/22

5:00 am-2:26 pm

2 stops8h 26m

$478

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/7

4:00 pm-11:45 pm

1 stop8h 45m

Milwaukee-Mitchell

Sun 3/8

5:45 am-1:35 pm

1 stop7h 50m

$621

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 3/10

4:49 pm-11:57 pm

1 stop7h 08m

$278

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 3/10

2:20 pm-10:30 am

2 stops20h 10m

$281

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/7

6:17 pm-6:30 am

1 stop13h 13m

$292

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 3/7

5:14 pm-1:10 pm

2 stops20h 56m

$310

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 3/10

11:57 am-2:51 pm

3 stops50h 54m

$507

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/2

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 March is currently the most expensive (average of $477). 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 January 3, 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
8,024 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
8,024 reviews
Delta
7.9
Good
8,024 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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
11,081 reviews
Delta
7.9
Good
8,024 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

Overall

7.9

Food

7.2

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 Delta, American Airlines, and Southwest fly from Jamaica to Milwaukee in about 8h 03m. The time it takes to get you to your destination can typically vary by up to 2h 59m. Jamaica and Milwaukee are separated by a distance of 1786 mi. This flight may include one or multiple stops.

  • 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 $207 on Delta. Other airlines that offer cheap prices include United Airlines from $217 and Alaska Airlines from $237 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 March is currently the most expensive (average of $477). 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 January 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$458FlexibilityNo cancel feeOn-time71%
DeltaCheapest$457Average$493FlexibilityNo cancel feeOn-timeN/A

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