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$202+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Mai 22 — Mai 291
Fr 5/22
Fr 5/29
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 April 22, 2026.

This American Airlines deal was found by Cheapflights users on 4/20. 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.
Fr 5/810:17 am
MBJ
-
MKE
1 stop12h 30m
American Airlines
Do 9/104:33 pm
MKE
-
MBJ
1 stop16h 37m
American Airlines
Deal found 4/20$316
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Do 5/710:17 am
MBJ
-
MKE
1 stop12h 30m
American Airlines
Do 8/274:25 pm
MKE
-
MBJ
1 stop21h 03m
American Airlines
Deal found 4/17$323
This American Airlines deal was found by Cheapflights users on 4/18. 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.
Do 5/1412:56 pm
MBJ
-
MKE
2 stops18h 45m
American Airlines
Mi 9/25:05 am
MKE
-
MBJ
1 stop7h 26m
American Airlines
Deal found 4/18$326
This United Airlines deal was found by Cheapflights users on 4/18. 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.
Mi 5/134:12 pm
MBJ
-
MKE
2 stops19h 19m
United Airlines
Sa 5/2310:38 am
MKE
-
MBJ
2 stops28h 32m
United Airlines
Deal found 4/18$374
This American Airlines deal was found by Cheapflights users on 4/18. 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.
Mi 5/1310:17 am
MBJ
-
MKE
1 stop7h 34m
American Airlines
Sa 5/236:51 pm
MKE
-
MBJ
2 stops18h 40m
American Airlines
Deal found 4/18$491

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 April 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(American Airlines)

One-way from

$203
(United Airlines)
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
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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 April 22, 2026.
Use the filters below to find and compare flights from Jamaica to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Do 5/14

10:17 am-10:47 pm

1 stop12h 30m

Milwaukee-Mitchell

Sa 8/29

7:37 pm-12:31 pm

1 stop16h 54m

$316
Quickest round-trip

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fr 5/8

10:17 am-5:51 pm

1 stop7h 34m

Milwaukee-Mitchell

Do 9/10

4:33 pm-9:10 am

1 stop16h 37m

$316

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fr 5/15

10:17 am-10:47 pm

1 stop12h 30m

Milwaukee-Mitchell

Fr 9/4

6:01 pm-11:19 am

2 stops17h 18m

$321
Cheapest one-way

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fr 5/8

4:12 pm-8:53 pm

2 stops28h 41m

$202
Quickest one-way

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fr 5/8

10:17 am-5:51 pm

1 stop7h 34m

$204

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

So 5/24

4:12 pm-9:57 am

2 stops17h 45m

$312

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mo 5/11

12:25 pm-10:47 pm

1 stop10h 22m

$332

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

So 5/24

2:31 pm-11:59 pm

1 stop9h 28m

$372

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

So 5/24

12:00 pm-10:45 pm

1 stop10h 45m

$404

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Sorted by cheapest first

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
No data available for this route at this time. Please check back soon.

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 22, 2026.
Get a feel of what it's like to fly with 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.
American Airlines
7.1
Good
11,644 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Food

6.4

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.
American Airlines
7.1
Good
11,644 reviews
American Airlines
7.1
Good
11,644 reviews

Boarding

7.5

Comfort

7.2

Crew

7.9

Food

6.4

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

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 American Airlines and United Airlines fly from Jamaica to Milwaukee in about 10h 22m. The time it takes to get you to your destination can typically vary by up to 8h 57m. 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 $199 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.

See more FAQs

Traveling to a place near Milwaukee?

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

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Top airline flying from Jamaica to Milwaukee

Discover the top airline 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 April 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$386Average$458FlexibilityNo cancel feeOn-time71%

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