HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$344+ 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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
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

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 August 1, 2026.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/175:13 pm
MBJ
-
MKE
2 stops18h 18m
American Airlines
Sun 10/256:27 pm
MKE
-
MBJ
1 stop16h 37m
American Airlines
Deal found 7/30$361
This Delta deal was found by Cheapflights users on 7/31. 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.
Sat 10/172:26 pm
MBJ
-
MKE
1 stop6h 31m
Delta
Sun 10/257:00 am
MKE
-
MBJ
1 stop6h 00m
Delta
Deal found 7/31$442
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Mon 8/35:14 pm
MBJ
-
MKE
2 stops19h 42m
American Airlines
Sat 8/225:50 pm
MKE
-
MBJ
2 stops17h 52m
American Airlines
Deal found 7/28$499
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/52:37 pm
MBJ
-
MKE
2 stops19h 14m
American Airlines
Wed 8/266:00 pm
MKE
-
MBJ
2 stops19h 49m
American Airlines
Deal found 7/30$504

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 August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$361
(American Airlines)

One-way from

$344
(American 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
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 August 1, 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

Sat 10/17

5:13 pm-11:12 am

2 stops17h 59m

Milwaukee-Mitchell

Sun 10/25

6:27 pm-11:12 am

2 stops16h 45m

$361
Quickest round-trip

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 10/17

2:26 pm-8:57 pm

1 stop6h 31m

Milwaukee-Mitchell

Sun 10/25

7:00 am-1:00 pm

1 stop6h 00m

$442

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 8/24

12:52 pm-7:07 am

2 stops18h 15m

Milwaukee-Mitchell

Tue 8/25

10:19 am-11:43 am

2 stops25h 24m

$953
Cheapest one-way

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 9/7

5:08 pm-12:23 pm

2 stops19h 15m

$344
Quickest one-way

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 9/7

4:29 pm-8:44 am

1 stop16h 15m

$345

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 1/4

1:25 pm-5:13 pm

2 stops28h 48m

$568

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 1/4

3:45 pm-11:03 am

1 stop20h 18m

$604

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Mon 1/4

2:30 pm-11:30 pm

3 stops34h 00m

$886

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 August 1, 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
11,845 reviews

Overall

7.1

Crew

7.9

Boarding

7.5

Comfort

7.2

Entertainment

6.8

Food

6.4

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go
American Airlines
7.1
Good
11,845 reviews
American Airlines
7.1
Good
11,845 reviews

Overall

7.1

Crew

7.9

Boarding

7.5

Comfort

7.2

Entertainment

6.8

Food

6.4

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go

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 fly from Jamaica to Milwaukee in about 17h 59m. The time it takes to get you to your destination can typically vary by up to . Jamaica and Milwaukee are separated by a distance of 1786 mi.

  • 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 $239 on American Airlines. Other airlines that offer cheap prices include United Airlines from $264 and Delta from $281 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

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.

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 August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$316Average$316FlexibilityNo cancel feeOn-time71%

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.