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$297+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$501
(Delta)

One-way from

$297
(American Airlines)
From Jamaica to Milwaukee-Mitchell
Search Deals
One-way flight from Jamaica to Milwaukee-Mitchell
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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 September 15, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
Thu 10/1612:48 pmMBJ - MKE
2 stops20h 38mDelta
Mon 10/204:49 pmMKE - MBJ
2 stops18h 34mDelta
Deal found 9/14$501
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/161:50 pmMBJ - MKE
1 stop10h 06mAmerican Airlines
Wed 10/228:00 amMKE - MBJ
1 stop7h 05mAmerican Airlines
Deal found 9/14$502
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/1512:52 pmMBJ - MKE
2 stops21h 19mUnited Airlines
Fri 10/243:44 pmMKE - MBJ
2 stops21h 46mUnited Airlines
Deal found 9/14$527
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/1712:52 pmMBJ - MKE
2 stops21h 19mUnited Airlines
Fri 10/245:45 pmMKE - MBJ
2 stops19h 45mUnited Airlines
Deal found 9/14$532
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 10/1712:52 pmMBJ - MKE
2 stops28h 14mUnited Airlines
Sat 10/256:40 pmMKE - MBJ
1 stop18h 06mUnited Airlines
Deal found 9/14$552
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/182:40 pmMBJ - MKE
2 stops19h 31mUnited Airlines
Fri 10/245:45 pmMKE - MBJ
2 stops19h 45mUnited Airlines
Deal found 9/14$592
This Delta deal was found by Cheapflights users on 9/14. 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.
Wed 10/1512:48 pmMBJ - MKE
2 stops20h 38mDelta
Sun 10/195:47 amMKE - MBJ
1 stop7h 33mDelta
Deal found 9/14$593
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/132:45 pmMBJ - MKE
1 stop9h 10mDelta
Tue 10/215:47 amMKE - MBJ
1 stop6h 20mDelta
Deal found 9/14$658
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 10/132:45 pmMBJ - MKE
1 stop9h 10mDelta
Sat 10/257:11 amMKE - MBJ
1 stop6h 09mDelta
Deal found 9/14$683
This Delta deal was found by Cheapflights users on 9/14. 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.
Wed 10/152:45 pmMBJ - MKE
1 stop9h 10mDelta
Tue 10/215:47 amMKE - MBJ
1 stop6h 20mDelta
Deal found 9/14$685
This Delta deal was found by Cheapflights users on 9/14. 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 10/194:59 pmMBJ - MKE
1 stop6h 56mDelta
Tue 10/215:47 amMKE - MBJ
1 stop6h 20mDelta
Deal found 9/14$719

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 September 15, 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

Thu 10/16

12:48 pm-9:26 am

2 stops20h 38m

Milwaukee-Mitchell

Sun 10/19

6:44 pm-11:23 am

2 stops16h 39m

$501

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 10/16

12:48 pm-9:26 am

2 stops20h 38m

Milwaukee-Mitchell

Tue 10/21

5:47 am-1:20 pm

1 stop7h 33m

$501

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 10/17

12:48 pm-9:27 am

2 stops20h 39m

Milwaukee-Mitchell

Mon 10/20

4:46 pm-11:23 am

2 stops18h 37m

$501

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 10/17

12:48 pm-9:27 am

2 stops20h 39m

Milwaukee-Mitchell

Sun 10/19

6:44 pm-11:23 am

2 stops16h 39m

$501

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 10/16

12:48 pm-9:26 am

2 stops20h 38m

Milwaukee-Mitchell

Mon 10/20

4:49 pm-11:23 am

2 stops18h 34m

$501

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 3/6

2:48 pm-10:09 pm

1 stop8h 21m

Milwaukee-Mitchell

Tue 3/10

7:00 am-12:46 pm

1 stop5h 46m

$503

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 10/28

1:50 pm-9:24 pm

1 stop7h 34m

$297

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 12/13

4:53 pm-12:51 pm

2 stops44h 58m

$303

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sat 12/13

2:19 pm-11:41 pm

1 stop10h 22m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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, February is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $280). Flying from Jamaica to Milwaukee in June is currently the most expensive (average of $376). 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 September 15, 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
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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 fly from Jamaica to Milwaukee in about 20h 38m. 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.

  • 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, February is the cheapest month in which you can book a flight from Jamaica to Milwaukee (average of $280). Flying from Jamaica to Milwaukee in June is currently the most expensive (average of $376). 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
Oak Creek
New Berlin
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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$503FlexibilityNo cancel feeOn-time71%
DeltaCheapest$484Average$504FlexibilityNo cancel feeOn-timeN/A

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