Jamaica

$157+ Cheap flights from Milwaukee (MKE) to Jamaica

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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Jul 18 — Jul 251
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Cheap flight deals from Milwaukee to Jamaica

Cheapest flights from Milwaukee to Jamaica
Explore the most affordable flight options available from Milwaukee to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 18, 2026.

This American Airlines deal was found by Cheapflights users on 6/16. 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 8/276:20 am
MKE
-
MBJ
1 stop8h 03m
American Airlines
Mon 8/312:12 pm
MBJ
-
MKE
1 stop17h 32m
American Airlines
Deal found 6/16$362
This American Airlines deal was found by Cheapflights users on 6/15. 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 9/195:43 pm
MKE
-
MBJ
1 stop22h 33m
American Airlines
Sat 9/265:16 pm
MBJ
-
MKE
2 stops17h 51m
American Airlines
Deal found 6/15$374
This Delta deal was found by Cheapflights users on 6/15. 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 9/195:30 am
MKE
-
MBJ
1 stop10h 04m
Delta
Sat 9/261:25 pm
MBJ
-
MKE
1 stop7h 27m
Delta
Deal found 6/15$422
This United Airlines deal was found by Cheapflights users on 6/16. 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 9/193:52 pm
MKE
-
MBJ
2 stops19h 51m
United Airlines
Sat 9/262:40 pm
MBJ
-
MKE
1 stop8h 05m
United Airlines
Deal found 6/16$432
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 8/116:20 am
MKE
-
MBJ
1 stop8h 03m
American Airlines
Mon 8/172:37 pm
MBJ
-
MKE
1 stop8h 22m
American Airlines
Deal found 6/14$466
This American Airlines deal was found by Cheapflights users on 6/15. 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 12/511:57 am
MKE
-
MBJ
1 stop25h 58m
American Airlines
Sat 12/121:55 pm
MBJ
-
MKE
1 stop11h 06m
American Airlines
Deal found 6/15$474
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/287:23 pm
MKE
-
KIN
2 stops42h 31m
United Airlines
Tue 8/42:56 pm
KIN
-
MKE
2 stops32h 38m
United Airlines
Deal found 6/14$767
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:20 pm
MKE
-
KIN
2 stops47h 34m
United Airlines
Wed 9/232:57 pm
KIN
-
MKE
2 stops16h 10m
United Airlines
Deal found 6/17$782
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 7/286:50 am
MKE
-
KIN
1 stop13h 13m
Delta
Thu 8/69:13 am
KIN
-
MKE
1 stop14h 40m
Delta
Deal found 6/14$799
This Delta deal was found by Cheapflights users on 6/14. 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 7/295:40 am
MKE
-
KIN
1 stop14h 23m
Delta
Tue 8/49:13 am
KIN
-
MKE
1 stop7h 00m
Delta
Deal found 6/14$814
This Delta deal was found by Cheapflights users on 6/14. 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 7/3012:58 pm
MKE
-
KIN
1 stop7h 06m
Delta
Thu 8/69:13 am
KIN
-
MKE
1 stop11h 40m
Delta
Deal found 6/14$830
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 7/147:23 pm
MKE
-
KIN
2 stops42h 31m
United Airlines
Sun 7/192:56 pm
KIN
-
MKE
2 stops43h 09m
United Airlines
Deal found 6/14$832

Find flight deals from Milwaukee to Jamaica

Keep the following information in mind while searching for Milwaukee to Jamaica flight deals. Data was last updated June 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$362
(American Airlines)

One-way from

$157
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$640
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
From Milwaukee-Mitchell to Jamaica
One-way flight from Milwaukee-Mitchell to Jamaica
Highest demand for flights based on searches. 4% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Jamaica 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 June 18, 2026.
Use the filters below to find and compare flights from Milwaukee to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 8/24

6:00 pm-11:37 am

2 stops17h 37m

Montego Bay Sangster Intl

Sat 8/29

12:47 pm-10:57 pm

1 stop10h 10m

$367

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 8/28

6:48 pm-1:21 pm

2 stops18h 33m

Montego Bay Sangster Intl

Tue 9/1

2:37 pm-7:44 am

2 stops17h 07m

$367

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 10/3

5:43 pm-12:53 pm

2 stops19h 10m

Montego Bay Sangster Intl

Tue 10/13

5:00 pm-12:02 pm

2 stops19h 02m

$377

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 9/19

5:43 pm-4:16 pm

1 stop22h 33m

Montego Bay Sangster Intl

Sat 9/26

5:16 pm-11:07 am

2 stops17h 51m

$384

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 9/19

7:05 pm-11:43 am

1 stop16h 38m

Montego Bay Sangster Intl

Sat 9/26

2:40 pm-10:45 pm

1 stop8h 05m

$432

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 12/5

11:57 am-2:55 pm

1 stop25h 58m

Montego Bay Sangster Intl

Sat 12/12

1:55 pm-12:01 am

1 stop11h 06m

$474

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 7/13

6:03 pm-11:25 am

2 stops17h 22m

Montego Bay Sangster Intl

Thu 7/16

3:02 pm-11:44 pm

1 stop8h 42m

$481

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/29

5:00 am-1:31 pm

1 stop8h 31m

Montego Bay Sangster Intl

Fri 7/3

5:14 pm-12:22 pm

2 stops19h 08m

$500
Quickest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/29

5:40 am-3:34 pm

1 stop9h 54m

Montego Bay Sangster Intl

Tue 7/7

4:59 pm-11:56 pm

1 stop6h 57m

$521

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 8/3

5:34 am-3:34 pm

1 stop10h 00m

Montego Bay Sangster Intl

Sat 8/8

4:59 pm-11:53 pm

1 stop6h 54m

$521

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 40 resultsSorted by cheapest first
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Best time to book a flight from Milwaukee to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Milwaukee 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 Milwaukee to Jamaica

What is the cheapest month to book a flight from Milwaukee to Jamaica?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Jamaica (average of $352). Flying from Milwaukee to Jamaica in July is currently the most expensive (average of $516). 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 Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated June 18, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican Airlines from Milwaukee to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Overall

7.9

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Jamaica. 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 from for flights from Milwaukee to Jamaica?

    Most people fly from Milwaukee-Mitchell (MKE) if they book a flight from Milwaukee to Jamaica. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

  • How long is the flight from Milwaukee to Jamaica?

    Departing from Milwaukee to Jamaica will take you 13h 13m. The distance from Milwaukee to Jamaica is about 1845 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Milwaukee to Jamaica that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Jamaica.

  • Can I find deals for business class flights from Milwaukee to Jamaica?

    Yes. Cheapflights offers flight deals from Milwaukee to Jamaica 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 Milwaukee to Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Jamaica (average of $352). Flying from Milwaukee to Jamaica in July is currently the most expensive (average of $516). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from Milwaukee to Jamaica

Discover the top 3 airlines that operate flights from Milwaukee to Jamaica. 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 June 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$352Average$794FlexibilityNo cancel feeOn-time71%
DeltaCheapest$473Average$539FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$571Average$716FlexibilityNo cancel feeOn-time63%

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