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Jamaica

$473+ Cheap flights from Milwaukee (MKE) to Jamaica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
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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 December 14, 2025.

This Delta deal was found by Cheapflights users on 12/14. 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 12/215:50 pmMKE - MBJ
1 stop16h 15mDelta
Wed 12/2412:30 pmMBJ - MKE
1 stop6h 29mDelta
Deal found 12/14$473
This Delta deal was found by Cheapflights users on 12/14. 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 12/226:15 pmMKE - MBJ
2 stops18h 12mDelta
Wed 12/318:00 amMBJ - MKE
1 stop15h 43mDelta
Deal found 12/14$478
This Delta deal was found by Cheapflights users on 12/14. 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.
Sat 12/205:50 pmMKE - MBJ
1 stop16h 15mDelta
Wed 12/2412:30 pmMBJ - MKE
1 stop11h 13mDelta
Deal found 12/14$503
This Delta deal was found by Cheapflights users on 12/14. 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 12/226:15 pmMKE - MBJ
2 stops18h 12mDelta
Sun 12/284:15 pmMBJ - MKE
2 stops17h 34mDelta
Deal found 12/14$508
This Delta deal was found by Cheapflights users on 12/14. 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.
Sat 12/205:30 amMKE - MBJ
1 stop14h 11mDelta
Mon 12/298:00 amMBJ - MKE
1 stop16h 51mDelta
Deal found 12/14$533
This Delta deal was found by Cheapflights users on 12/14. 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.
Sat 12/207:25 amMKE - MBJ
1 stop12h 16mDelta
Sun 12/284:15 pmMBJ - MKE
2 stops17h 34mDelta
Deal found 12/14$538
This Delta deal was found by Cheapflights users on 12/14. 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 12/225:40 amMKE - MBJ
1 stop6h 18mDelta
Tue 12/232:23 pmMBJ - MKE
1 stop10h 28mDelta
Deal found 12/14$546
This Delta deal was found by Cheapflights users on 12/14. 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 12/226:15 pmMKE - MBJ
2 stops18h 12mDelta
Thu 1/14:15 pmMBJ - MKE
2 stops17h 34mDelta
Deal found 12/14$601
This Delta deal was found by Cheapflights users on 12/14. 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 12/185:45 amMKE - MBJ
1 stop7h 28mDelta
Tue 12/238:00 amMBJ - MKE
1 stop10h 01mDelta
Deal found 12/14$623
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:21 pmMKE - MBJ
1 stop17h 36mMultiple Airlines
Sat 12/271:05 pmMBJ - MKE
2 stops31h 15mMultiple Airlines
Deal found 12/14$627
This Delta deal was found by Cheapflights users on 12/14. 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.
Sat 12/205:50 pmMKE - MBJ
1 stop16h 15mDelta
Thu 1/14:15 pmMBJ - MKE
2 stops17h 34mDelta
Deal found 12/14$631
This Kiwi.com deal was found by Cheapflights users on 12/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:21 pmMKE - MBJ
1 stop17h 36mMultiple Airlines
Fri 1/23:05 pmMBJ - MKE
1 stop29h 15mMultiple Airlines
Deal found 12/14$632

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 December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$473
(American Airlines)

One-way from

$169
(Priceline)

Popular in

June

Cheapest in

October

Average price

$697
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
Search Deals
From Milwaukee-Mitchell to Jamaica
Search Deals
One-way flight from Milwaukee-Mitchell to Jamaica
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 14, 2025.
Use the filters below to find and compare flights from Milwaukee to Jamaica that are best for you.

Fly from

Milwaukee

Fly to

Jamaica

Route

Depart

Return

Price

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 12/24

6:25 am-2:50 pm

1 stop7h 25m

Montego Bay Sangster Intl

Tue 12/30

8:00 am-5:01 pm

1 stop10h 01m

$473

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 3/3

5:25 am-3:19 pm

1 stop8h 54m

Montego Bay Sangster Intl

Wed 3/11

4:55 pm-11:51 pm

1 stop6h 56m

$473

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 1/27

5:30 am-3:20 pm

1 stop8h 50m

Montego Bay Sangster Intl

Tue 2/3

2:19 pm-11:46 pm

1 stop10h 27m

$473

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 2/1

3:53 pm-12:58 pm

2 stops20h 05m

Montego Bay Sangster Intl

Wed 2/11

1:58 pm-11:23 pm

2 stops10h 25m

$478

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 3/3

6:22 am-2:59 pm

1 stop7h 37m

Montego Bay Sangster Intl

Wed 3/11

10:07 am-11:24 pm

2 stops13h 17m

$478

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 1/10

4:05 pm-12:58 pm

2 stops19h 53m

Montego Bay Sangster Intl

Tue 1/20

4:16 pm-10:49 pm

1 stop7h 33m

$503

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 4/10

6:40 pm-9:10 am

1 stop14h 30m

Montego Bay Sangster Intl

Tue 4/14

10:45 am-9:12 pm

1 stop10h 27m

$503

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 12/24

6:25 am-2:50 pm

1 stop7h 25m

Montego Bay Sangster Intl

Mon 12/29

2:23 pm-8:17 pm

1 stop6h 54m

$503

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 3/7

3:05 pm-9:13 am

2 stops17h 08m

Montego Bay Sangster Intl

Sat 3/14

10:07 am-11:59 pm

1 stop13h 52m

$508

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 $193). Flying from Milwaukee to Jamaica in March is currently the most expensive (average of $408). 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.

What is the cheapest time of day to fly from MKE to JM?

Find hourly flight availability from Milwaukee to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 29% on flights from Milwaukee to Jamaica by exploring options for tickets in the morning.

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 December 14, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American 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.
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,008 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,051 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Sun Country Air
6.9
Okay
333 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 8h 54m. The distance from Milwaukee to Jamaica is about 1786 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 $193). Flying from Milwaukee to Jamaica in March is currently the most expensive (average of $408). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Milwaukee to Jamaica

Discover the top 4 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 December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$473Average$641FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$540Average$541FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$540Average$640FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$571Average$723FlexibilityNo cancel feeOn-time63%

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