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Jamaica

$222+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Mar 31 — Apr 71
Mon 3/31
Mon 4/7
1 adult, Economy
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Cheap flight deals from Milwaukee to Jamaica

Keep the following information in mind while searching for Milwaukee to Jamaica flight deals. Data was last updated March 26, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$392
(Mytrip)

One-way from

$222
(Delta)

Popular in

June

Cheapest in

October

Average price

$542
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
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From Milwaukee-Mitchell to Jamaica
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One-way flight from Milwaukee-Mitchell to Jamaica
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Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find 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 March 26, 2025.

This Mytrip deal was found by Cheapflights users on 3/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/291:24 pmMKE - MBJ
2 stops21h 38mSpirit Airlines
Fri 4/412:07 pmMBJ - MKE
1 stop26h 53mSpirit Airlines
Deal found 3/25$370
This Mytrip deal was found by Cheapflights users on 3/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/57:48 pmMKE - MBJ
2 stops15h 07mMultiple Airlines
Sat 5/1012:07 pmMBJ - MKE
2 stops25h 46mMultiple Airlines
Deal found 3/25$392
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sun 4/205:00 pmMKE - KIN
1 stop19h 31mSpirit Airlines
Wed 4/231:39 pmKIN - MKE
1 stop26h 26mSpirit Airlines
Deal found 3/25$421
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Sun 4/205:00 pmMKE - KIN
1 stop19h 31mMultiple Airlines
Thu 4/247:05 amKIN - MKE
1 stop9h 00mMultiple Airlines
Deal found 3/25$433
This United Airlines deal was found by Cheapflights users on 3/25. 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.
Mon 5/55:47 pmMKE - MBJ
2 stops19h 23mUnited Airlines
Sat 5/102:40 pmMBJ - MKE
1 stop8h 17mUnited Airlines
Deal found 3/25$513
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/87:02 amMKE - MBJ
1 stop5h 58mAmerican Airlines
Thu 10/1612:35 pmMBJ - MKE
1 stop11h 27mAmerican Airlines
Deal found 3/25$516
This Delta deal was found by Cheapflights users on 3/25. 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 10/267:00 amMKE - MBJ
1 stop5h 54mDelta
Fri 10/314:58 pmMBJ - MKE
1 stop6h 27mDelta
Deal found 3/25$541
This Delta deal was found by Cheapflights users on 3/25. 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 5/1112:38 pmMKE - KIN
1 stop7h 22mDelta
Wed 5/289:00 amKIN - MKE
1 stop6h 51mDelta
Deal found 3/25$559
This American Airlines deal was found by Cheapflights users on 3/25. 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.
Sun 4/209:57 amMKE - KIN
2 stops9h 43mAmerican Airlines
Fri 4/256:29 amKIN - MKE
2 stops14h 46mAmerican Airlines
Deal found 3/25$614
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/145:45 amMKE - MBJ
1 stop8h 15mSouthwest
Sun 9/2112:45 pmMBJ - MKE
1 stop10h 05mSouthwest
Deal found 3/25$660
This Justfly.com deal was found by Cheapflights users on 3/25. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/253:53 pmMKE - MBJ
2 stops19h 32mAir Canada
Sun 11/302:00 pmMBJ - MKE
2 stops33h 09mAir Canada
Deal found 3/25$1,785
This WestJet deal was found by Cheapflights users on 3/25. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/121:05 pmMKE - MBJ
2 stops23h 48mWestJet
Wed 11/192:55 pmMBJ - MKE
2 stops22h 30mWestJet
Deal found 3/25$3,561

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 March 26, 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

Mon 5/5

7:48 pm-10:55 am

2 stops15h 07m

Montego Bay Sangster Intl

Sat 5/10

12:07 pm-1:53 pm

2 stops25h 46m

$392

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sun 4/20

5:00 pm-12:31 pm

1 stop19h 31m

Kingston Norman Manley

Wed 4/23

1:39 pm-4:05 pm

1 stop26h 26m

$421

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sun 4/20

5:00 pm-12:31 pm

1 stop19h 31m

Kingston Norman Manley

Thu 4/24

7:05 am-4:05 pm

1 stop9h 00m

$433

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 5/5

5:47 pm-1:10 pm

2 stops19h 23m

Montego Bay Sangster Intl

Sat 5/10

2:40 pm-10:57 pm

1 stop8h 17m

$513

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 4/8

7:02 am-1:00 pm

1 stop5h 58m

Montego Bay Sangster Intl

Thu 10/16

12:35 pm-12:02 am

1 stop11h 27m

$516

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sun 5/11

9:26 am-8:00 pm

1 stop10h 34m

Kingston Norman Manley

Fri 5/30

9:00 am-3:51 pm

1 stop6h 51m

$559

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sun 4/20

9:57 am-7:40 pm

2 stops9h 43m

Kingston Norman Manley

Fri 4/25

6:29 am-9:15 pm

2 stops14h 46m

$614

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 9/14

5:45 am-2:00 pm

1 stop8h 15m

Montego Bay Sangster Intl

Sun 9/21

12:45 pm-10:50 pm

1 stop10h 05m

$660

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 5/14

2:38 pm-1:53 pm

3 stops47h 15m

Kingston Norman Manley

Wed 5/28

2:57 pm-5:02 pm

2 stops26h 05m

$7,143

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 5/7

5:40 am-3:30 pm

1 stop9h 50m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 11 results
1
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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 $403). Flying from Milwaukee to Jamaica in July is currently the most expensive (average of $569). 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 March 26, 2025.

When flying from Milwaukee to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Jamaica by month

Plan your trip to Jamaica by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

Plan your trip to Jamaica by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Jamaica, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 March 26, 2025.
Read through reviews of airlines operating flights from Milwaukee to Jamaica, such as Southwest, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,891 reviews
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,608 reviews
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
7,878 reviews
Southwest
8.1
Very good
4,274 reviews

Crew

8.6

Food

7.1

Overall

8.1

Comfort

8.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

  • 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 $403). Flying from Milwaukee to Jamaica in July is currently the most expensive (average of $569). 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 6 airlines flying from Milwaukee to Jamaica

Discover the top 6 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 March 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$311Average$403FlexibilityNo cancel feeOn-time65%
DeltaCheapest$458Average$636FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$479Average$629FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$502Average$540FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$502Average$705FlexibilityNo cancel feeOn-time63%
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