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Jamaica

$158+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$361
(Mytrip)

One-way from

$158
(Priceline)

Popular in

June

Cheapest in

January

Average price

$540
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 ($51 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 May 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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/29. 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.
Tue 6/1012:22 pmMKE - MBJ
2 stops22h 40mSpirit Airlines
Tue 6/1712:07 pmMBJ - MKE
2 stops30h 02mSpirit Airlines
Deal found 4/29$361
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1412:22 pmMKE - KIN
2 stops24h 07mSpirit Airlines
Sat 5/171:34 pmKIN - MKE
2 stops21h 53mSpirit Airlines
Deal found 4/30$487
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/187:07 amMKE - MBJ
1 stop6h 28mAmerican Airlines
Thu 5/223:40 pmMBJ - MKE
2 stops17h 42mAmerican Airlines
Deal found 4/29$495
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 6/196:29 pmMKE - MBJ
3 stops42h 39mMultiple Airlines
Tue 6/2412:07 pmMBJ - MKE
2 stops30h 02mMultiple Airlines
Deal found 4/29$546
This Delta deal was found by Cheapflights users on 4/29. 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 9/166:00 amMKE - MBJ
1 stop6h 58mDelta
Tue 9/231:12 pmMBJ - MKE
1 stop10h 13mDelta
Deal found 4/29$586
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/147:14 pmMKE - KIN
2 stops17h 18mMultiple Airlines
Sat 6/211:37 pmKIN - MKE
3 stops27h 46mMultiple Airlines
Deal found 4/30$626
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sun 6/2211:00 amMKE - MBJ
2 stops26h 30mUnited Airlines
Thu 6/264:12 pmMBJ - MKE
2 stops26h 58mUnited Airlines
Deal found 4/29$630
This deal was found by Cheapflights users on 4/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/812:20 pmMKE - KIN
1 stop7h 45mDelta
Wed 10/159:05 amKIN - MKE
1 stop8h 42mDelta
Deal found 4/30$637
This American Airlines deal was found by Cheapflights users on 4/29. 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 10/96:49 pmMKE - KIN
2 stops18h 06mAmerican Airlines
Wed 10/157:30 amKIN - MKE
2 stops14h 11mAmerican Airlines
Deal found 4/29$696
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/46:00 amMKE - MBJ
1 stop7h 55mSouthwest
Tue 5/612:35 pmMBJ - MKE
1 stop9h 40mSouthwest
Deal found 4/30$741
This United Airlines deal was found by Cheapflights users on 4/29. 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 10/85:40 pmMKE - KIN
2 stops44h 20mUnited Airlines
Tue 10/142:57 pmKIN - MKE
2 stops19h 16mUnited Airlines
Deal found 4/29$850
This Justfly.com deal was found by Cheapflights users on 4/29. 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.
Wed 10/85:40 pmMKE - MBJ
2 stops17h 30mAir Canada
Tue 10/1412:05 pmMBJ - MKE
2 stops28h 51mAir Canada
Deal found 4/29$1,009

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 May 1, 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

Tue 6/10

12:22 pm-11:02 am

2 stops22h 40m

Montego Bay Sangster Intl

Tue 6/17

12:07 pm-6:09 pm

2 stops30h 02m

$361

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 5/14

12:22 pm-12:29 pm

2 stops24h 07m

Kingston Norman Manley

Sat 5/17

1:34 pm-11:27 am

2 stops21h 53m

$487

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 5/17

6:38 pm-11:30 am

1 stop16h 52m

Montego Bay Sangster Intl

Sat 5/24

10:10 am-11:58 pm

1 stop13h 48m

$513

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 7/14

5:35 am-3:34 pm

1 stop9h 59m

Montego Bay Sangster Intl

Fri 7/18

4:59 pm-12:06 am

1 stop7h 07m

$541

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 6/19

6:29 pm-1:08 pm

3 stops42h 39m

Montego Bay Sangster Intl

Tue 6/24

12:07 pm-6:09 pm

2 stops30h 02m

$546

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Sat 6/14

7:14 pm-12:32 pm

2 stops17h 18m

Kingston Norman Manley

Sat 6/21

1:37 pm-5:23 pm

3 stops27h 46m

$626

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 6/22

11:00 am-1:30 pm

2 stops26h 30m

Montego Bay Sangster Intl

Thu 6/26

4:12 pm-7:10 pm

2 stops26h 58m

$630

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 10/8

12:20 pm-8:05 pm

1 stop7h 45m

Kingston Norman Manley

Wed 10/15

9:05 am-5:47 pm

1 stop8h 42m

$637

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Thu 10/9

6:49 pm-12:55 pm

2 stops18h 06m

Kingston Norman Manley

Wed 10/15

7:30 am-9:41 pm

2 stops14h 11m

$696

MilwaukeeKingston

MKE - KIN

MKEKIN

Milwaukee-Mitchell

Wed 10/8

5:40 pm-2:00 pm

2 stops44h 20m

Kingston Norman Manley

Wed 10/15

2:57 pm-10:13 am

2 stops19h 16m

$850

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 12 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 May 1, 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 May 1, 2025.
Read through reviews of airlines operating flights from Milwaukee to Jamaica, such as Delta, United Airlines and American Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,245 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,963 reviews
Delta
8.0
Very good
7,934 reviews

Overall

8.0

Entertainment

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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

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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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O'Hare Intl to The Valley flights
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Green Bay to Luis Munoz Marin Intl flights
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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$347Average$403FlexibilityNo cancel feeOn-time65%
DeltaCheapest$459Average$609FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$477Average$609FlexibilityNo 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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