$250+ Cheap flights from Jamaica to Milwaukee (MKE)
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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Dec 3 — Dec 101
Round-trip
1 adult, Economy
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Find cheap flights from Jamaica to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Jamaica to Milwaukee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Jamaica to MilwaukeeExplore 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 November 3, 2026.
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 November 3, 2026.
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/223:45 pm -
2 stops21h 30m
Sun 1/36:29 am -
1 stop28h 44m
Deal found 11/3![United Airlines logo]()
$417
Best flights from Jamaica to MilwaukeeDiscover carefully curated flight deals from Jamaica to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2026.
Discover carefully curated flight deals from Jamaica to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 3, 2026.
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/223:45 pm -
2 stops21h 30m
Sun 1/36:29 am -
1 stop28h 44m
Deal found 11/3![United Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/223:22 pm -
1 stop9h 37m
Sun 1/36:49 pm -
1 stop14h 22m
Deal found 11/3![American Airlines logo]()
$436
Last-minute flights from Jamaica to MilwaukeeDiscover last-minute flight deals from Jamaica to Milwaukee. Data last updated November 3, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Milwaukee. Data last updated November 3, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 11/3. 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 12/223:45 pm -
2 stops21h 30m
Sun 1/36:29 am -
1 stop28h 44m
Deal found 11/3![United Airlines logo]()
$417
One-way flights from Jamaica to MilwaukeeSearch for one-way flight options from Jamaica to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 3, 2026.
Search for one-way flight options from Jamaica to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 3, 2026.
This Delta deal was found by Cheapflights users on 11/2. 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 12/2112:32 pm -
1 stop12h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$250
This United Airlines deal was found by Cheapflights users on 11/2. 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 2/63:45 pm -
1 stop8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![United Airlines logo]()
$255
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/213:45 pm -
2 stops23h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![United Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 11/1. 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 2/273:45 pm -
2 stops28h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![United Airlines logo]()
$263
This American Airlines deal was found by Cheapflights users on 11/2. 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 1/126:05 pm -
2 stops20h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 11/2. 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 1/176:05 pm -
2 stops19h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 11/2. 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.
Mon 1/181:10 pm -
1 stop11h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$391
This American Airlines deal was found by Cheapflights users on 10/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/116:05 pm -
2 stops19h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 11/2. 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 1/111:25 pm -
1 stop29h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![United Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/182:58 pm -
2 stops18h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![United Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 11/2. 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 11/189:00 am -
1 stop9h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$629
Find flight deals from Jamaica to Milwaukee
Keep the following information in mind while searching for Jamaica to Milwaukee flight deals. Data was last updated November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
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 7,457,451 searches. Data last updated November 3, 2026.
Use the filters below to find and compare flights from Jamaica to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 2/27
3:45 pm-10:45 pm
1 stop8h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$255
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 2/6
3:45 pm-10:45 pm
1 stop8h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$255
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Mon 1/18
1:10 pm-11:45 pm
1 stop11h 35m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$391
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Mon 1/11
6:05 pm-12:05 pm
2 stops19h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$404
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Tue 12/22
3:45 pm-12:15 pm
2 stops21h 30m
Milwaukee-Mitchell
Sun 1/3
6:29 am-12:13 pm
1 stop28h 44m
$417
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Mon 1/11
1:25 pm-5:48 pm
1 stop29h 23m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$420
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sun 1/17
2:54 pm-10:00 am
1 stop20h 06m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$420
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Tue 12/22
3:22 pm-11:59 pm
1 stop9h 37m
Milwaukee-Mitchell
Sun 1/3
6:49 pm-10:11 am
1 stop14h 22m
$436
KingstonMilwaukee
KIN Kingston Norman Manley - MKE Milwaukee-Mitchell
KINMKE
Kingston Norman Manley
Wed 11/18
2:58 pm-10:13 am
3 stops20h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$467
KingstonMilwaukee
KIN Kingston Norman Manley - MKE Milwaukee-Mitchell
KINMKE
Kingston Norman Manley
Wed 11/18
9:00 am-5:36 pm
1 stop9h 36m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$629
Sorted by cheapest first
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.
MBJ-MKE
KIN-MKE
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
JM0-MKE
MBJ-MKE
KIN-MKE
No data available for this route at this time. Please check back soon.
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 November 3, 2026.
Get a feel of what it's like to fly with 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.
Entertainment
6.8
Crew
7.9
Boarding
7.4
Overall
7.0
Food
6.4
Comfort
7.2
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Entertainment
6.8
Crew
7.9
Boarding
7.4
Overall
7.0
Food
6.4
Comfort
7.2
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
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.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jamaica to Milwaukee by cabin class
Find flights from Jamaica to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 3, 2026.
Jamaica and Milwaukee flights
Browse other Jamaica and Milwaukee flight options. Last updated on November 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Jamaica to Milwaukee
Discover the top airline 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 7,457,451 searches. Data last updated November 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$316 | FlexibilityNo cancel fee | On-time71% |