$214+ Cheap flights from Jamaica to Milwaukee (MKE)
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 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Jul 11 — Jul 181
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 June 11, 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 June 11, 2026.
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/163:00 pm
MBJ
- MKE
1 stop8h 10m
American Airlines
Sat 9/125:53 pm
MKE
- MBJ
2 stops19h 00m
American Airlines
Deal found 6/9![American Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/114:33 pm
MBJ
- MKE
2 stops29h 56m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 6/102:31 pm
MBJ
- MKE
1 stop17h 11m
American Airlines
Thu 9/36:00 pm
MKE
- MBJ
2 stops17h 37m
American Airlines
Deal found 6/10![American Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/154:12 pm
MBJ
- MKE
2 stops17h 41m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 6/124:12 pm
MBJ
- MKE
2 stops20h 43m
United Airlines
Sat 6/2011:55 am
MKE
- MBJ
2 stops27h 15m
United Airlines
Deal found 6/10![United Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 7/152:36 pm
MBJ
- MKE
1 stop17h 26m
American Airlines
Mon 7/206:03 pm
MKE
- MBJ
1 stop19h 59m
American Airlines
Deal found 6/10![American Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/153:00 pm
MBJ
- MKE
1 stop8h 47m
American Airlines
Sat 6/206:21 pm
MKE
- MBJ
1 stop21h 55m
American Airlines
Deal found 6/10![American Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/154:12 pm
MBJ
- MKE
2 stops17h 45m
United Airlines
Sat 6/208:00 am
MKE
- MBJ
1 stop29h 30m
United Airlines
Deal found 6/10![United Airlines logo]()
$462
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 6/124:12 pm
MBJ
- MKE
2 stops26h 39m
United Airlines
Fri 6/195:56 pm
MKE
- MBJ
1 stop21h 30m
United Airlines
Deal found 6/10![United Airlines logo]()
$463
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 June 11, 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 June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/114:33 pm
MBJ
- MKE
2 stops29h 56m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Wed 7/152:36 pm
MBJ
- MKE
1 stop17h 26m
American Airlines
Mon 7/206:03 pm
MKE
- MBJ
1 stop19h 59m
American Airlines
Deal found 6/9![American Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/154:12 pm
MBJ
- MKE
2 stops17h 41m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/9. 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 8/2412:52 pm
MBJ
- MKE
2 stops18h 15m
United Airlines
Tue 8/257:05 pm
MKE
- MBJ
1 stop16h 38m
United Airlines
Deal found 6/9![United Airlines logo]()
$951
Last-minute flights from Jamaica to MilwaukeeDiscover last-minute flight deals from Jamaica to Milwaukee. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Milwaukee. Data last updated June 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 6/102:31 pm
MBJ
- MKE
1 stop17h 11m
American Airlines
Thu 9/36:00 pm
MKE
- MBJ
2 stops17h 37m
American Airlines
Deal found 6/10![American Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 6/124:12 pm
MBJ
- MKE
2 stops20h 43m
United Airlines
Sat 6/2011:55 am
MKE
- MBJ
2 stops27h 15m
United Airlines
Deal found 6/10![United Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 6/124:12 pm
MBJ
- MKE
2 stops26h 39m
United Airlines
Fri 6/195:56 pm
MKE
- MBJ
1 stop21h 30m
United Airlines
Deal found 6/10![United Airlines logo]()
$463
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/153:00 pm
MBJ
- MKE
1 stop8h 47m
American Airlines
Sat 6/206:21 pm
MKE
- MBJ
1 stop21h 55m
American Airlines
Deal found 6/10![American Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 6/10. 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 6/154:12 pm
MBJ
- MKE
2 stops17h 45m
United Airlines
Sat 6/208:00 am
MKE
- MBJ
1 stop29h 30m
United Airlines
Deal found 6/10![United Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/163:00 pm
MBJ
- MKE
1 stop8h 10m
American Airlines
Sat 9/125:53 pm
MKE
- MBJ
2 stops19h 00m
American Airlines
Deal found 6/9![American Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/114:33 pm
MBJ
- MKE
2 stops29h 56m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/154:12 pm
MBJ
- MKE
2 stops17h 41m
United Airlines
Mon 7/207:23 pm
MKE
- MBJ
2 stops19h 47m
United Airlines
Deal found 6/10![United Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 7/152:36 pm
MBJ
- MKE
1 stop17h 26m
American Airlines
Mon 7/206:03 pm
MKE
- MBJ
1 stop19h 59m
American Airlines
Deal found 6/10![American Airlines logo]()
$437
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 June 11, 2026.
Search for one-way flight options from Jamaica to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This American Airlines deal was found by Cheapflights users on 6/9. 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 10/135:00 pm
MBJ
- MKE
2 stops18h 32m
American Airlines
Deal found 6/9![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 6/9. 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 10/55:00 pm
MBJ
- MKE
2 stops19h 02m
American Airlines
Deal found 6/9![American Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 6/10. 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 7/144:59 pm
MBJ
- MKE
1 stop6h 57m
Delta
Deal found 6/10![Delta logo]()
$330
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/144:12 pm
MBJ
- MKE
2 stops17h 41m
United Airlines
Deal found 6/10![United Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 7/141:32 pm
MBJ
- MKE
3 stops42h 26m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$557
This Mytrip deal was found by Cheapflights users on 6/9. 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 10/512:30 pm
MBJ
- MKE
3 stops21h 30m
Air Canada
Deal found 6/9![Air Canada logo]()
$616
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $393 (United Airlines) |
One-way from | $214 (American Airlines) |
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 2,558,603 searches. Data last updated June 11, 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
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Sat 7/11
4:33 pm-10:29 pm
2 stops29h 56m
Milwaukee-Mitchell
Mon 7/20
7:23 pm-3:10 pm
2 stops19h 47m
$393
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Wed 7/15
4:12 pm-9:53 am
2 stops17h 41m
Milwaukee-Mitchell
Mon 7/20
7:23 pm-3:10 pm
2 stops19h 47m
$418
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Wed 7/15
2:36 pm-8:02 am
1 stop17h 26m
Milwaukee-Mitchell
Mon 7/20
6:03 pm-2:02 pm
1 stop19h 59m
$437
Quickest round-trip
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Mon 8/24
12:52 pm-7:07 am
2 stops18h 15m
Milwaukee-Mitchell
Tue 8/25
7:05 pm-11:43 am
1 stop16h 38m
$951
Cheapest one-way
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Mon 10/5
5:00 pm-12:02 pm
2 stops19h 02m
$219
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Tue 10/13
12:47 pm-10:57 pm
1 stop10h 10m
$313
Quickest one-way
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Tue 7/14
4:59 pm-11:56 pm
1 stop6h 57m
$330
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Tue 7/14
4:12 pm-9:53 am
2 stops17h 41m
$343
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
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
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 June 11, 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.
Boarding
7.5
Food
6.4
Entertainment
6.9
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
Boarding
7.5
Food
6.4
Entertainment
6.9
Overall
7.1
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
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 locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
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
Complete your trip
Flights by cabin class
Milwaukee flight routes
Other flight options
Popular flights
Alternative routes for Jamaica to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
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 June 11, 2026.
Jamaica and Milwaukee flights
Browse other Jamaica and Milwaukee flight options. Last updated on June 11, 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 2,558,603 searches. Data last updated June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$389 | FlexibilityNo cancel fee | On-time71% |