$230+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Oct 18 — Oct 251
Round-trip
1 adult, Economy
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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 September 18, 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 September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/205:13 pm -
2 stops19h 01m
Sat 10/3111:33 am -
2 stops22h 42m
Deal found 9/13![American Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/135:13 pm -
2 stops19h 01m
Tue 10/206:02 pm -
2 stops18h 52m
Deal found 9/15![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/172:40 pm -
2 stops16h 27m
Sun 10/259:33 am -
1 stop27h 15m
Deal found 9/17![United Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 9/17. 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 10/172:26 pm -
1 stop9h 27m
Sun 10/255:30 am -
1 stop6h 21m
Deal found 9/17![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/171:44 pm -
2 stops9h 50m
Sun 10/256:02 pm -
2 stops17h 06m
Deal found 9/15![American Airlines logo]()
$522
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 September 18, 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 September 18, 2026.
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/205:13 pm -
2 stops19h 01m
Sat 10/317:14 am -
1 stop8h 58m
Deal found 9/13![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/172:40 pm -
2 stops24h 31m
Sun 10/256:47 am -
2 stops30h 27m
Deal found 9/17![United Airlines logo]()
$507
This Delta deal was found by Cheapflights users on 9/18. 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 10/172:26 pm -
1 stop9h 27m
Sun 10/255:30 am -
1 stop6h 21m
Deal found 9/18![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:44 pm -
2 stops9h 50m
Sun 10/257:14 am -
1 stop8h 58m
Deal found 9/14![American Airlines logo]()
$522
Last-minute flights from Jamaica to MilwaukeeDiscover last-minute flight deals from Jamaica to Milwaukee. Data last updated September 18, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Milwaukee. Data last updated September 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/135:13 pm -
2 stops19h 01m
Tue 10/206:02 pm -
2 stops18h 52m
Deal found 9/15![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/172:40 pm -
2 stops16h 27m
Sun 10/259:33 am -
1 stop27h 15m
Deal found 9/17![United Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 9/17. 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 10/172:26 pm -
1 stop9h 27m
Sun 10/255:30 am -
1 stop6h 21m
Deal found 9/17![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/171:44 pm -
2 stops9h 50m
Sun 10/256:02 pm -
2 stops17h 06m
Deal found 9/15![American Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/205:13 pm -
2 stops19h 01m
Sat 10/3111:33 am -
2 stops22h 42m
Deal found 9/13![American Airlines logo]()
$409
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 September 18, 2026.
Search for one-way flight options from Jamaica to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 18, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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.
Fri 10/21:14 pm -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$230
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 10/312:17 pm -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$234
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Fri 10/25:16 pm -
2 stops17h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/65:21 pm -
2 stops19h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$240
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/32:40 pm -
2 stops40h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$241
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/42:40 pm -
2 stops30h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 9/16. 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 10/411:50 am -
1 stop12h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/44:55 pm -
3 stops51h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$542
This United Airlines deal was found by Cheapflights users on 9/15. 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 1/45:21 pm -
2 stops17h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$570
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 September 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $409 (American Airlines) |
One-way from | $230 (Delta) |
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 September 18, 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 Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 2/6
6:06 pm-11:30 am
2 stops18h 24m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$240
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 10/3
2:40 pm-7:07 am
2 stops40h 27m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$241
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 2/6
6:00 pm-9:46 am
1 stop16h 46m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$275
Quickest round-trip
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sun 10/4
11:50 am-11:55 pm
1 stop12h 05m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$385
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Tue 10/20
5:13 pm-12:14 pm
2 stops19h 01m
Milwaukee-Mitchell
Sat 10/31
7:14 am-4:12 pm
1 stop8h 58m
$409
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 10/17
2:40 pm-3:11 pm
2 stops24h 31m
Milwaukee-Mitchell
Sun 10/25
6:47 am-1:14 pm
2 stops30h 27m
$507
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 10/17
2:26 pm-11:53 pm
1 stop9h 27m
Milwaukee-Mitchell
Sun 10/25
5:30 am-11:51 am
1 stop6h 21m
$510
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Sat 10/17
1:44 pm-11:34 pm
2 stops9h 50m
Milwaukee-Mitchell
Sun 10/25
7:14 am-4:12 pm
1 stop8h 58m
$522
Montego BayMilwaukee
MBJ Montego Bay Sangster Intl - MKE Milwaukee-Mitchell
MBJMKE
Montego Bay Sangster Intl
Mon 1/4
5:21 pm-9:52 am
2 stops17h 31m
Milwaukee-Mitchell
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$570
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 September 18, 2026.
Get a feel of what it's like to fly with Delta and 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
8.1
Overall
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Overall
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Overall
7.8
Food
7.2
Entertainment
7.8
Crew
8.5
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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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Alternative routes for Jamaica to Milwaukee
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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 September 18, 2026.
Jamaica and Milwaukee flights
Browse other Jamaica and Milwaukee flight options. Last updated on September 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Jamaica to Milwaukee
Discover the top 2 airlines 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 September 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$316 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$584 | Average$718 | FlexibilityNo cancel fee | On-timeN/A |