HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$367+ Cheap flights from Montego Bay (MBJ) 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Montego Bay 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 Montego Bay to Milwaukee

Cheapest flights from Montego Bay to Milwaukee
Explore the most affordable flight options available from Montego Bay to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 29, 2026.

This American Airlines deal was found by Cheapflights users on 5/28. 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 5/282:55 pm
MBJ
-
MKE
1 stop8h 52m
American Airlines
Mon 8/246:28 am
MKE
-
MBJ
1 stop7h 00m
American Airlines
Deal found 5/28$398
This United Airlines deal was found by Cheapflights users on 5/26. 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 5/302:40 pm
MBJ
-
MKE
1 stop8h 05m
United Airlines
Mon 6/16:09 am
MKE
-
MBJ
1 stop29h 34m
United Airlines
Deal found 5/26$476
This American Airlines deal was found by Cheapflights users on 5/26. 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 5/305:17 pm
MBJ
-
MKE
2 stops18h 47m
American Airlines
Mon 6/16:17 pm
MKE
-
MBJ
2 stops18h 51m
American Airlines
Deal found 5/26$485
This American Airlines deal was found by Cheapflights users on 5/27. 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 7/912:25 pm
MBJ
-
MKE
1 stop9h 29m
American Airlines
Thu 7/166:17 pm
MKE
-
MBJ
1 stop17h 08m
American Airlines
Deal found 5/27$526
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Fri 7/32:40 pm
MBJ
-
MKE
2 stops16h 20m
United Airlines
Sat 9/511:18 am
MKE
-
MBJ
2 stops24h 25m
United Airlines
Deal found 5/25$533
This Southwest deal was found by Cheapflights users on 5/25. 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.
Fri 7/312:35 pm
MBJ
-
MKE
1 stop6h 55m
Southwest
Sat 7/46:00 am
MKE
-
MBJ
1 stop8h 00m
Southwest
Deal found 5/25$571
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Fri 7/312:25 pm
MBJ
-
MKE
1 stop9h 29m
American Airlines
Sat 9/56:48 pm
MKE
-
MBJ
2 stops18h 46m
American Airlines
Deal found 5/25$599
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Fri 7/34:12 pm
MBJ
-
MKE
2 stops22h 24m
United Airlines
Sat 7/45:29 pm
MKE
-
MBJ
2 stops20h 01m
United Airlines
Deal found 5/25$859
This United Airlines deal was found by Cheapflights users on 5/29. 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.
Mon 8/2412:52 pm
MBJ
-
MKE
2 stops18h 15m
United Airlines
Tue 8/2510:19 am
MKE
-
MBJ
2 stops25h 24m
United Airlines
Deal found 5/29$951

Find flight deals from Montego Bay to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Montego Bay (MBJ) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$526
(American Airlines)

One-way from

$367
(United Airlines)
Provider with most accurate pricing for Montego Bay Sangster Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Montego Bay Sangster Intl-Milwaukee-Mitchell flights.
Search Deals
From Montego Bay Sangster Intl to Milwaukee-Mitchell
Search Deals
One-way flight from Montego Bay Sangster Intl to Milwaukee-Mitchell
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montego Bay 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 May 29, 2026.
Use the filters below to find and compare flights from Montego Bay to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Thu 7/9

5:14 pm-12:44 pm

2 stops19h 30m

Milwaukee-Mitchell

Thu 7/16

6:55 pm-11:25 am

2 stops16h 30m

$531
Quickest round-trip

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 7/3

2:20 pm-11:55 pm

2 stops9h 35m

Milwaukee-Mitchell

Sat 7/4

6:00 am-2:00 pm

1 stop8h 00m

$571

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 7/3

4:12 pm-2:36 pm

2 stops22h 24m

Milwaukee-Mitchell

Sat 7/4

5:29 pm-1:30 pm

2 stops20h 01m

$859

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

10:19 am-11:43 am

2 stops25h 24m

$951
Cheapest one-way
Quickest one-way

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 7/3

2:40 pm-8:56 pm

2 stops30h 16m

$367

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Fri 7/3

12:22 pm-7:58 am

3 stops43h 36m

$886

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Sorted by cheapest first

Compare providers for flights from Montego Bay to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Montego Bay to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Montego Bay-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montego Bay-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montego Bay-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Montego Bay-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Montego Bay-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Montego Bay to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Montego Bay 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.

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 May 29, 2026.
Read reviews from past customers who have flown American Airlines from Montego Bay to Milwaukee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,643 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.1

Food

6.4

Crew

7.9

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.
American Airlines
7.1
Good
11,643 reviews
American Airlines
7.1
Good
11,643 reviews

Entertainment

6.9

Boarding

7.5

Overall

7.1

Food

6.4

Crew

7.9

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.

Related info for your journey

Find useful and relevant information for your journey from Montego Bay to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Montego Bay to Milwaukee?

    Airlines like American Airlines, Southwest, and United Airlines fly from Montego Bay to Milwaukee in about 9h 35m. The time it takes to get you to your destination can typically vary by up to 12h 49m. The distance between Montego Bay and Milwaukee is about 1786 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Montego Bay to Milwaukee one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $239. United Airlines flights start at $264 while deals on Southwest start at $295 one-way.

  • Can I find deals for flights from Montego Bay to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Montego Bay to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Montego Bay to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Montego Bay to Milwaukee.

  • Can I find deals for business class flights from Montego Bay to Milwaukee?

    Yes. Cheapflights offers flight deals from Montego Bay to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
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 for Montego Bay to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
Kingston to O'Hare Intl flights
Montego Bay to O'Hare Intl flights
Montego Bay to Minneapolis flights
Montego Bay to Madison flights

Top airline flying from Montego Bay to Milwaukee

Discover the top airline that operate flights from Montego Bay 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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$316Average$386FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.