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Montego Bay

$230+ Cheap flights from Milwaukee (MKE) to Montego Bay (MBJ)

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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
May 28 — Jun 41
Thu 5/28
Thu 6/4
1 adult, Economy
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Cheap flight deals from Milwaukee to Montego Bay

Cheapest flights from Milwaukee to Montego Bay
Explore the most affordable flight options available from Milwaukee to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 28, 2026.

This American Airlines deal was found by Cheapflights users on 4/27. 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.
Mon 6/15:00 am
MKE
-
MBJ
1 stop8h 30m
American Airlines
Fri 6/52:31 pm
MBJ
-
MKE
1 stop17h 11m
American Airlines
Deal found 4/27$352
This American Airlines deal was found by Cheapflights users on 4/27. 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 5/146:42 pm
MKE
-
MBJ
2 stops17h 09m
American Airlines
Tue 5/194:37 pm
MBJ
-
MKE
2 stops18h 22m
American Airlines
Deal found 4/27$359
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 12/65:45 am
MKE
-
MBJ
1 stop7h 30m
Delta
Wed 12/166:00 pm
MBJ
-
MKE
1 stop16h 22m
Delta
Deal found 4/23$362
This American Airlines deal was found by Cheapflights users on 4/28. 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 8/274:25 pm
MKE
-
MBJ
1 stop21h 03m
American Airlines
Mon 8/315:13 pm
MBJ
-
MKE
2 stops18h 24m
American Airlines
Deal found 4/28$364
This Delta deal was found by Cheapflights users on 4/23. 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.
Sun 12/61:00 pm
MKE
-
MBJ
2 stops22h 25m
Delta
Mon 12/141:50 pm
MBJ
-
MKE
2 stops20h 32m
Delta
Deal found 4/23$367
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Wed 5/66:10 am
MKE
-
MBJ
2 stops9h 27m
American Airlines
Mon 5/114:37 pm
MBJ
-
MKE
2 stops17h 32m
American Airlines
Deal found 4/25$393
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Mon 12/146:50 pm
MKE
-
MBJ
2 stops17h 10m
American Airlines
Mon 12/286:00 pm
MBJ
-
MKE
1 stop18h 03m
American Airlines
Deal found 4/27$407
This Delta deal was found by Cheapflights users on 4/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 am
MKE
-
MBJ
1 stop9h 47m
Delta
Wed 5/62:10 pm
MBJ
-
MKE
1 stop9h 48m
Delta
Deal found 4/26$410
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sun 5/36:49 am
MKE
-
MBJ
2 stops8h 21m
United Airlines
Wed 5/62:40 pm
MBJ
-
MKE
2 stops20h 51m
United Airlines
Deal found 4/26$415
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Mon 4/275:41 pm
MKE
-
MBJ
2 stops17h 43m
American Airlines
Tue 5/54:37 pm
MBJ
-
MKE
2 stops18h 53m
American Airlines
Deal found 4/27$437

Find flight deals from Milwaukee to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Montego Bay (MBJ). 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 April 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(American Airlines)

One-way from

$230
(United Airlines)

Popular in

June

Cheapest in

January

Average price

$614
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
Search Deals
From Milwaukee-Mitchell to Montego Bay Sangster Intl
Search Deals
One-way flight from Milwaukee-Mitchell to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Montego Bay 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 April 28, 2026.
Use the filters below to find and compare flights from Milwaukee to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/1

6:00 am-1:55 pm

1 stop7h 55m

Montego Bay Sangster Intl

Fri 6/5

3:00 pm-11:47 pm

1 stop8h 47m

$352

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 5/3

5:30 am-3:17 pm

1 stop9h 47m

Montego Bay Sangster Intl

Wed 5/6

2:10 pm-11:58 pm

1 stop9h 48m

$410

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 5/3

5:15 am-3:10 pm

2 stops9h 55m

Montego Bay Sangster Intl

Wed 5/6

2:40 pm-10:59 pm

1 stop8h 19m

$410

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 5/29

5:29 pm-3:26 pm

2 stops21h 57m

Montego Bay Sangster Intl

Tue 6/9

4:12 pm-4:42 pm

2 stops24h 30m

$467

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 5/9

5:56 pm-1:30 pm

2 stops19h 34m

Montego Bay Sangster Intl

Wed 5/13

4:12 pm-11:31 am

2 stops19h 19m

$467

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 5/28

1:30 pm-3:10 pm

2 stops25h 40m

Montego Bay Sangster Intl

Thu 6/11

2:40 pm-12:48 pm

2 stops22h 08m

$467
Cheapest one-way

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/15

6:05 am-3:10 pm

2 stops9h 05m

$230
Quickest one-way

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/15

7:00 am-1:31 pm

1 stop6h 31m

$272

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 6/15

12:08 pm-12:31 pm

3 stops24h 23m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Sorted by cheapest first

Compare providers for flights from Milwaukee to Montego Bay

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 Milwaukee to Montego Bay in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust 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 Milwaukee-Montego Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Montego Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Montego Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Montego Bay 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 Milwaukee-Montego Bay 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 Milwaukee to Montego Bay

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

What is the cheapest month to book a flight from Milwaukee to Montego Bay?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $551). Flying from Milwaukee to Montego Bay in June is currently the most expensive (average of $702). 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.

How much does it cost to fly round-trip from Milwaukee to Montego Bay?

Reviews of airlines servicing Montego Bay

Get insights into the airlines that provide service to Montego Bay. 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 Montego Bay. Reviews last updated April 28, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Milwaukee to Montego Bay. 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.
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,466 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,676 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Montego Bay. 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 Milwaukee to Montego Bay?

    For as low as $352, American Airlines can have you in Montego Bay from Milwaukee in 7h 55m. The distance from Milwaukee to Montego Bay is about 1786 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Milwaukee to Montego Bay round-trip?

    According to our current data, American Airlines ($357), Delta ($473), and Southwest ($571) offers the cheapest pricing from Milwaukee to Montego Bay. You may be able to fly from Milwaukee to Montego Bay for 42% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Montego Bay 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 Montego Bay?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $551). Flying from Milwaukee to Montego Bay in June is currently the most expensive (average of $702). 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

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
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Top 3 airlines flying from Milwaukee to Montego Bay

Discover the top 3 airlines that operate flights from Milwaukee to Montego Bay. 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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$357Average$601FlexibilityNo cancel feeOn-time71%
DeltaCheapest$473Average$539FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$571Average$716FlexibilityNo cancel feeOn-time63%

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