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Montego Bay

$539+ Cheap flights from Milwaukee (MKE) to Montego Bay (MBJ)

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to Montego Bay Sangster Intl are usually found in March or February, booked 55 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap 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 October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$494
(Kiwi.com)

Popular in

June

Cheapest in

March

Average price

$560
Provider with most accurate pricing for Milwaukee-Mitchell-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Montego Bay Sangster Intl flights.
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From Milwaukee-Mitchell to Montego Bay Sangster Intl
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Highest demand for flights based on searches. 10% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 29, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/275:45 amMKE - MBJ
1 stop7h 26mDelta
Thu 12/42:29 pmMBJ - MKE
1 stop6h 50mDelta
Deal found 10/28$564
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/275:00 amMKE - MBJ
1 stop7h 14mAmerican Airlines
Thu 12/42:02 pmMBJ - MKE
2 stops10h 59mAmerican Airlines
Deal found 10/27$569
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/53:45 pmMKE - MBJ
2 stops17h 28mAmerican Airlines
Mon 12/1511:13 amMBJ - MKE
2 stops12h 48mAmerican Airlines
Deal found 10/28$594
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:05 amMKE - MBJ
1 stop6h 41mUnited Airlines
Tue 11/252:48 pmMBJ - MKE
1 stop8h 55mUnited Airlines
Deal found 10/28$654
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 11/215:00 amMKE - MBJ
2 stops8h 50mAmerican Airlines
Tue 11/2511:17 amMBJ - MKE
2 stops13h 45mAmerican Airlines
Deal found 10/28$669
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 12/217:19 amMKE - MBJ
1 stop7h 55mAmerican Airlines
Fri 12/264:11 pmMBJ - MKE
1 stop8h 48mAmerican Airlines
Deal found 10/28$685
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:00 amMKE - MBJ
1 stop7h 46mUnited Airlines
Wed 11/192:48 pmMBJ - MKE
1 stop8h 11mUnited Airlines
Deal found 10/28$719

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 October 29, 2025.
Use the filters below to find and compare flights from Milwaukee to Montego Bay that are best for you.

Fly from

Milwaukee

Fly to

Montego Bay

Route

Depart

Return

Price

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 3/10

5:45 am-11:40 am

1 stop5h 55m

Montego Bay Sangster Intl

Wed 3/11

1:05 pm-11:27 pm

1 stop10h 22m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 2/18

1:20 pm-8:25 pm

1 stop6h 05m

Montego Bay Sangster Intl

Wed 2/25

12:35 pm-11:27 pm

1 stop11h 52m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 2/4

7:00 am-3:20 pm

1 stop7h 20m

Montego Bay Sangster Intl

Wed 2/18

8:00 am-4:17 pm

1 stop9h 17m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 2/8

6:29 pm-11:13 am

1 stop15h 44m

Montego Bay Sangster Intl

Thu 2/12

12:35 pm-7:05 pm

1 stop7h 30m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 2/2

6:29 pm-11:13 am

1 stop15h 44m

Montego Bay Sangster Intl

Fri 2/13

8:00 am-11:27 pm

1 stop16h 27m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Tue 3/3

7:00 am-8:25 pm

1 stop12h 25m

Montego Bay Sangster Intl

Wed 3/11

8:00 am-11:27 pm

1 stop15h 27m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 2/8

6:29 pm-11:13 am

1 stop15h 44m

Montego Bay Sangster Intl

Fri 2/13

8:00 am-7:05 pm

1 stop12h 05m

$539

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
CheapOairPrice 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Milwaukee-Montego Bay flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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

How far ahead should I book a flight from Milwaukee to Montego Bay?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Montego Bay. Price data was last updated on October 24, 2025.

The best time to book flights from Milwaukee to Montego Bay is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, February is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $258). Flying from Milwaukee to Montego Bay in March is currently the most expensive (average of $419). 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.

What is the cheapest time of day to fly from MKE to MBJ?

Find hourly flight availability from Milwaukee to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 24% on flights from Milwaukee to Montego Bay by exploring options for tickets at noon.

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 October 29, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American 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
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,993 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Sun Country Air
6.9
Okay
335 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,114 reviews
Southwest
8.0
Very good
4,241 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $539, Delta can have you in Montego Bay from Milwaukee in 9h. The distance from Milwaukee to Montego Bay is about 1786 mi.

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

    According to our current data, Spirit Airlines ($328), Delta ($499), and Sun Country Air ($540) offers the cheapest pricing from Milwaukee to Montego Bay. You may be able to fly from Milwaukee to Montego Bay for 47% 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, February is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $258). Flying from Milwaukee to Montego Bay in March is currently the most expensive (average of $419). 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
Whitehouse
Lucea

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Top 5 airlines flying from Milwaukee to Montego Bay

Discover the top 5 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$328Average$403FlexibilityNo cancel feeOn-time65%
DeltaCheapest$499Average$577FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$540Average$540FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$540Average$630FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$571Average$713FlexibilityNo cancel feeOn-time63%

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