HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$246+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Montego Bay 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.

Cheapflights Tip: The best prices from Milwaukee-Mitchell to Montego Bay Sangster Intl are usually found in March or October, 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 September 11, 2025.

Round-trip from

$527
(Southwest)

One-way from

$246
(American Airlines)

Popular in

June

Cheapest in

March

Average price

$636
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. 9% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/217:35 amMKE - MBJ
1 stop6h 25mSouthwest
Tue 10/281:00 pmMBJ - MKE
1 stop9h 10mSouthwest
Deal found 9/9$527
This Delta deal was found by Cheapflights users on 9/11. 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 10/265:47 amMKE - MBJ
1 stop9h 47mDelta
Fri 10/312:45 pmMBJ - MKE
1 stop9h 10mDelta
Deal found 9/11$539
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 10/267:12 amMKE - MBJ
1 stop5h 53mAmerican Airlines
Fri 10/3111:50 amMBJ - MKE
2 stops12h 06mAmerican Airlines
Deal found 9/10$543
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/146:00 amMKE - MBJ
1 stop8h 00mAmerican Airlines
Sat 10/254:22 pmMBJ - MKE
1 stop7h 52mAmerican Airlines
Deal found 9/11$564
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/267:12 amMKE - MBJ
1 stop8h 10mAmerican Airlines
Sun 11/22:04 pmMBJ - MKE
1 stop10h 01mAmerican Airlines
Deal found 9/11$569
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/43:00 pmMKE - MBJ
1 stop23h 05mAmerican Airlines
Sat 10/111:00 pmMBJ - MKE
1 stop9h 30mAmerican Airlines
Deal found 9/10$573
This Mytrip deal was found by Cheapflights users on 9/11. 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.
Sun 10/267:38 pmMKE - MBJ
2 stops15h 22mSpirit Airlines
Sun 11/21:09 pmMBJ - MKE
3 stops30h 34mSpirit Airlines
Deal found 9/11$580
This Expedia deal was found by Cheapflights users on 9/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:38 pmMKE - MBJ
2 stops39h 33mJetBlue
Mon 10/69:12 amMBJ - MKE
2 stops30h 31mJetBlue
Deal found 9/10$603
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/68:16 pmMKE - MBJ
1 stop16h 29mAmerican Airlines
Mon 10/133:20 pmMBJ - MKE
2 stops19h 23mAmerican Airlines
Deal found 9/8$604

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 September 11, 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 10/21

7:35 am-2:00 pm

1 stop6h 25m

Montego Bay Sangster Intl

Tue 10/28

1:00 pm-10:10 pm

1 stop9h 10m

$527

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

5:47 am-1:20 pm

1 stop7h 33m

Montego Bay Sangster Intl

Fri 10/31

1:32 pm-11:55 pm

1 stop10h 23m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 10/8

5:25 am-12:45 pm

1 stop7h 20m

Montego Bay Sangster Intl

Wed 10/15

11:50 am-11:16 pm

1 stop11h 26m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 11/29

6:46 pm-10:08 am

1 stop14h 22m

Montego Bay Sangster Intl

Thu 12/4

2:30 pm-11:05 pm

1 stop9h 35m

$539

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

7:12 am-1:05 pm

1 stop5h 53m

Montego Bay Sangster Intl

Fri 10/31

12:22 pm-11:30 pm

2 stops11h 08m

$543

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 10/15

5:25 am-3:05 pm

2 stops9h 40m

$246

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 10/9

1:55 pm-11:00 am

2 stops21h 05m

$248

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Thu 10/9

4:19 pm-9:13 am

1 stop16h 54m

$271

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 9/15

5:40 am-12:00 pm

1 stop6h 20m

$381

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Mon 9/15

4:33 pm-12:43 pm

2 stops20h 10m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/8

Showing 1-10 of 12 results
1
2

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 August 29, 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, January is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $403). Flying from Milwaukee to Montego Bay in July is currently the most expensive (average of $560). 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 September 11, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 6% 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 September 11, 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
330 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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 $527, Southwest can have you in Montego Bay from Milwaukee in 6h 25m. 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, Spirit Airlines ($328), United Airlines ($443), and Delta ($477) 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, January is the cheapest month in which you can book a flight from Milwaukee to Montego Bay (average of $403). Flying from Milwaukee to Montego Bay in July is currently the most expensive (average of $560). 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

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.

Top 6 airlines flying from Milwaukee to Montego Bay

Discover the top 6 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$328Average$385FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$443Average$680FlexibilityNo cancel feeOn-time69%
DeltaCheapest$477Average$587FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$538Average$623FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$540Average$540FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$565Average$718FlexibilityNo cancel feeOn-time63%

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.