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

According to our current data, Spirit Airlines ($434), Delta ($473), and American Airlines ($477) offers the cheapest pricing from Milwaukee to Montego Bay. You may be able to fly from Milwaukee to Montego Bay for 30% less than the average price by searching for these airlines.

What is the cheapest day to fly from Milwaukee to Montego Bay?

Travelers seeking maximum savings on their Milwaukee to Montego Bay flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

If weather is an important factor for your trip to Montego Bay, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

What are the most popular airlines that fly from Milwaukee to Montego Bay?

When booking a flight from Milwaukee to Montego Bay, you may want to consider flying on American Airlines, Delta or Spirit Airlines as they are the most popular for this route.

What is the cheapest day to fly round-trip from Milwaukee to Montego Bay?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 14% on the overall cost on flights from Milwaukee to Montego Bay.

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

Travelers have found it’s best to book a flight 56 days in advance to save up to 24% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 56 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Milwaukee to Montego Bay 1-2 weeks in advance for as low as $562, or $572 for flights within the next 24 hours.

What is the cheapest month to fly from Milwaukee to Montego Bay?

The best pricing can be found in the month of March. Prices to Montego Bay from Milwaukee average $623. You can even find prices in March for less than $623, as users have found deals to Montego Bay from as low as $540. The month of June appears to be one of the more expensive times to travel to Montego Bay from Milwaukee. Flying in the targeted month can save you up to 25%.

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.

$238+ Flights from Milwaukee to Montego Bay

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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

Round-trip from	$434 (Kiwi.com)
One-way from	$238 (American Airlines)
Popular in	June
Cheapest in	March
Average price	$655

From Milwaukee-Mitchell to Montego Bay Sangster Intl

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One-way flight from Milwaukee-Mitchell to Montego Bay Sangster Intl

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Highest demand for flights based on searches. 9% potential increase in price ($63 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).

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Average for round-trip flights in July 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 July 29, 2025.

Sat 8/306:00 amMKE - MBJ

1 stop7h 01mSpirit Airlines

Wed 9/312:19 pmMBJ - MKE

2 stops23h 39mSpirit Airlines

Deal found 7/29

$434

Sun 10/265:17 amMKE - MBJ

1 stop10h 17mDelta

Fri 10/314:59 pmMBJ - MKE

1 stop6h 56mDelta

Deal found 7/28

$473

Sun 10/268:16 pmMKE - MBJ

2 stops16h 49mAmerican Airlines

Fri 10/313:20 pmMBJ - MKE

2 stops18h 58mAmerican Airlines

Deal found 7/27

$477

Sat 10/44:38 pmMKE - MBJ

1 stop20h 48mJetBlue

Mon 10/69:12 amMBJ - MKE

2 stops30h 21mJetBlue

Deal found 7/27

$492

Tue 10/287:35 amMKE - MBJ

1 stop6h 25mSouthwest

Wed 11/53:25 pmMBJ - MKE

1 stop7h 00mSouthwest

Deal found 7/28

$494

Fri 9/267:15 pmMKE - MBJ

2 stops18h 15mUnited Airlines

Mon 9/2912:52 pmMBJ - MKE

2 stops21h 19mUnited Airlines

Deal found 7/28

$591

Best flights from Milwaukee to Montego Bay
Discover carefully curated flight deals from Milwaukee to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2025.

Sat 8/306:00 amMKE - MBJ

1 stop7h 01mSpirit Airlines

Wed 9/312:19 pmMBJ - MKE

2 stops23h 39mSpirit Airlines

Deal found 7/29

$434

Sun 10/265:17 amMKE - MBJ

1 stop10h 17mDelta

Fri 10/314:59 pmMBJ - MKE

1 stop6h 56mDelta

Deal found 7/28

$473

Sun 10/268:16 pmMKE - MBJ

2 stops16h 49mAmerican Airlines

Fri 10/313:20 pmMBJ - MKE

2 stops18h 58mAmerican Airlines

Deal found 7/27

$477

Sat 10/44:38 pmMKE - MBJ

1 stop20h 48mJetBlue

Mon 10/69:12 amMBJ - MKE

2 stops30h 21mJetBlue

Deal found 7/27

$492

Fri 9/267:15 pmMKE - MBJ

2 stops18h 15mUnited Airlines

Mon 9/2912:52 pmMBJ - MKE

2 stops21h 19mUnited Airlines

Deal found 7/28

$591

Last-minute flights from Milwaukee to Montego Bay
Discover last-minute flight deals from Milwaukee to Montego Bay. Data last updated July 29, 2025 and is based on user searches.

Sun 8/37:05 amMKE - MBJ

1 stop8h 20mAmerican Airlines

Thu 8/74:25 pmMBJ - MKE

1 stop7h 46mAmerican Airlines

Deal found 7/27

$809

Fri 8/89:45 amMKE - MBJ

2 stops25h 20mSpirit Airlines

Tue 8/1212:10 pmMBJ - MKE

2 stops34h 56mSpirit Airlines

Deal found 7/27

$569

Fri 8/86:45 amMKE - MBJ

1 stop8h 49mDelta

Tue 8/121:20 pmMBJ - MKE

1 stop10h 09mDelta

Deal found 7/27

$880

Sat 8/306:00 amMKE - MBJ

1 stop7h 01mSpirit Airlines

Wed 9/312:19 pmMBJ - MKE

2 stops23h 39mSpirit Airlines

Deal found 7/29

$434

Sat 8/301:06 pmMKE - MBJ

1 stop23h 25mAmerican Airlines

Sun 9/74:09 pmMBJ - MKE

1 stop8h 00mAmerican Airlines

Deal found 7/28

$577

Sat 8/305:45 pmMKE - MBJ

2 stops19h 25mUnited Airlines

Fri 9/512:52 pmMBJ - MKE

2 stops22h 38mUnited Airlines

Deal found 7/29

$625

Sun 8/315:55 pmMKE - MBJ

2 stops17h 28mDelta

Thu 9/42:30 pmMBJ - MKE

1 stop9h 06mDelta

Deal found 7/29

$477

One-way flights from Milwaukee to Montego Bay
Search for one-way flight options from Milwaukee to Montego Bay. Find affordable one-way fares based on user searches. Data last updated July 29, 2025.

Wed 10/85:47 pmMKE - MBJ

2 stops15h 26mAmerican Airlines

Deal found 7/27

$238

Cheapflights Fare Finder

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

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 8/30

6:00 am-1:01 pm

1 stop7h 01m

Montego Bay Sangster Intl

Wed 9/3

12:19 pm-11:58 am

2 stops23h 39m

$434

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

5:17 am-3:34 pm

1 stop10h 17m

Montego Bay Sangster Intl

Fri 10/31

4:59 pm-11:55 pm

1 stop6h 56m

$473

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sun 10/26

8:16 pm-1:05 pm

2 stops16h 49m

Montego Bay Sangster Intl

Fri 10/31

3:20 pm-10:18 am

2 stops18h 58m

$477

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Sat 10/4

4:38 pm-1:26 pm

1 stop20h 48m

Montego Bay Sangster Intl

Mon 10/6

9:12 am-3:33 pm

2 stops30h 21m

$492

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Fri 9/26

7:15 pm-1:30 pm

2 stops18h 15m

Montego Bay Sangster Intl

Mon 9/29

12:52 pm-10:11 am

2 stops21h 19m

$591

MilwaukeeMontego Bay

MKE - MBJ

MKEMBJ

Milwaukee-Mitchell

Wed 10/8

5:47 pm-9:13 am

2 stops15h 26m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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?

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 $566). 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?

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.

What’s the top layover airport for flights from Milwaukee to Montego Bay?

Orlando (MCO) – chosen by Cheapflights users on 60% of 1-stop itineraries from Milwaukee to Montego Bay on Cheapflights.

What’s the cheapest layover airport for flights from Milwaukee to Montego Bay?

Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $371.

What’s the fastest layover option from Milwaukee to Montego Bay?

Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 3h 28m.

Which airport typically offers the quickest layover for flights from Milwaukee to Montego Bay?

Flights via Baltimore (BWI) offer the fastest connection on this route, with an average layover time of 1h 35m.

Reviews of airlines servicing Montego Bay

Read reviews from past customers who have flown Delta, United Airlines, and JetBlue 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.

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,977 reviews

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,899 reviews

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

JetBlue

7.3

Good

2,913 reviews

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Spirit Airlines

6.3

Okay

8,040 reviews

Delta

8.0

Very good

7,977 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What are the cheapest airlines flying from Milwaukee to Montego Bay round-trip?
According to our current data, Spirit Airlines ($434), Delta ($473), and American Airlines ($477) offers the cheapest pricing from Milwaukee to Montego Bay. You may be able to fly from Milwaukee to Montego Bay for 30% 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 $566). 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

Whitehouse

Lucea

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Top 6 airlines flying from Milwaukee to Montego Bay

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$328	Average$385	FlexibilityNo cancel fee	On-time65%
United Airlines	Cheapest$443	Average$603	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$469	Average$589	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$502	Average$703	FlexibilityNo cancel fee	On-time63%
American Airlines	Cheapest$512	Average$623	FlexibilityNo cancel fee	On-time71%
Sun Country Air	Cheapest$519	Average$540	FlexibilityNo cancel fee	On-time83%

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$238+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Milwaukee to Montego Bay with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Milwaukee to Montego Bay

Cheapest flights from Milwaukee to Montego BayExplore 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 July 29, 2025.

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 July 29, 2025.

Cheapflights Fare Finder

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

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.

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 July 25, 2025.

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

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 July 29, 2025.

What’s the top layover airport for flights from Milwaukee to Montego Bay?

Share of 1-stop round-trip flights from Milwaukee to Montego Bay chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Milwaukee to Montego Bay?

Average round-trip fare for 1-stop flights from Milwaukee to Montego Bay, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Milwaukee to Montego Bay?

Shortest average travel time for 1-stop one-way flights from Milwaukee to Montego Bay, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Milwaukee to Montego Bay?

Average layover duration for 1-stop one-way flights from Milwaukee to Montego Bay, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing Montego Bay

Read reviews from past customers who have flown Delta, United Airlines, and JetBlue 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.

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.

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

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

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

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

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

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Alternative routes for Milwaukee to Montego Bay

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Top 6 airlines flying from Milwaukee to Montego Bay

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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 July 29, 2025.