A Travel Price Comparison for Families, Couples, and Backpackers Montego Bay vs. Milwaukee for Vacations, Tours, and Honeymoons

Should you visit Montego Bay or Milwaukee?

Which is cheaper to visit? Which is more expensive for vacation?

Trying to figure out where to travel next? This travel comparison between Montego Bay and Milwaukee can help. It includes a travel cost comparison in addition to other factors. For many travelers, the cost of a destination is a primary consideration when choosing where to go.

Where Should I go: Montego Bay or Milwaukee?

Montego Bay

As with most places around the tropical oasis of Jamaica, Montego Bay (or "MoBay") is an ideal place to visit for a Caribbean getaway. It is Jamaica's second largest city and the capital of St. James parish on the northern coast. Montego Bay is considered to be the tourist capital of the country and is where the largest airport is located, bringing in many international travelers.

Milwaukee

Milwaukee is a city in the U.S. state of Wisconsin on Lake Michigan's western shore. It's known for its breweries, many of which offer tours chronicling its role in the beer industry. Overlooking the Menomonee River, the Harley-Davidson Museum displays classic motorcycles, including one of Elvis Presley's. Nearby is the Milwaukee Public Museum, with its large-scale European Village and a recreation of old Milwaukee. In summertime, festivals let loose by the lake almost every weekend. These attractions along with stylish eating and shopping areas have turned Wisconsin's largest city into an interesting and attractive destination.

For some great organized tour ideas, see The Best Contiki Tours to United States of America, and The Best G Adventures Tours to United States of America.


Which place is cheaper, Milwaukee or Montego Bay?

These are the overall average travel costs for the two destinations. These travel costs come from the actual spending of real travelers.

  • Montego Bay Prices
    Jamaica Prices
    Milwaukee Prices
    USA Prices
  • Average Daily Cost Per person, per day
    Montego Bay $255
    Milwaukee $214

The average daily cost (per person) in Montego Bay is $255, while the average daily cost in Milwaukee is $214. These costs include accommodation (assuming double occupancy, so the traveler is sharing the room), food, transportation, and entertainment. While every person is different, these costs are an average of past travelers in each destination. What follows is a categorical breakdown of travel costs for Montego Bay and Milwaukee in more detail.



Accommodation
  • Accommodation Hotel or hostel for one person
    Montego Bay $100
    Milwaukee $99
  • Accommodation Typical double-occupancy room
    Montego Bay $200
    Milwaukee $198
Compare Hotels in Montego Bay and Milwaukee

Looking for a hotel in Montego Bay or Milwaukee? Prices vary by location, date, season, and the level of luxury. See below for options and compare which is best for your budget and travel style.

Hotels in Montego Bay


Hotels in Milwaukee


Kayak helps you find the best prices for hotels, flights, and rental cars for destinations around the world. Compare prices for multiple destinations when planning your next trip.


Our Analysis
We've analyzed the average and typical hotel prices based on guest reviews, star ratings, and hotel amenities here: Montego Bay Hotel Prices and Milwaukee Hotel Prices.

Local Transportation
  • Local Transportation Taxis, local buses, subway, etc.
    Montego Bay $14
    Milwaukee $38

Hired Cars and Shuttles in Montego Bay

Some specific examples of transportation prices in Montego Bay:

  • VIP Luxury Montego Bay Airport Transfer to Montego Bay/ Falmouth: $70
  • Transfer Service, Sangster MBJ Airport From/To Iberostar zone: $61
  • Sangster Airport Montego Bay Transfer to Montego Bay or Falmouth: $16
  • Sandals South Coast Airport Transfer: $80
  • Royalton White Sands Private Airport Transfer: $40
  • Royalton Blue Waters & Hideaway by Blue Waters Private Transfer: $35
  • Roundtrip Montego Bay Airport Private Transfer to Hotel or Airbnb: $22
  • Riu Resorts Airport Transfers Montego Bay MBJ (Private Roundtrip): $169
  • Private airport transfer to negril resorts arrival/departure: $17
  • Private Transfer/Tours to/from Montego Bay: $60
  • Private Transfer to Dunns River Blue Hole Tubing from Montego Bay: $110
  • Private Transfer to Dunn's River Falls and Blue Hole: $110

Hired Cars and Shuttles in Milwaukee

Also for Milwaukee, here are a few examples of actual transportation services:

  • Arrival Transfer from Milwaukee Airport MKE to Milwaukee by SUV: $80
  • Departure Transfer from Milwaukee to Milwaukee Airport MKE by SUV: $80

Is it cheaper to fly into Montego Bay or Milwaukee?

Prices for flights to both Milwaukee and Montego Bay change regularly based on dates and travel demand. We suggest you find the best prices for your next trip on Kayak, because you can compare the cost of flights across multiple airlines for your prefered dates.





Food
  • Food Meals for one day
    Montego Bay $139
    Milwaukee $90

Food Tours and Cooking Classes in Montego Bay

Also, here are some specific examples of food and dining related activities in Montego Bay.

  • Club2727 Nightlife Experience With Optional Dinner In Montego Bay: $10
  • 3 to 5 Hour Private Herbal Tour Shopping and Dinner at Ricks Cafe: $120
  • Bar Hopping and Local Food Tour in Jamaica : $130
  • Montego Bay, Negril, Ocho Rios Dinner and Nightlife Experience: $150
  • Dinner Experience and Celebration on the Beach with Decorations : $158
  • PRIVATE Food Tour of Local Jamaican Cuisine Montego Bay & Negril: $190

Food Tours and Cooking Classes in Milwaukee

For Milwaukee, here are some samples of tours and activities related to meals and dining experiences:

  • Kenosha Walking Food Tour: $70
  • Private Tour: Secret Food Tours Milwaukee: $103
  • Secret Walking Food Tour Milwaukee: $106
  • Original Milwaukee Guided Brewery Tour with Lunch or Dinner: $139

Entertainment
  • Entertainment Entrance tickets, shows, etc.
    Montego Bay $31
    Milwaukee $26
Typical Entertainment Prices in Montego Bay

Some typical examples of activities, tours, and entrance ticket prices in Montego Bay are as follows:


  • Admission to Doctor's Cave Beach
    $2.63
  • Snorkeling Trip
    $18
  • One Tank Dive
    $37
  • 1.5 Hr Horseback Ride
    $42

Tours and Activities in Montego Bay

Some specific costs of activities, tours, and entrance tickets for Montego Bay are as follows:

  • Black River Day Adventure Tour: $92
  • Dunn’s River Secret falls with Horse-back&Bamboo Raft Experience: $125
  • Falmouth Mystic from Montego Bay Luminous Lagoon Night Tour: $90
  • Luminous Lagoon Glow in the Dark Boat Tour from Montego Bay: $65
  • Luminous Lagoon Night Tour from Montego Bay: $118
  • 1 Hour Horse Back Riding & Dunn's River Falls Tour Combo: $240
  • 3 Hours Private Highlights Tour & Shopping in Montego Bay Jamaica: $100
  • 3 Hours Private Tour in Montego Bay From Falmouth: $75
  • 7 Mile Beach & Ricks Cafe with free Shopping experience: $50
  • ATV Adventure and Rick's Cafe Tour with Transportation: $238
  • ATV Jungle Safari Tour from Montego Bay: $125
  • ATV Tour, Limestone Bamboo Rafting and Transportation: $160

Tours and Activities in Milwaukee

For Milwaukee, here are a few prices for actual activities, tours, and tickets provided by various companies:

  • Skip the Line: Museum Admission Ticket - Grohmann Museum: $5.00
  • Haunting Histories: An Audio Tour of Milwaukee‘s Wicked Westown: $8.99
  • The Grand Walk: A Self-Guided Audio Tour through Milwaukee: $8.99
  • Milwaukee Historic Downtown Self Guided Walking Tour : $9.75
  • Unique Scavenger Hunt Experience in Milwaukee by Operation City Quest: $10
  • Milwaukee Morbid Mirrorlight Ghost Tours: $24
  • Milwaukee Scavenger Hunt Walking Tour and Game: $25
  • Milwaukee Downtown Ghost Tour - The Shadow of City Hall: $29
  • Kenosha Downtown Urban Art and Photography Walking Tour: $30
  • Milwaukee Morbid Mirrorlight Ghost Tours: $32
  • Milwaukee Private or Public Pedal Tavern Tour : $36
  • Kenosha Metal Detecting Tour to Simmons Island Beach: $40

Alcohol
  • Alcohol Drinks for one day
    Montego Bay $13
    Milwaukee $33

Sample the Local Flavors in Milwaukee

Also in Milwaukee, these are the prices for nightlife and alcohol related activities from various tour providers:

  • Sip of Milwaukee Guided Brewery Tour with Snack: $109


When we compare the travel costs of actual travelers between Montego Bay and Milwaukee, we can see that Montego Bay is more expensive. And not only is Milwaukee much less expensive, but it is actually a significantly cheaper destination. Since Montego Bay is in Caribbean Islands and Milwaukee is in North America, this is one of the main reasons why the costs are so different, as different regions of the world tend to have overall different travel costs. So, traveling to Milwaukee would let you spend less money overall. Or, you could decide to spend more money in Milwaukee and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Montego Bay would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Montego Bay than you might in Milwaukee.

If you're trying to decide if either of these two destinations are within your price range, also see Is Montego Bay Expensive? and Is Milwaukee Expensive?.


Which is Bigger, Montego Bay or Milwaukee?

Milwaukee has a larger population, and is about 7 times larger than the population of Montego Bay. When comparing the sizes of Montego Bay and Milwaukee, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.


When is the best time to visit Montego Bay or Milwaukee?

Milwaukee has a temperate climate with four distinct seasons, but Montego Bay experiences a warm climate with fairly sunny weather most of the year.

Should I visit Montego Bay or Milwaukee in the Summer?

Both Milwaukee and Montego Bay during the summer are popular places to visit. Plenty of visitors come to Montego Bay because of the warm climate and sunshine that lasts throughout the year. Also, the family-friendly experiences are the main draw to Milwaukee this time of year.

Montego Bay is a little warmer than Milwaukee in the summer. The daily temperature in Montego Bay averages around 28°C (82°F) in July, and Milwaukee fluctuates around 74°F (23°C).

In Milwaukee, it's very sunny this time of the year. It's quite sunny in Montego Bay. In the summer, Montego Bay often gets less sunshine than Milwaukee. Montego Bay gets 257 hours of sunny skies this time of year, while Milwaukee receives 321 hours of full sun.

Montego Bay usually gets less rain in July than Milwaukee. Montego Bay gets 60 mm (2.4 in) of rain, while Milwaukee receives 3.4 inches (87 mm) of rain this time of the year.


  • Summer Average Temperatures July
    Montego Bay 28°C (82°F) 
    Milwaukee 74°F (23°C)

Should I visit Montego Bay or Milwaukee in the Autumn?

The autumn attracts plenty of travelers to both Montego Bay and Milwaukee. Warm weather and sunshine bring visitors to Montego Bay year-round. Also, many travelers come to Milwaukee for the shopping scene.

In the autumn, Montego Bay is much warmer than Milwaukee. Typically, the autumn temperatures in Montego Bay in October average around 27°C (81°F), and Milwaukee averages at about 53°F (12°C).

In Montego Bay, it's very sunny this time of the year. Montego Bay usually receives more sunshine than Milwaukee during autumn. Montego Bay gets 233 hours of sunny skies, while Milwaukee receives 174 hours of full sun in the autumn.

Montego Bay gets a good bit of rain this time of year. In October, Montego Bay usually receives more rain than Milwaukee. Montego Bay gets 130 mm (5.1 in) of rain, while Milwaukee receives 2 inches (50 mm) of rain each month for the autumn.


  • Autumn Average Temperatures October
    Montego Bay 27°C (81°F) 
    Milwaukee 53°F (12°C)

Should I visit Montego Bay or Milwaukee in the Winter?

The winter brings many poeple to Montego Bay as well as Milwaukee. Montego Bay attracts visitors year-round for its warm weather and sunny climate. Also, many visitors come to Milwaukee in the winter for the museums, the shopping scene, and the cuisine.

Milwaukee can get quite cold in the winter. In January, Montego Bay is generally much warmer than Milwaukee. Daily temperatures in Montego Bay average around 24°C (75°F), and Milwaukee fluctuates around 21°F (-6°C).

People are often attracted to the plentiful sunshine in Montego Bay this time of the year. In the winter, Montego Bay often gets more sunshine than Milwaukee. Montego Bay gets 226 hours of sunny skies this time of year, while Milwaukee receives 138 hours of full sun.

Montego Bay usually gets more rain in January than Milwaukee. Montego Bay gets 70 mm (2.8 in) of rain, while Milwaukee receives 1.6 inches (41 mm) of rain this time of the year.


  • Winter Average Temperatures January
    Montego Bay 24°C (75°F) 
    Milwaukee 21°F (-6°C)

Should I visit Montego Bay or Milwaukee in the Spring?

Both Milwaukee and Montego Bay are popular destinations to visit in the spring with plenty of activities. The warm climate attracts visitors to Montego Bay throughout the year.

Montego Bay is much warmer than Milwaukee in the spring. The daily temperature in Montego Bay averages around 25°C (77°F) in April, and Milwaukee fluctuates around 47°F (8°C).

It's quite sunny in Milwaukee. The sun comes out a lot this time of the year in Montego Bay. Montego Bay usually receives around the same amount of sunshine as Milwaukee during spring. Montego Bay gets 225 hours of sunny skies, while Milwaukee receives 211 hours of full sun in the spring.

In April, Montego Bay usually receives less rain than Milwaukee. Montego Bay gets 60 mm (2.4 in) of rain, while Milwaukee receives 2.8 inches (70 mm) of rain each month for the spring.


  • Spring Average Temperatures April
    Montego Bay 25°C (77°F) 
    Milwaukee 47°F (8°C)

Typical Weather for Milwaukee and Montego Bay

Montego Bay Milwaukee
Temp (°C) Rain (mm) Temp (°C) Rain (mm)
Jan 24°C (75°F) 70 mm (2.8 in) 21°F (-6°C) 1.6 inches (41 mm)
Feb 24°C (75°F) 30 mm (1.2 in) 26°F (-4°C) 1.1 inches (29 mm)
Mar 25°C (77°F) 30 mm (1.2 in) 36°F (2°C) 2.2 inches (57 mm)
Apr 25°C (77°F) 60 mm (2.4 in) 47°F (8°C) 2.8 inches (70 mm)
May 26°C (79°F) 80 mm (3.1 in) 58°F (14°C) 2.9 inches (73 mm)
Jun 27°C (81°F) 80 mm (3.1 in) 68°F (20°C) 3.6 inches (91 mm)
Jul 28°C (82°F) 60 mm (2.4 in) 74°F (23°C) 3.4 inches (87 mm)
Aug 28°C (82°F) 80 mm (3.1 in) 72°F (22°C) 2.7 inches (68 mm)
Sep 27°C (81°F) 110 mm (4.3 in) 65°F (18°C) 3 inches (77 mm)
Oct 27°C (81°F) 130 mm (5.1 in) 53°F (12°C) 2 inches (50 mm)
Nov 26°C (79°F) 120 mm (4.7 in) 41°F (5°C) 2 inches (51 mm)
Dec 25°C (77°F) 100 mm (3.9 in) 27°F (-3°C) 1.7 inches (44 mm)