Best Milwaukee to Chesapeake Movers + Moving Guide

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If you're moving from Milwaukee to Chesapeake and need first-hand information you can trust to make this 996 mile move from Wisconsin to Virginia go smoothly, Great Guys Moving is here to help. We've analyzed 24 Milwaukee to Chesapeake moving companies and more than 20,000 movers nationwide to provide up-to-date and data-driven information about: which moving company to hire (our top recommendation is About Time Moving Systems LLC), how much the move costs (approximately $2,000 - $6,500 depending on how much stuff you have), and what it will be like living in Milwaukee compared to Chesapeake. With a move this big, you want big data on your side and Great Guys Moving is your trusted ally to help you sift through the noise to make informed moving decisions.

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Best Milwaukee to Chesapeake Moving Companies

Company
Score Question
Affordability IndexLicense
1About Time Moving Systems LLC9.339.33Authorized For HHG
2Gorilla Movers Of Wisconsin Inc.9.319.31Authorized For Property, HHG
3Marathon Moving Services9.299.25Authorized For HHG
4The Go To Guys, LLC9.108.7Authorized For HHG
5Prime Movers USA9.099.39Authorized For Property, HHG
Phone (800) 787-5428

How Much Does it Cost to Move from Milwaukee to Chesapeake?

Moving a 1 bedroom apartment 996 miles from Milwaukee, WI to Chesapeake, VA will cost on average $2,628 to hire full service movers. A 3 bedroom Milwaukee to Chesapeake move is roughly $6,315. See the chart below for a detailed breakdown by type of move and home size. Pricing will vary based upon the exact locations of pickup and dropoff as well as several other factors. The most important pricing component that is often overlooked is how far away the move date is. The earlier you can reserve movers, the better your pricing and options will be.

Home SizeMoving CostVolume of Packed Items (ft³)$/ft³
Studio$1,767300 ft³$5.89
1 Bedroom$2,628450 ft³$5.84
2 Bedrooms$4,343750 ft³$5.79
3 Bedrooms$6,3151100 ft³$5.74
4 Bedrooms$9,1051600 ft³$5.69
5+ Bedrooms$10,1531800 ft³$5.64
*Please note: These Wisconsin to Virginia moving prices are rough approximations based upon nationwide data as well as local and statewide data from Wisconsin & Virginia. The volume listed here represents the estimated cubic footage of your household items when packed and loaded into a moving truck. To determine the exact costs associated with your move, get a quote from a licensed WI to VA mover.
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Moving in the opposite direction? Here is our moving from Chesapeake to Milwaukee guide.

Compare the 5 Best Milwaukee to Chesapeake Movers

These are the top recommended movers based on our unbiased & regularly updated ranking algorithm (NOT paid promotions)

About Time Moving Systems LLC Logo

About Time Moving Systems LLC

Exceptional9.33/10
based on 2,122+ data points

4909 8th Ave

Kenosha, WI, 53140

About About Time Moving Systems LLC

This locally owned and operated moving company serves the Milwaukee, WI, area with high-quality residential and commercial relocation services. About Time...

Services

  • Local moving
  • Long-distance moving
  • Cross-country moving

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 1/9/2025)

USDOT / MC

Status

Entity Type

2525330 / 877057

Authorized For HHG

Carrier

Registered Trucks/Vans4
Registered Drivers2
Total Annual Miles Moved50,000 (2022)
View Full Review
1
Gorilla Movers Of Wisconsin Inc. Logo

Gorilla Movers Of Wisconsin Inc.

Exceptional9.31/10
based on 1,857+ data points

310 Progress Way Suite 140

Sun Prairie, WI, 53590

About Gorilla Movers Of Wisconsin Inc.

As a locally owned and operated moving company, Gorilla Movers has over 20 years of experience performing high-quality residential and commercial...

Services

  • Residential moves
  • Commercial moves
  • Local/statewide moving

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 1/9/2025)

USDOT / MC

Status

Entity Type

2627768 / 1031866

Authorized For Property, HHG

Carrier

Registered Trucks/Vans7
Registered Drivers14
Total Annual Miles Moved173,000 (2023)
View Full Review
2
Marathon Moving Services Logo

Marathon Moving Services

Exceptional
claimed company icon
9.29/10
based on 970+ data points

MMS

Virginia Beach, VA, 23464

About Marathon Moving Services

Are you looking for an independently-owned moving company that provides affordable and reliable moving services in Virginia Beach? Marathon Moving Services...

Services

  • Residential Moves
  • Commercial Moves
  • Packing & Delivery

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 1/9/2025)

USDOT / MC

Status

Entity Type

3572153 / 1552140

Authorized For HHG

Carrier

Registered Trucks/Vans3
Registered Drivers8
Total Annual Miles Moved20,000 (2023)
View Full Review
3
The Go To Guys, LLC Logo

The Go To Guys, LLC

Exceptional9.10/10
based on 258+ data points

Bayside, WI, 53217

About The Go To Guys, LLC

The Go To Guys, LLC is a seasoned moving company with 30 years of experience in the industry. Based in the...

Services

  • Cheap moving
  • Local moving
  • Long-distance moving

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 1/11/2025)

USDOT / MC

Status

Entity Type

3760134 / 1338262

Authorized For HHG

Carrier

Registered Trucks/Vans3
Registered Drivers3
Total Annual Miles Moved1 (2024)
View Full Review
4
Prime Movers USA Logo

Prime Movers USA

Exceptional9.09/10
based on 576+ data points

531 Fountain Lake Dr

Virginia Beach, VA, 23451

About Prime Movers USA

Based in Virginia Beach, VA, Prime Movers offers premium moving services at unmatched prices. Founded in 2015, it takes pride in...

Services

  • Local moves (within 50 miles)
  • Long distance moves (over 50 miles)
  • Packing/unpacking services

Interstate Moving License

Circle Check
Authorized for Interstate Moves(last checked 1/9/2025)

USDOT / MC

Status

Entity Type

2995403 / 21183

Authorized For Property, HHG

Carrier

Registered Trucks/Vans2
Registered Drivers2
Total Annual Miles Moved9,060 (2023)
View Full Review
5
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Dependable Rankings You Can Count On!

Our rankings are data-driven — movers cannot purchase a spot on our list. Here's why you can have confidence in our recommendations:

  • No Paid Placements: Every company earns its spot through merit, not payment.
  • Extensive Analysis: Evaluated over 24,000 movers across the country for our rankings.

Milwaukee vs. Chesapeake Neighborhood Comparison

When you're planning a move, knowing your new city's neighborhoods can make the transition smoother and more enjoyable. This guide aims to compare the local neighborhoods between Milwaukee, WI & Chesapeake, VA, helping you find a comparable area in Chesapeake that shares the vibe and characteristics of your Milwaukee neighborhood. Whether you value a bustling commercial area, quiet streets, or access to parks, we've got you covered.

MilwaukeeChesapeakeHow They're Similar
Third WardGreenbrierShopping and dining hub
Bay ViewGreat BridgeCommunity-focused with events
East SideHickoryExcellent schools and spacious homes
Walker's PointSouth NorfolkHistoric with vibrant food scene
WauwatosaWestern BranchFamily-friendly, with parks and amenities
ShorewoodDeep CreekQuiet, near water, with good schools
Historic Third WardGreenbrierArts and culture scene
West AllisIndian RiverAffordable, with local charm
RiverwestDeep Creek NorthCommunity-centric with outdoor activities
Washington HeightsGreat Bridge EastHistoric homes and quiet neighborhoods

In Milwaukee's East Side, you're used to top-rated eateries like BelAir Cantina and access to expansive green spaces like Lake Park. Moving to Hickory in Chesapeake, you'll find a similarly exceptional educational landscape, spacious residential areas, and local dining gems like Baker's Crust Artisan Kitchen. Both neighborhoods offer a blend of residential calm with the buzz of thriving local businesses and parks, making them ideal for families and young professionals alike. Meanwhile, Bay View's vibrant community and bustling events are mirrored in Great Bridge, where Chesapeake's version of a close-knit community thrives, hosting seasonal events that charm residents and visitors.

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Pros and Cons of Moving from Milwaukee to Chesapeake

Moving can be a complex decision, fraught with many variables to consider. This comparison aims to shed light on both the advantages and disadvantages of relocating from Milwaukee, WI to Chesapeake, VA, providing an honest reflection of the good and the bad attributes of this relocation. By examining how certain aspects of life differ between these two cities, you'll be better equipped to make an informed decision about your move.

CONs
PROs
Milwaukee, WI iconMilwaukee, WI
  • Colder winters
  • Smaller city vibe
  • Less diversity
  • Fewer beach options
Chesapeake, VA iconChesapeake, VA
  • Milder winters
  • Larger metro area
  • Greater diversity
  • Access to beaches
Chesapeake, VA iconChesapeake, VA
  • Smaller cultural scene
  • Less historical sites
  • Lesser beer culture
  • No direct lake access
Milwaukee, WI iconMilwaukee, WI
  • Vibrant cultural scene
  • Rich history
  • Strong beer culture
  • Lake Michigan access

Milwaukee's vibrant cultural scene, exemplified by landmarks such as the Milwaukee Art Museum and the Historic Third Ward, stands in contrast to Chesapeake's quieter, albeit growing, cultural landscape. However, Chesapeake offers access to natural beauty and recreational activities that are not as prevalent in Milwaukee, such as the Chesapeake Bay and the Great Dismal Swamp National Wildlife Refuge. Despite Milwaukee's rich history and strong beer culture celebrated in establishments like Lakefront Brewery, Chesapeake presents a different lifestyle with its milder winters and proximity to Virginia Beach, offering a new set of activities and amenities like the Chesapeake Bay Bridge-Tunnel and First Landing State Park. These differences highlight the unique aspects of each city, emphasizing the diverse experiences they offer to residents.

Milwaukee vs. Chesapeake Food Guide

This is a comparison of the local cuisine between Milwaukee & Chesapeake, highlighting the distinct flavors and dining experiences each city has to offer. Understanding the culinary scene is crucial to grasp the essence of local culture and what living in each area could be like. This comparison aims to provide a flavorful insight into your new locale.

Milwaukee
Chesapeake
Most iconic local food item
Beer Brats
Seafood Boil
Most popular meat dish
Usinger's Sausages
Barbecue Ribs
Most popular street food item
Cheese Curds
Fish Tacos
Most popular vegan food
Vegan Cheese Platter
Vegetable Stir Fry
Top 3 iconic restaurants that summarize the city
  • Mader's
  • Sobelman's Pub & Grill
  • Lakefront Brewery
  • Passion The Restaurant
  • Berret's Seafood Restaurant
  • Cutlass Grille
Fitness/Health Conscientiousness
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Abundance of Food Trucks
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Foodie Scene
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🍴🍴🍴🍴🍴🍴🍴🍴🍴🍴
Vegan Friendly
🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱
🌱🌱🌱🌱🌱🌱🌱🌱🌱🌱

When moving to Chesapeake, VA, you'll find a treasure trove of culinary delights that reflect its coastal charm and Southern influence. The city is renowned for its seafood, with local favorites like the Seafood Boil available across various neighborhoods, especially in waterfront areas where the catch is always fresh. Notably, Passion The Restaurant in Greenbrier and Berret's Seafood Restaurant in Williamsburg offer iconic dining experiences that highlight the region's bounty. For those with a health-conscious palate, Chesapeake's rising vegan scene, including options like vegetable stir-fries, provides diverse tastes without compromising flavor. This city's food landscape is a testament to its evolving dining culture, ready for you to explore.

Milwaukee vs. Chesapeake Restaurant Comparison

Finding a new favorite eatery can turn a new city into home. This chart aims to compare the top restaurants in Milwaukee to their counterparts in Chesapeake, helping you discover your next beloved dining spot. Whether you crave high-end cuisine, casual bites, or iconic meals, this guide is designed to bridge the culinary gap between your current and future hometowns.

MilwaukeeChesapeakeWhat You'll Love
Sanford RestaurantPassion The RestaurantFine dining with innovative cuisine
ArdentOff The Hook Seafood & ChophouseHigh-quality seafood with a creative twist
Honeypie CafeThe Butcher's SonHomey atmosphere with hearty, American fare
Bryant's Cocktail LoungeTinto Wine and CheeseA cozy spot for inventive drinks
Odd DuckAmber LanternEclectic and innovative small plates
Conejito's Place Mexican RestaurantEl Puente Mexican GrillAuthentic Mexican cuisine in a casual setting
Mazorca TacosTortilla WestTacos with a creative spin
La MerendaVoila International CuisineGlobal dishes with a focus on sharing
Zaffiro's PizzaPizza BoxClassic pizza in a family-friendly atmosphere
GoodkindThe Cutting Edge CafeFresh, local ingredients in a casual, welcoming space

When the craving for comforting, homey American fare hits, The Butcher's Son in Chesapeake stands ready to embrace you with its warm atmosphere and hearty, lovingly prepared dishes, much like what you'd experience at Honeypie Cafe in Milwaukee. If your taste buds yearn for exquisite, high-quality seafood with an innovative approach, Chesapeake's Off The Hook Seafood & Chophouse echoes the culinary creativity and quality of Milwaukee's Ardent. For those who appreciate the joy of discovering eclectic and inventive small plates, the transition from Odd Duck to Amber Lantern will be seamless, offering an array of choices that inspire conversation and delight with every bite.

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Milwaukee vs. Chesapeake Real Estate & Living Facts

Real estate plays a crucial role when relocating. Understanding how Milwaukee, WI and Chesapeake, VA compare in terms of housing aspects helps in making informed decisions. Let's dive into the nuances of housing costs, architecture, walkability, and more in both cities.

Milwaukee
Chesapeake
Typical Architecture Style
Victorian and Bungalow
Traditional and Ranch
Walkability
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👟👟👟👟👟👟👟👟👟👟
Bikeability
🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲
🚲🚲🚲🚲🚲🚲🚲🚲🚲🚲
Urban Lifestyle
🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️
🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️🏛️
Most popular items mentioned in real estate listing
Parks, Cafés, Historic Landmarks
Waterfronts, Family Neighborhoods, Spacious Yards

Milwaukee and Chesapeake offer distinct living experiences shaped by their unique housing landscapes. Milwaukee, with its Victorian and Bungalow styles, caters to those who appreciate classic architecture and urban conveniences, highlighted by its relatively higher walkability and bikeability scores. In contrast, Chesapeake's focus on traditional and ranch-style homes, often with spacious yards, appeals to those seeking a more relaxed, family-friendly atmosphere. While Chesapeake is less walkable and bikeable, its natural landscapes like waterfronts are major draws in real estate listings, contrasting with Milwaukee's emphasis on urban amenities such as parks and historic landmark proximity.

Pet-friendly neighborhoods background image

Pet-friendly Neighborhoods in Chesapeake, VA

1. Great Bridge : Enjoy spacious parks and numerous walking trails where you and your furry friends can explore nature.

2. Greenbrier East : Benefit from pet-friendly communities and easy access to pet services, including vets and grooming salons.

3. Riverwalk : Take advantage of scenic riverfront areas and designated dog walking paths to keep your pets active and happy.

Milwaukee vs. Chesapeake Weather Considerations

Moving between cities not only marks a transition in lifestyle but also in the climate you're accustomed to. This comparison highlights the weather differences between Milwaukee, WI, and Chesapeake, VA , essential for planning your relocation and understanding how to adapt to your new environment.

Milwaukee
Chesapeake
Days of Sunshine per Year
☀️☀️☀️☀️☀️
☀️☀️☀️☀️☀️
Avg. Annual Humidity
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💦💦💦💦💦💦💦💦💦💦
Avg. UV Index
🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️
🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️🕶️
Natural Disasters
Snowstorms, Cold Waves
Hurricanes, Floods
Air Quality
Good
Moderate
Summer icon

Average Summer High/Low (°F)

79°F / 61°F
87°F / 68°F
Winter icon

Average Winter High/Low (°F)

30°F / 18°F
50°F / 32°F


Rainfall icon

Annual Rainfall (Inches)

34.76"
48.14"
Snowfall icon

Annual Snowfall (Inches)

46.9"
5.8"


When moving from Milwaukee to Chesapeake, you'll notice a significant change in both winter and summer temperatures. Chesapeake enjoys milder winters and warmer summers, allowing for a more extended period of outdoor activities. The increase in days of sunshine and higher average annual UV index in Chesapeake might require you to adjust your sunscreen routine accordingly. Additionally, you'll encounter different natural disaster risks – from snowstorms and cold waves in Milwaukee to hurricanes and floods in Chesapeake. Understanding these differences helps you better prepare for your new environment.

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Money, Economy, and Job Market Considerations for Moving from Milwaukee to Chesapeake

When planning a move from one city to another, it's crucial to understand the financial landscape you're entering. Comparing money and finance related topics from Milwaukee to Chesapeake can help you anticipate changes in your cost of living and manage your budget effectively.

Milwaukee
Chesapeake
Avg. Household Income
$46,637
$88,815
Cost of Living Index
101.9
96.6
State Income Tax
Up to 7.65%
Up to 5.75%
Avg. Property Tax
2.17%
0.89%
Avg. Sales Tax
5.6%
6%
Top 3 Industries
Manufacturing, Healthcare, Education
Military, Transportation, Healthcare
Affluence
Varied
Upper-middle
Poverty
Significant
Lower
Homelessness
Concerning
Moderate

Milwaukee and Chesapeake offer distinct financial landscapes, significantly impacting your lifestyle following a move. Chesapeake, with its higher average household income and cost of living index, contrasts with Milwaukee's more affordable lifestyle but lower average income. State income and property taxes also differ notably, with Milwaukee residents facing higher rates. However, these numbers tell part of the story. The top industries in each city reveal economic opportunities and potential career paths. Manufacturing and education drive Milwaukee, while Chesapeake's economy leans heavily on the military and transportation sectors. Understanding these differences can guide you in planning your relocation and career aspirations in your new city.

Milwaukee vs. Chesapeake Political & Religious Comparison

This comparison aims to provide a quick, at-a-glance snapshot of the political and religious makeup of the residents between Milwaukee & Chesapeake. If you're planning a move from Milwaukee, WI, to Chesapeake, VA, understanding these differences can ease your transition into your new community.

Milwaukee
Chesapeake
Political Make-up
Democratic-leaning
Republican-leaning
Local Politics
Emphasis on urban policies and social issues
Greater focus on rural issues and fiscal conservatism
Religion
Diverse, with a significant Catholic presence
Christianity dominates, with a strong Baptist presence

When you move from Milwaukee to Chesapeake, you'll notice changes in the community's vibe due to its political and religious makeup. Milwaukee's demographic is more Democratic-leaning, which is reflected in its urban policy focus and social issues prioritization. On the other hand, Chesapeake leans Republican, with a significant emphasis on rural concerns and fiscal conservatism. Religion also plays a prominent role in community life, especially in Chesapeake, where Christianity, particularly the Baptist denomination, has a strong presence. Understanding these differences can help you better integrate into your new environment.

Milwaukee vs. Chesapeake Traffic and Public Transit Considerations

Moving from Milwaukee, WI to Chesapeake, VA? Here's a side-by-side comparison to help you better understand the daily commute and traffic patterns, as well as transportation options between Milwaukee & Chesapeake. Whether you prefer driving, biking, or public transportation, knowing what to expect can ease your transition.

Milwaukee
Chesapeake
Avg Commute Time (in minutes)
22
25
Traffic Congestion
4 out of 10
3 out of 10
Availability of Public Transit
6 out of 10
3 out of 10
Can you get by without a car?
With difficulty
Not easily

Despite a short average commute time in both Milwaukee and Chesapeake, their reliance on vehicles differs significantly. Milwaukee's public transit system, rated moderately, allows for some flexibility without a car, particularly within urban areas. In contrast, Chesapeake's more limited public transportation means residents often find it challenging to get around without personal vehicles. This difference underscores the importance of understanding local transit options before your move, especially if you rely on public transportation. Exploring bike paths or carpool options could also offer alternative commuting solutions.

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