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($1,072) Cost to Move From Chesapeake, VA to Milwaukee, WI

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Estimated cost & time: If you’re moving 996 miles from Chesapeake to Milwaukee, expect to pay between $701 and $5,821. The journey should take about two–seven days. Costs can vary due to distance, the date of the move, home size, and your choice between DIY and professional assistance.
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Best movers from Chesapeake to Milwaukee

Best overall value
Safeway Moving Logo Safeway Moving
checkmark Best overall value
checkmark Veteran owned
checkmark Portion to charity
4.9
  • checkmarkBest overall value
  • checkmarkVeteran owned
  • checkmarkPortion to charity
American Van Lines Logo American Van Lines
checkmark Certified crews
checkmark Flat-rate pricing
checkmark Family-owned
4.5
  • checkmarkCertified crews
  • checkmarkFlat-rate pricing
  • checkmarkFamily-owned
North American Van Lines Logo North American Van Lines
checkmark 1,800 trucks
checkmark Storage available
checkmark Customized moving plans
4.5
  • checkmark1,800 trucks
  • checkmarkStorage available
  • checkmarkCustomized moving plans
Allied Van Lines Logo Allied Van Lines
checkmark Specialty packing services
checkmark White-glove reputation
checkmark 80+ years’ experience
4.8
  • checkmarkSpecialty packing services
  • checkmarkWhite-glove reputation
  • checkmark80+ years’ experience
Mayzlin Relocation Logo Mayzlin Relocation
checkmark Family owned
checkmark East coast focus
checkmark Affordable pricing
4.9
  • checkmarkFamily owned
  • checkmarkEast coast focus
  • checkmarkAffordable pricing

Best movers by type

Professional Icon
Professional
Container Icon
Container
Rental Truck Icon
Rental Truck
Freight Icon
Labor Only

Best professional movers from Chesapeake to Milwaukee

For a stress-free interstate move from Chesapeake to Milwaukee, selecting a full-service mover is a wise choice. These professionals cover all aspects of the move, freeing you to focus on the excitement of your new adventure.

With 17 interstate moving companies in Chesapeake, we’re here to highlight the best options for a seamless transition to Milwaukee.

Safeway Moving
checkmark Best overall value
checkmark Veteran owned
checkmark Portion to charity
American Van Lines
checkmark Certified crews
checkmark Flat-rate pricing
checkmark Family-owned
Allied Van Lines
checkmark Specialty packing services
checkmark White-glove reputation
checkmark 80+ years’ experience
Mayzlin Relocation
checkmark Family owned
checkmark East coast focus
checkmark Affordable pricing
North American Van Lines
checkmark 1,800 trucks
checkmark Storage available
checkmark Customized moving plans

Estimated cost to move from Chesapeake to Milwaukee

These cost ranges are approximate estimates based on a 996-mile move from Chesapeake to Milwaukee using pricing data compiled by moveBuddha as of Nov 07, 2025. moveBuddha compiles thousands of validated rates from movers across the U.S., with monthly updates to reflect seasonality and market conditions. Your end price may shift due to load size, service add-ons, access or parking limitations, fuel costs, and your move date. We recommend obtaining several quotes to get a reliable estimate.
Studio Icon

Studio / 1 bedroom

  • Moving Company $1,900 – $4,636
  • Moving Container $1,162 – $2,159
  • Rental Truck $674 – $1,168
Two Three Bed Icon

2-3 bedrooms

  • Moving Company $2,417 – $5,821
  • Moving Container $1,393 – $2,913
  • Rental Truck $701 – $1,447
Four Bed Icon

4+ bedrooms

  • Moving Company $3,979 – $7,157
  • Moving Container $1,917 – $3,754
  • Rental Truck $879 – $1,848
Recent Moving Price Estimates
The following are real, anonymized quotes requested by moveBuddha readers in the past 48 hours. Prices change with dates and availability; use these as a ballpark, not a guarantee.
United Van Lines
Norfolk, VA Lannon, WI
1 Bedroom (small)
Sep 25, 2025
Mayflower Transit
Suffolk, VA Vernon, WI
1 Bedroom (large)
Sep 14, 2025
PODS
Bethel Manor, VA Whitefish Bay, WI
1 Bedroom (small)
Sep 13, 2025
BLVD Moving
Portsmouth, VA Cedar Grove, WI
4 Bedrooms
Sep 10, 2025
Colonial Van Lines
Southampton Meadows, VA Fredonia, WI
1 Bedroom (large)
Aug 31, 2025
Roadway Moving
Surry, VA Bristol, WI
2 Bedrooms
Aug 26, 2025
Mayzlin Relocation
Newport News, VA River Hills, WI
Studio apartment
Aug 24, 2025
Budget Truck Rental
Dendron, VA Kenosha, WI
1 Bedroom (small)
Aug 11, 2025
North American Van Lines
Windsor, VA New Berlin, WI
5+ Bedrooms
Aug 10, 2025
1-800-Pack-Rat
Cape Charles, VA North Prairie, WI
5+ Bedrooms
Jul 31, 2025

Moving the opposite route? We got you covered with our moving from Milwaukee, WI to Chesapeake, VA guide.

Top-rated local movers that handle Chesapeake to Milwaukee moves

When planning a move from Chesapeake to Milwaukee, finding a local mover that also handles long-distance relocations can be tricky. We’ve taken care of the research for you — reviewing 19 local movers in Chesapeake who provide long-distance services, and scoring them on price, customer reviews, and reliability.

Here are the top local moving companies to ensure a smooth transition from Chesapeake to Milwaukee.

  1. All My Sons Moving & Storage: 4.52 out of 5 stars
  2. Coleman Worldwide Moving: 4.56 out of 5 stars
  3. Apple Moving : 4.48 out of 5 stars
  4. TWO MEN AND A TRUCK: 4.44 out of 5 stars
  5. College Hunks Hauling Junk & Moving: 4.36 out of 5 stars
https://www.facebook.com/BellhopMoving/, https://twitter.com/BellhopMoving
73.9% of all reviews were positive
25.7% of reviews were negative
Read Reviews
Review Analysis
Customers continually praise All My Sons Moving & Storage for their professional, courteous crews who work quickly and handle belongings with noticeable care. Many describe helpful movers who are respectful, efficient, and able to ease the stress of moving, especially compared to other companies. Positive feedback repeatedly cites the staff’s friendly attitude and careful handling—even for delicate or specialty items—making them a common recommendation in the area. Some reviewers highlight the efficient pace and extra steps taken by crews to protect furniture and homes. Despite these strengths, a significant portion of feedback points to higher-than-expected costs, including surprise charges that diverge from initial estimates. Instances of property or item damage, along with dissatisfaction about unexpected fees and payment policies, appear regularly in complaints. Customers frustrated by these issues say they felt blindsided or compelled to pay more than quoted, which sets All My Sons apart from more transparent competitors. In short, most report a smooth, positive move but call out cost transparency and careful handling if considering this company for a future move. Total customer input analyzed: 268, with almost 74% positive and just over a quarter expressing major concerns.
Get a Quote (757) 997-6615

Company Info

State license #: 3786641

Years in Business: 26

DOT #: 902281

Alternate Names: All My Sons Of Newport News, LLC

Services Offered

  • Local moves
  • Interstate moves
  • International moves
  • Packing
  • Unpacking
  • Offices
  • Pianos
  • Antiques
  • Crating
  • Storage
  • Safes
  • Pay by credit card
  • Deposit Required
https://www.facebook.com/BellhopMoving/, https://twitter.com/BellhopMoving
37.3% of all reviews were positive
61.0% of reviews were negative
Read Reviews
Review Analysis
Customer input for Coleman Worldwide Moving makes one thing clear: reliability is a challenge. From 59 reviews, only 37% classified as positive. Clients who left favorable responses point out careful handling, professional staff, and helpful movers. Many described efficient packing and open communication as distinct perks. In contrast, negative feedback covers 61% of responses, where late arrivals, poor or missing communication, and significant damage to personal items dominate the complaints. Delays not only disrupt schedules but also result in missed flights and unnecessary stress. Compared to leading movers, Coleman shows more frequent timing and damage complaints, with less responsiveness on problems. Service can be friendly and efficient in some cases, but a high rate of dissatisfied feedback signals a need for improvement in reliability and care.
Get a Quote (757) 857-0101

Company Info

State license #: 076235

Years in Business: 110

DOT #: 2897746

Alternate Names: Covan World Wide Moving, Inc.

Services Offered

  • Local moves
  • Interstate moves
  • International moves
  • Packing
  • Unpacking
  • Offices
  • Crating
  • Storage
  • Safes
  • Pay by credit card
https://www.facebook.com/BellhopMoving/, https://twitter.com/BellhopMoving
56.4% of all reviews were positive
42.9% of reviews were negative
Read Reviews
Review Analysis
Moving feedback about Apple Moving paints a clear picture: most customers appreciate the company’s professional and polite staff, careful handling, prompt and efficient crews, and genuinely helpful movers. Out of the 275 reviews analyzed, 56% gave positive input, which sets Apple Moving ahead of many competitors who often struggle to earn majority positive feedback. Customers regularly highlight the movers’ attention to detail and willingness to accommodate special requests. Still, nearly 43% of the feedback is negative, focusing primarily on damage to items, missing or misplaced belongings, and difficulty getting timely responses or claims resolved. Many negative reviewers felt attempts to resolve issues were dismissed or inadequately handled, especially regarding lost property or poor follow-up. While the moving teams are often described as hardworking and personable, the company could improve by increasing accountability and communication, particularly when damages or losses occur.
Get a Quote (757) 397-1248

Company Info

State license #: 163678

Years in Business: 69

DOT #: 1934458

Alternate Names: Harrison’s Moving & Storage Co., Inc. , Harrison’s Moving & Storage

Services Offered

  • Local moves
  • Interstate moves
  • Packing
  • Unpacking
  • Offices
  • Pianos
  • Hot Tubs
  • Pool Tables
  • Crating
  • Storage
https://www.facebook.com/BellhopMoving/, https://twitter.com/BellhopMoving
79.8% of all reviews were positive
18.6% of reviews were negative
Read Reviews
Review Analysis
Moving is rarely stress-free, but customer feedback for TWO MEN AND A TRUCK shows most people feel they’re in good hands. Of 258 reviews analyzed, 4 out of 5 praised efficient service, polite and professional staff, and careful handling of belongings. Customers also noted speedy moves and great communication, with many reporting a hassle-free booking process and consistent updates. On the downside, nearly 1 in 5 reviews warned about damage to items, unexpected extra charges, or inaccurate initial cost estimates—problems that led some to switch companies. When compared with others in the moving industry, TWO MEN AND A TRUCK stands out for professionalism and efficiency but has room to improve on cost transparency and precision in estimates.
Get a Quote (757) 250-7167

Company Info

State license #: 3064442

Years in Business: 9

DOT #: 2527384

Alternate Names: TWO MEN AND A TRUCK® Virginia Beach

Services Offered

  • Local moves
  • Interstate moves
  • Packing
  • Unpacking
  • Pianos
  • Storage
  • Safes
  • Pay by credit card
https://www.facebook.com/BellhopMoving/, https://twitter.com/BellhopMoving
81.2% of all reviews were positive
17.8% of reviews were negative
Read Reviews
Review Analysis
Customers consistently applaud College Hunks Hauling Junk & Moving for their efficient service, professional and polite staff, fast process, and careful handling. Good communication stands out, with many noting timely updates and easy scheduling. Most reviewers found the entire experience smooth, appreciating courteous teams and minimal stress. On the downside, complaints center on damage to belongings—especially high-value items—unexpected charges, and frequent delays or late arrivals. Some customers felt let down by post-damage claims and unreliability in honoring quotes. With 325 reviews analyzed, more than 8 out of 10 shared positive feedback, making this company much more favorably rated than industry averages where moving complaints can be common. Customers who value speed, professionalism, and friendly crews report the best experience, but those needing strict timing or extra attention to valuables should review insurance and estimates closely.
Get a Quote (336) 810-1801

Company Info

State license #: 5223

Years in Business: 0

DOT #: 2378173

Services Offered

  • Local moves
  • Packing
  • Unpacking
  • Offices
  • Storage
  • Pay by credit card

How much does it cost to move from Chesapeake to Milwaukee?

Movers in Virginia charge $161 per hour on average. Here are average prices for a full-service moving company, moving container, or truck:

Move size Moving company Moving container Rental
truck
Studio / 1 bedroom $1,072 – $4,516 $784 – $2,070 $635 – $1,278
2 – 3 bedrooms $2,417 – $5,821 $1,393 – $2,913 $701 – $1,447
4+ bedrooms $3,979 – $7,157 $1,917 – $3,754 $879 – $1,848
*The figures shown represent approximate costs for a 996-mile relocation from Chesapeake to Milwaukee, derived from moveBuddha pricing data current as of Nov 07, 2025. moveBuddha aggregates thousands of verified prices from moving companies across the country and updates the data each month to capture seasonal fluctuations and market dynamics. Final pricing may vary based on shipment size, optional services, parking or access challenges, fuel costs, and schedule. For accuracy, collect quotes from several movers.

Cost to hire movers from Chesapeake to Milwaukee

If you’re moving a studio or one-bedroom home from Chesapeake to Milwaukee, you can expect to spend between $1,072 and $4,516. For a two- or three-bedroom place, prices usually range from $2,417 to $5,821 on the same route. Got a larger household? Moving a four- or five-bedroom home from Chesapeake to Milwaukee typically runs between $3,979 and $7,157.

Cost of moving containers from Chesapeake to Milwaukee

When moving from Chesapeake to Milwaukee, for a small load, you’ll likely pay between $784 and $2,070. If you have a two- or three-bedroom home, costs usually range from $1,393 to $2,913. Got a big family or a four-plus bedroom house? Expect prices ranging anywhere from $1,917 up to $3,754. For detailed pricing info, take a look at our complete PODS cost guide.

Check out the most affordable moving container companies to help with your move from Virginia.

Cost of moving truck rentals from Chesapeake to Milwaukee

Renting a moving truck in Chesapeake is usually your cheapest option to get to Milwaukee. Just keep in mind that you’ll handle all the lifting, packing, and driving yourself.

If you’re moving out of a studio or one-bedroom and renting a truck, plan to spend between $635 and $1,278. For two- or three-bedroom moves, prices typically land between $701 and $1,447. Dealing with a four-bedroom-plus home? Expect rental truck costs to be somewhere between $879 and $1,848.

These cost ranges already include estimated fuel costs.

Factors that impact moving costs from Chesapeake to Milwaukee

The cost of Chesapeake movers will depend on:

  • The size of your move: Costs rise with more belongings. A small one-bedroom move can start at $2,104, but larger homes can run up to $6,163.
  • Seasonal timing: Demand peaks in summer — expect premium rates during moving season in Chesapeake.
  • Whether you hire pros or do it yourself: Choosing DIY with a truck ($635–$1,611) is cheaper, though tougher, than using movers.

What to know before moving from Chesapeake to Milwaukee

Expect a bump in monthly expenses after the move – Milwaukee runs about 7% higher for singles and 36% higher for families than Chesapeake.

Singles spend around $2,022 in Chesapeake versus $1,882 in Chesapeake; families pay $4,963 compared with $3,656.

Dig into the side-by-side details here:

Chesapeake Milwaukee
Average 1 BR rent $1,775 $1,612
Average 3 BR rent $2,250 $2,880
Average home value $375,209 $200,685
Average income (per capita) $63,484 $49,733
Cost of living (single) $1,882 $2,022
Cost of living (family of four) $3,656 $4,963
Unemployment rate 5.0% 7.4%
Sales tax 6.0% 4.9%
State income tax 5.75% 7.65%
  • Experience a potentially easier financial adjustment with rent being about 31% lower in Milwaukee than in Chesapeake, giving you more disposable income monthly.
  • Your monthly mortgage budget shouldn’t take a hit, with home prices being about 47% lower in Milwaukee than in Chesapeake.
  • It’s important to evaluate your finances first. The average income is around 22% less in Milwaukee than in Chesapeake.
  • Plan for higher expenses in Milwaukee, since the cost of living for a single person is 7% more than in Chesapeake. This encompasses usual costs like utilities, groceries, apparel, and transit.
  • If your journey leads to Milwaukee, be prepared for higher living expenditures. The cost of living for a family in Milwaukee is 36% more than it is in Chesapeake.
  • The unemployment rate in Milwaukee is 48% higher compared to Chesapeake, translating to more job seekers for available positions, which might elevate competition.
  • Sales taxes are 18% lower in Milwaukee than in Chesapeake. If you have a larger family or higher consumption habits, the lower sales tax in Milwaukee can reduce your overall living expenses.
  • Income taxes are 33% higher in Wisconsin compared to Virginia. As a result, you might notice a larger bite taken out of your salary by the state’s tax system, which could affect your net income.

The breakdown below shows how typical living costs and monthly expenses line up when comparing Chesapeake with Milwaukee:

Living Expense Chesapeake Milwaukee
Basic utilities $302.50 $167.94
Cell phone plan $53.67 $43.50
Dozen eggs $3.36 $4.23
Loaf of bread $4.17 $3.40
Fast-food/casual eatery (one meal) $13.00 $16.00
Dinner for 2 (mid-range restaurant) $70.00 $70.00
Gym membership $43.00 $53.38
  • Basic utilities tend to be more expensive in Chesapeake than in Milwaukee.
  • Cell phone plans typically cost more in Chesapeake than in Milwaukee.
  • Eggs are less expensive in Chesapeake than in Milwaukee.
  • Bread is more expensive in Chesapeake than in Milwaukee.
  • A quick meal is cheaper in Chesapeake than in Milwaukee.
  • The cost of a mid-range dinner for two is about the same in both cities.
  • Gym memberships are more affordable in Chesapeake than in Milwaukee.

How life is different in Chesapeake vs. Milwaukee

Chesapeake Milwaukee
Population 249,422 577,222
Transportation score 2 8
Walkability score 21 62
Bike friendliness score 35 58
Crime index 25.0 66.76
Safety index 70.88 33.24
Air quality Good Good
  • Milwaukee’s population is about 131% greater than Chesapeake.
  • Milwaukee’s public transportation score of 8 out of 10 is higher than Chesapeake’s score of 2.
  • Milwaukee is more walkable than Chesapeake with a score of 62 out of 100 vs Chesapeake’s 21 out of 100.
  • With a score of 58 out of 100, Milwaukee is more bike-friendly than Chesapeake, which has a score of 35 out of 100. The higher a city’s score, the more suited it is to safely accommodating cyclists.
  • Milwaukee’s crime rate is higher than Chesapeake with a score of 66.76 compared to Chesapeake’s 25.0. This means that Milwaukee neighborhoods are safer than 66.76% of all U.S. neighborhoods, and Chesapeake neighborhoods are safer than 25.0%.
  • Milwaukee is considered to be less safe than Chesapeake with a score of 33.24 vs Chesapeake’s 70.88.
  • Air quality in Milwaukee is Good, and in Chesapeake it’s Good.

Other things to consider for your Chesapeake to Milwaukee move

  • HOA rules: It’s a good idea to look into your HOA or community regulations before moving day arrives.
  • Elevator reservation: Reserve elevator access early if your building requires it, to avoid delays on moving day.
  • Truck parking permits: Some cities require parking permits for large vehicles and moving trucks. Find out if you need any parking permits ahead of time.
  • State licensing: Movers providing in-state relocation services in the Badger State must register with the Wisconsin Department of Transportation (WisDOT), but strictly speaking, it’s not a regulated state. However, movers must comply with individual insurance, licensing, and other state laws and regulations. Double-check that the moving company is properly licensed before you hire them.
  • State regulator: You can verify a Wisconsin moving company’s license by visiting the state’s public utilities commission.
  • Moving Permits: While Wisconsin doesn’t mandate moving permits, checking local parking guidelines before your move-in day is still a good idea.
  • Change of address: File your USPS change of address about a week before moving so mail reaches Milwaukee smoothly. Start the process here.
  • Moving company insurance: Every state requires moving companies to carry different levels of insurance. For a secure move in Wisconsin, explore movers’ insurance options to safeguard your belongings. Many moving companies offer Released Value Protection at no extra cost, covering items at 60 cents per pound. Elevate your protection with discussions on Full Value Protection or explore customized plans from third-party insurance providers. Understand coverage limits, potential extra costs, and read reviews to make an informed decision on your Wisconsin state moving insurance. Ensure a smooth and protected relocation experience with the right insurance coverage.
  • Moving checklist: Use our moving checklist to stay on top of every detail and reduce last-minute stress.

Where to live in Milwaukee

Now that you’ve chosen Cream City as your next home, here are a few of the best neighborhoods in Milwaukee to check out.

Best neighborhoods for singles

  • Bay View
  • Brewer’s Hill
  • Historic Third Ward
  • Lower East Side
  • Riverwest

Best neighborhoods for families

  • Bay View
  • Historic Third Ward
  • Juneau Town
  • Lower East Side
  • Northpoint

Things to do in Milwaukee

After getting comfortable in your new Wisconsin home, it’s time to see what Milwaukee is all about. Whether you’re into food, art, nature, or nightlife — there’s plenty to check out:

  • Arts and culture: From historic museums to vibrant art centers, Milwaukee offers cultural landmarks like the Harley-Davidson Museum, Milwaukee Art Museum, Milwaukee Public Museum, and Discovery World.
  • Outdoor recreation: The city’s Henry Maier Festival Park, Mitchell Park Horticultural Conservatory (The Domes), Veteran’s Park, and Lake Park — among other sites — are great places to hike, ride bikes, or just enjoy nature.
  • Sports: Grab a seat and root for the home team during an Milwaukee Bucks (NBA)Milwaukee Brewers (MLB)Marquette Golden Eagles (NCAA)Milwaukee Admirals (AHL) game.

FAQ

When is the best time to move from Chesapeake to Milwaukee?

The most budget-friendly and comfortable times to move from Chesapeake to Milwaukee are in the spring or fall, when the weather is mild and moving rates in Chesapeake are lower.

When is the cheapest time to move from Chesapeake to Milwaukee?

Because spring and fall moves from Chesapeake to Milwaukee are so common, winter can be a great time to move if you’re looking for lower prices. Read our moving discounts guide to see how.

How long does a move from Chesapeake to Milwaukee take?

A move of 996 miles from Chesapeake, VA to Milwaukee, generally takes two to seven days. Movers in Chesapeake sometimes provide expedited service, while storage in Milwaukee is a good fallback if you need extra time.

Which discounts can you find from movers in Chesapeake?

Plenty of moving companies offer ways to help you save, from seasonal promotions to ongoing deals.

Discount types, amounts, and availability can differ, so it’s worth confirming the details with each mover before you book.

Which movers in Chesapeake offer piano or antique moving?

Some moving jobs call for extra care and expertise. 16 movers in Chesapeake have the skills and equipment for piano transport. 9 specialize in safely moving antiques. Across VA, there are 77 piano movers and 47 antique movers, while nationwide the numbers reach 2,303 and 1,466.

Because not every mover offers these services, ask about specialty experience and insurance coverage when you request quotes.

Helpful moving resources

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