($661+) Milwaukee, WI to Chesapeake, VA Movers

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Moving from Milwaukee, WI, to Chesapeake, VA, runs anywhere from $661 for a DIY rental-truck move of a small home up to $8,236 for full-service movers handling a larger 4+ bedroom household. The two cities sit about 1,006 miles apart, and a move on this route usually takes 2 to 8 days door to door. Use our moving cost calculator to compare estimates and options for your specific move.

  • Full-service moves for smaller spaces (studio apartments and 1-bedrooms) start around $2,189, while larger 4+ bedroom relocations can reach $8,236 or more.
  • Moving containers run $1,104 - $3,797, and renting a moving truck from Budget or U-Haul is the cheapest route at $661 - $1,813.
  • Safeway Moving (4.9/5 stars) is our top recommendation for a move from Milwaukee, WI, to Chesapeake, VA. They're known for transparent pricing, with 2-bedroom quotes starting around $2,466 on this route. They also throw in 30 days of free storage and have 24/7 customer support.

Compare moving options from Milwaukee, WI to Chesapeake, VA

There are 3 main ways to move from Milwaukee to Chesapeake: full-service movers, moving containers, and rental trucks. Full-service handles labor and transportation for you, with a 2-3 bedroom move on this route costing $2,466 - $6,407. Moving containers run about 39% less than full-service for the same home size, while rental trucks come in around 71% less, though both put loading on your shoulders. Plan on 2 to 8 days for this 1,006-mile route, depending on which option you go with.

Here is how full-service movers, moving containers, rental trucks, and freight trailers compare on the 1,006-mile route from Milwaukee to Chesapeake, broken down by home size:

Home size Full-service movers Moving container Rental truck Freight trailer
Studio / 1 bedroom $2,189 - $5,028 $1,104 - $2,118 $661 - $1,204 $1,087 - $1,925
2 - 3 bedrooms $2,466 - $6,407 $1,509 - $2,798 $706 - $1,504 $1,136 - $2,261
4+ bedrooms $4,332 - $8,236 $1,936 - $3,797 $843 - $1,813 $1,629 - $3,099

Pricing reflects moveBuddha's monthly dataset of 1,500+ live quotes across our vetted mover network. Last updated November 2, 2026.

Professional moving
Professional
Safeway Moving
star star star star star 4.9 / 5
Read our full Safeway review
Best overall value
Portion to charity
Veteran-owned
Moving container
Container
Unlimited storage
3 container sizes
10% discount
Rental truck
Rental Truck
Budget Truck Rental
star star star star star 4.3 / 5
Read our full Budget review
Affordable pricing
Online estimates
Several discounts
Freight trailer
Freight
MovingYourself
star star star star star 4.5 / 5
Read our full MovingYourself review
Fast delivery
Nationwide
100+ miles moves

Full-service moving costs from Milwaukee, WI to Chesapeake, VA

Full-service movers handle loading, transportation, and unloading on the 1,006-mile move from Milwaukee, Wisconsin, to Chesapeake, Virginia, with costs ranging from $2,189 - $8,236. You can have movers pack your boxes for an additional $283 - $1,888. Like most long-distance moves, your price is determined by the total weight of your belongings and the distance between Milwaukee and Chesapeake. Local movers in Milwaukee typically start around $349 as a base rate plus $105/hour per mover.

Here's a breakdown of full-service moving costs by home size from Milwaukee to Chesapeake:

  • Studio apartment / 1 bedroom: $2,189 - $5,028
  • 2 - 3 bedrooms: $2,466 - $6,407
  • 4+ bedrooms: $4,332 - $8,236

Packing, storage, shuttle fees, and added coverage can stack on top of the base price. See the full add-ons and specialty services table below for what each runs from Milwaukee to Chesapeake.

Pro tip: Avoiding peak moving season dates (May - September) is one of the easiest ways to reduce costs. Off-season moves typically come with lower pricing and more room to negotiate since movers have fewer bookings.

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Specialty moving services from Milwaukee, WI to Chesapeake, VA

Specialty needs vary by market: 62% of Milwaukee movers offer storage-in-transit, compared to 60% nationally. In Chesapeake, 63% of movers offer the same service.

Service When you need it Typical cost
Full packingFull crew packing84% of local movers$472 - $4,720
Storage in transitNew place not ready62% of local movers60% nationallyTop pick: College Hunks Hauling Junk & Moving$189 - $1,133/mo
Shuttle feeTruck can't reach door$283 - $2,266
Full-value protectionMore than $0.60/lb coverage9% of local movers$300 - $600 (1% - 2% of value)
Small movesUnder ~2,000 lbs59% of local movers$944 - $2,832
Office / commercialWorkplace relocation$2,360 - $9,440
Car shippingSecond vehicle$707 - $1,343
Antiques & fine artFragile, high-value items23% of local movers26% nationallyTop pick: Top Notch Moving and Storage$944 - $2,360
PianoAny piano type31% of local movers41% nationallyTop pick: College Hunks Hauling Junk & Moving$755 - $3,304
Pool tableDisassembly & re-leveling7% of local movers$283 - $1,416
Hot tubHeavy, needs disconnect14% of local movers9% nationallyTop pick: College Hunks Hauling Junk & Moving$614 - $1,888
Wine collectionClimate-controlled transport$283 - $14,160+
Pet relocationGround, air, or concierge$283 - $3,304+

What are the best full-service movers from Milwaukee to Chesapeake?

Look for Virginia Movers & Warehousemen’s Association membership as a baseline when comparing movers in Virginia beyond this list.

  1. Safeway Moving (4.9/5 stars): Safeway Moving is our pick for best overall value. Flat-rate pricing, 24/7 support, and 30 days of free storage make Safeway the clearest value on this list.
  2. American Van Lines (4.9/5 stars): American Van Lines is the most experienced mover on this list. AVL has been moving customers since 1995 and uses full-time in-house crews trained on high-value items like art and antiques.
  3. Allied Van Lines (4.2/5 stars): Allied Van Lines is best for contents coverage. One of the largest van line networks in North America, Allied offers fragile-only packing, 24/7 monitoring, and an optional full-value protection plan against damage, loss, and breakage.

Good to know: For moves over 500 miles, national movers are consistently lower-priced than local companies in Milwaukee, WI. Van lines spread long-haul costs across multiple shipments, while local movers tend to charge 30% - 40% more for the same distance. A direct route with a local mover averages 2-day delivery, but that added speed typically carries a higher price tag.

Moving container costs from Milwaukee, WI to Chesapeake, VA

Moving containers from Milwaukee, Wisconsin, to Chesapeake, Virginia, cost between $1,104 and $3,797. A container is delivered to your home and you load it on your own time. Loading windows vary by company: U-Haul gives you 3 days and PODS gives you 30. From there, the company takes over and transports it to Chesapeake. If you go over that window, storage in Milwaukee adds around $90/month.

Take a look at moving container pricing by home size from Milwaukee to Chesapeake:

  • Studio apartment / 1 bedroom: $1,104 - $2,118
  • 2 - 3 bedrooms: $1,509 - $2,798
  • 4+ bedrooms: $1,936 - $3,797

What other costs come with moving containers?

  • Storage: Small containers (7 - 8 feet) run about $71 per month after the initial period, while larger units (12 - 16 feet) cost around $142 per month.
  • Access: Make sure your container company has a storage facility reasonably close to your new home in Chesapeake, VA, if you need to retrieve anything while items are still in storage.
  • Moving labor: Since you're responsible for loading the container yourself, many customers bring in hourly help. Based on moveBuddha data, hiring 2 movers for approximately 5 hours costs about $661 in Milwaukee, WI. Compare the best labor-only movers nationwide
  • Added contents protection: Full-value protection goes beyond the standard minimum and covers repair, replacement, or reimbursement at declared value. Pricing is typically 1% - 2% of your total shipment value, about $500 - $1,000 on a $50,000 move.

Every price below reflects an actual quote from a moveBuddha reader planning a Wisconsin to Virginia move in the past 90 days. Our pricing data is drawn from 1,500+ monthly data points across our vetted mover network and refreshed every month.

Pro tip: Before ordering moving containers, take a careful inventory of everything you're moving. A typical 1-bedroom home weighs around 3,000 pounds and fits in a single container starting at $1,104. Underestimating how much you have and needing an extra container means paying for another one, so getting your count right upfront saves you from a costly surprise. For reference, a 2 - 3 bedroom home typically runs $1,509 - $2,798.

What are the best moving containers Milwaukee to Chesapeake?

  1. Units Moving and Portable Storage (4.3/5 stars)
  2. U-Pack (5.0/5 stars)
  3. MovingYourself (5.0/5 stars)

Want a hand without paying for full service? A container or truck move does not mean doing all the heavy lifting yourself. You can hire a labor-only crew in Milwaukee to load and unload while you handle the drive, then book full help later if you change your mind. Three top-rated local crews for labor-only help in Milwaukee:

  • College Hunks Hauling Junk & Moving (4.8/5), 10 years in business
  • TWO MEN AND A TRUCK (4.4/5), 33 years in business
  • Brothers Moving & Storage (4.7/5), 13 years in business

Moving truck rental costs from Milwaukee, WI to Chesapeake, VA

Truck rentals from Milwaukee, Wisconsin, to Chesapeake, Virginia, range from $661 - $1,813 for the 1,006-mile drive. You handle the loading, driving, and unloading yourself, plus these extra costs:

  • Fuel for the drive: $302 - $345
  • Daily insurance: $28/day
  • Equipment rentals: $7 - $19
  • Milwaukee daily rental rate: $19 - $39
  • Per-mile fee beyond your free allowance: $0.59 - $0.69
Home sizeTypical truck size
Studio / 1 bedroom10 - 12 ft
2 - 3 bedrooms15 - 17 ft
4+ bedrooms20 - 26 ft (typically requires diesel)

These are typical moving truck rental costs from Milwaukee to Chesapeake based on home size:

  • Studio apartment / 1 bedroom: $661 - $1,204
  • 2 - 3 bedrooms: $706 - $1,504
  • 4+ bedrooms: $843 - $1,813

Pro tip: The base rate of $661 - $1,813 is just the starting point for a rental truck move from Milwaukee to Chesapeake. Fuel ($302 - $345), lodging at around $142/night, meals, and equipment rentals are all on top of that. Factor in roughly $600 - $1,200 more for meals, equipment, and other extras beyond fuel and lodging to get a realistic picture of what the move will actually cost.

What other costs come with rental trucks?

  • Equipment: Tow dollies, appliance dollies, and moving pads are not included in the base rate. These extras often total between $71 and $330.
  • Lodging: An overnight stop typically averages around $142.
  • Gas: Expect fuel to run between $302 and $345 for the 1,006-mile drive, depending on whether your truck runs on gas or diesel.
  • Moving labor: If you'd rather not do all the heavy lifting, budget around $661 for 2 movers in Milwaukee, Wisconsin, for about 5 hours.
  • Additional insurance: Damage protection plans generally add about $30 per day.

What are the best moving truck rentals from Milwaukee to Chesapeake?

  1. Budget Truck Rental (4.3/5 stars)
  2. Penske Truck Rental (4.0/5 stars)
  3. U-Haul Truck Rental (4.2/5 stars)

The best truck rental companies for this route, based on moveBuddha's ratings.

Freight trailer costs from Milwaukee, WI to Chesapeake, VA

Freight trailers are a solid option for larger DIY moves from Milwaukee, Wisconsin, to Chesapeake, Virginia. Standard trailers run 28 feet long, and you're only charged for the portion you actually fill. The carrier drops the trailer off, you load it at your own pace, and they handle the drive to your new city.

Pricing is based entirely on the linear footage your shipment occupies, not the full trailer length. Most long-distance freight moves land somewhere between $850 and $2,261.

Take a look at freight trailer costs based on home size for moves from Milwaukee to Chesapeake:

  • Studio apartment / 1 bedroom: $1,087 - $1,925
  • 2 - 3 bedrooms: $1,136 - $2,261
  • 4+ bedrooms: $1,629 - $3,099

Pro tip: Freight trailers come with a 4-foot loading ramp, which can be a challenge with bulky furniture. With 8 feet of vertical space available, stacking efficiently often requires a ladder and a plan. Since you're billed per linear foot, packing tight can make a real difference in your final cost.

What other costs come with freight trailers?

  • Seasonal demand: Pricing tends to rise during peak moving season, particularly between mid-May and mid-September.
  • Moving labor: Most customers hire loading help since freight is self-loaded. Two movers in Milwaukee, Wisconsin, for roughly 5 hours typically costs $661.
  • More space: Freight companies bill by linear footage. If your belongings take up more room than anticipated, the extra space adds between $71 and $142 per foot.

What are the best freight companies from Milwaukee to Chesapeake?

  1. MovingYourself (5/5 stars): MovingYourself is the best for large moves pick. While it's a top moving container option for the DIY hybrid setup (you handle the loading, they handle the driving), the same approach makes it a strong freight choice for 3 to 5+ bedroom homes that need 53 feet of trailer capacity with pay-as-you-go pricing.
  2. U-Pack (5/5 stars): U-Pack is the best value freight trailer here. In addition to their popular container service, U-Pack delivers a top-tier freight trailer option that uses the same pay-by-the-foot pricing model and skips deposits and upfront fees entirely.

Pro tip: Freight trailers move fast, making them one of the quickest ways to get your belongings from Milwaukee to Chesapeake. If you have a hard move-in date and want your stuff there as soon as possible, freight is hard to beat. It's worth noting that freight works best when you're ready to receive your delivery, so if your move-in date is still up in the air or you'll need short-term storage, a moving container is likely the more practical choice.

Cost of living: Milwaukee, WI vs Chesapeake, VA

The price of the move is only part of the picture. Here is how everyday costs compare once you are settled in Chesapeake, side by side with Milwaukee on housing, income, and taxes.

Measure Milwaukee, WI Chesapeake, VA
Cost of living index88104
Average rent$1,250/mo$1,800/mo
Median home value$171,025$359,218
Average income$51,888/yr$94,189/yr
Unemployment rate7.4%5.0%
State income taxUp to 7.65%Up to 5.75%
Walkability score62/10021/100
Safety index33.24/10070.88/100
Air qualityGoodGood

Cost of living index is relative to the U.S. average of 100. Figures reflect the latest available city and state data.

Moving the reverse route? We've got you covered with our Chesapeake, VA to Milwaukee, WI guide.

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Our take

A move from Milwaukee, WI, to Chesapeake, VA, gives you several options depending on your budget and how much you want to do yourself. Full-service movers handle everything but cost the most, ranging from $2,189 - $8,236 on the 1,006-mile route. Moving containers from PODS or U-Pack bring that cost down to $1,104 - $3,797, and rental trucks from Budget or U-Haul are the most economical at $661 - $1,813. For full-service movers, Safeway Moving, starting around $2,466 for a 2-bedroom move with 30 days of free storage and round-the-clock live support.

Worth knowing beyond the move itself: Major employers in the area include Dollar Tree and Chesapeake City Schools.

FAQs: Moving from Milwaukee, WI, to Chesapeake, VA

What is the best time of year to move from Milwaukee, WI to Chesapeake, VA?

Aim for a move between October and March, when demand drops and rates tend to be lower across all service types. Peak season runs mid-May through mid-September, and weekends and month-end dates are pricier regardless of season. Virginia also has a hurricane season running June through November, worth factoring into your timing if you have flexibility. A midweek, mid-month date outside peak season is your best bet for saving money.

What size moving truck do I need for this route?

Rental trucks generally range from 10 to 26 feet. A 15- to 17-foot truck covers most 2-bedroom moves, while a smaller 10- to 12-foot truck works for a studio or 1-bedroom. Homes with 4 or more bedrooms usually need a 20- to 26-foot truck, and anything that size typically runs on diesel rather than gas.

Is Chesapeake a safe place to live?

Chesapeake has a safety index of 70.88 out of 100 and a crime index of 25.0, compared to 33.24 and 66.76 in Milwaukee. Neither figure tells the whole story on its own, so it's worth digging into specific neighborhoods before you commit to an address.

What is the cheapest way to move from Milwaukee, WI to Chesapeake, VA?

Renting a moving truck is almost always the most affordable option, since you handle the loading, driving, and unloading yourself. A 2-bedroom rental truck move on this route averages $706 - $1,504. See our cheapest truck rental recommendations for the lowest available rates on your DIY move.

What are the best neighborhoods in Chesapeake?

For families, Greenbrier, Great Bridge, and Hickory are worth a look in Chesapeake. If you're moving solo or without kids, Capital District, Central Office, and East Ghent tend to be popular picks instead.

What percentage of Milwaukee movers handle specialty items like pianos or antiques?

About 31% of movers in Milwaukee handle piano moves, and 23% handle antiques and fine art, compared to 41% and 26% nationally.