($293) Cost to ship a car from Milwaukee, WI to Chicago, IL

Quick answer: Shipping a car 91 miles from Milwaukee, Wisconsin, to Chicago, Illinois, typically costs between $293 and $442. Final pricing depends on details like your vehicle type, shipping method, and the time of year. For personalized pricing, try our car shipping cost calculator.

moveBuddha logo iconrating starstarstarstarstar 4.7 / 5
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  • Discounts available
moveBuddha logo iconrating starstarstarstarstar 4.5 / 5
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  • Price lock promise
  • Free car wash
moveBuddha logo iconrating starstarstarstarstar 4.4 / 5
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  • Price matching
  • One-day pickup

Shipping a car the reverse route? We've got you covered with our Chicago to Milwaukee car shipping guide.

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Recommended by Time Magazine
Recommended by The New York Times
Recommended by Forbes
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Recommended by Consumer Reports

Each year, 400,000+ people trust our car shipping recommendations. Here are a few reasons why:

  • Founded in 2015
  • 2,500+ car shipping companies analyzed
  • $50,000 in moving & auto transport grants delivered
  • Up-to-date pricing info & industry data
  • Fact-checked for accuracy

The best Milwaukee to Chicago car shipping companies

We’ve compared thousands of providers and identified the best car shipping companies to handle your move from Milwaukee to Chicago:

Best for Real-Time Tracking
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moveBuddha logo iconrating starstarstarstarstar 4.7 / 5
Get a quote (224) 310-1412
At A Glance
  • GPS tracking
  • Instant online quotes
  • Economy option
  • Ships nationwide
  • Easy online scheduling
read our full review
Get a quote (224) 310-1412
Best for accurate pricing
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Price dollar sign dollar sign dollar sign dollar sign
moveBuddha logo iconrating starstarstarstarstar 4.5 / 5
Get a quote (833) 775-1461
At A Glance
  • Price Lock Promise
  • Pay by credit card
  • Free car wash at delivery
  • No upfront deposit
  • Door-to-door service
read our full review
Get a quote (833) 775-1461
Best for Exact Pickup Dates
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moveBuddha logo iconrating starstarstarstarstar 4.9 / 5
Get a quote (864) 492-1221
At A Glance
  • No hidden fees
  • Free online quotes
  • Door-to-door service in 48 states
  • Exact pickup dates
  • Ships to & from HI
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Get a quote (864) 492-1221
Best Insurance Coverage
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moveBuddha logo iconrating starstarstarstarstar 4 / 5
Get a quote (866) 563-0804
At A Glance
  • Damage-free guarantee
  • $500 damage or loss coverage
  • No deposit
  • Rental car assistance
  • Inoperable car shipping
read our full review
Get a quote (866) 563-0804

Top local car shippers in Milwaukee

Prefer to keep it local? Here are the top car transport companies serving Milwaukee, WI:

  1. Karma Auto Transport: 3.78 out of 5 stars
  2. All Day Auto Transport: 3.76 out of 5 stars
  3. Auto Driveaway: 3.5 out of 5 stars
  4. Xpress Auto Transport: 3.5 out of 5 stars

Karma Auto Transport

901 Nicholas Blvd Unit D, Elk Grove Village, IL 60007 US

starstarstarstarstar3.78 / 5.0

Karma Auto Transport is known for its excellent service and reliability. Customers frequently commend their professionalism, quick communication, and affordable pricing. However, there are complaints regarding payment issues for transporters and some unexpected delivery hassles, which raised concerns about their overall accountability.

Get a Quote (312) 788-9315

Services Offered

  • Open transport
  • Enclosed transport
  • Interstate shipping
  • International shipping
  • Insured shipping
  • Shipment tracking
  • Expedited delivery
  • Multi-car transport
  • Detailed inspection reports
  • Storage solutions
  • Classic cars
  • Inoperable cars

Additional Information

All Day Auto Transport

2500 W Bradley Pl #103 295 Londonderry Drive 86HJX825+33 Sarasota 34240, Chicago, IL 60618 US

starstarstarstarstar3.76 / 5.0
Get a Quote (888) 567-7396

Services Offered

  • Door-to-door service
  • Open transport
  • Enclosed transport
  • Interstate shipping
  • International shipping
  • Insured shipping
  • Shipment tracking
  • Expedited delivery
  • Classic cars
  • RVs
  • ATVs
  • Trailers
  • Motorcycles
  • Heavy equipment
  • Boats
  • Electric vehicles
  • Inoperable cars

Discounts

  • Military

Additional Information

Alternative Business Names

  • Car Delivery USA, Inc

Auto Driveaway

N14w24200 Tower Pl # 210b, Waukesha, WI 53188 US

starstarstarstarstar3.5 / 5.0

Fail to get reviews.

Get a Quote (800) 346-2277

Services Offered

  • Open transport
  • Interstate shipping
  • International shipping
  • Insured shipping
  • Shipment tracking
  • Multi-car transport
  • Detailed inspection reports
  • Storage solutions
  • Electric vehicles

Additional Information

Xpress Auto Transport

250 E Wisconsin Ave #340, Milwaukee, WI 53202 US

starstarstarstarstar3.5 / 5.0
Get a Quote (866) 333-5509

Services Offered

  • Open transport
  • Enclosed transport
  • Interstate shipping
  • International shipping
  • Insured shipping
  • Shipment tracking
  • Expedited delivery
  • Multi-car transport
  • Classic cars
  • RVs
  • Trailers
  • Motorcycles
  • Heavy equipment
  • Boats
  • Electric vehicles
  • Inoperable cars

Additional Information

How we chose the best car shipping companies

We analyzed 2,400 car shipping companies nationally and evaluated and rated them based on key factors using our unique system of methodology.

Here’s what we considered:

  • Standard services: We looked at the types and variety of services each company provides. This includes whether they offer open transport, enclosed transport, or both. We also rated companies based on whether they have door-to-door shipping or just terminal pickup and delivery and the kinds of vehicles they ship. Companies that move RVs, motorcycles, and other specialty vehicles scored higher than those that just ship cars.
  • Add-on services: We gave additional points to companies that provide special optional services like expedited shipping, guaranteed pickup times, car washes, and rental car reimbursement.
  • Customer satisfaction: We analyzed consumer reviews on multiple major platforms, such as Yelp, Google, and Trustpilot to see whether a car shipping company delivers services promptly with good communication and within the estimated cost. We also evaluated each company’s standing within the car shipping industry as a whole by confirming U.S. Department of Transportation (USDOT) licensure and checked their membership in — and reputation with — trade associations.
  • Availability: We awarded points to each company based on their service areas. Companies that are available in Alaska and Hawaii, in addition to the continental U.S., scored higher than those that just service the Lower 48 or fewer states.
  • Scheduling and payment: We reviewed the ease with which customers can schedule services and estimate their costs through accurate quotes, price matching, flat-rate pricing, and other perks. Car shippers that give binding quotes or a price-lock promise got more positive rankings than those that are not as transparent with pricing.

Car shipping alternatives from WI to IL

Relocating from Milwaukee to Chicago means figuring out the best way to move your car, too. Here are the most popular car shipping options to consider, along with the pros and cons of each.

Coordinate with your movers

When relocating from Milwaukee to Chicago, most of the top-rated moving companies can bundle auto transport into your move by partnering with national car shippers. The trade-off is convenience versus flexibility, since you’ll be tied to their carrier of choice and rates.

Drive your car

There are several advantages and disadvantages to driving your car instead of shipping it. The 91-mile journey from Milwaukee to Chicago could double as a road trip adventure and help you cut costs. However, the added mileage increases wear on your vehicle and exposes you to possible weather and safety risks.

Use a driving service

If cost isn’t your biggest concern, you might consider hiring someone to drive your car from Wisconsin to Illinois. That said, you’ll want a driver you can rely on to handle the trip from Milwaukee to Chicago carefully. Just remember—this option still puts added miles on your car.

Ship your car via train

Rail shipping offers a cost-effective and secure way to move your car to Chicago, and it’s particularly practical if your household items are also traveling by train. In fact, it’s the cheapest shipping option for vehicles. Just be aware that this approach has limited service locations and takes more time than other transport methods.

Factors affecting Milwaukee to Chicago car shipping costs

The price to ship your car from Milwaukee to Chicago can vary. Here are the main factors that determine the cost:

Transport method

If you’re moving a car from Milwaukee to Chicago, your options include open, enclosed, and top-loaded shipping. Each service has pros and cons depending on your situation.

Open carriers from Milwaukee tend to be the most budget-friendly, while enclosed transport is better for protecting luxury or classic cars. To help you decide on the right choice for your move to Chicago, see our detailed guide on open vs. enclosed transport.

Vehicle size and type

Your shipping costs out of Milwaukee will be determined in large part by what kind of car you have. As you might guess, the bigger the vehicle, the more it will cost. This is simply because it takes up more space and adds more weight to the carrier. So, a full-size SUV will be more expensive to ship to Chicago than a compact car.

Distance and route

Simply put, the farther you ship your car, the more it will cost. Longer trips mean higher fuel and labor costs, plus added expenses like tolls and carrier maintenance. For example, transporting your vehicle 91 miles from Milwaukee to Chicago will cost more than a shorter move within Wisconsin.

Your destination plays a role as well. Routes that follow major highways are usually cheaper, while deliveries to remote areas tend to be more expensive.

The time of the year

The time of year and weather conditions in Milwaukee and Chicago play a major role in determining car shipping rates.

Milwaukee's location in the Great Lakes Region often has rapidly changing weather, producing a humid continental climate, with cold, snowy winters, and hot, humid summers. Thunderstorms in the region can be dangerous and damaging, bringing hail and high winds. In rare instances, they can bring a tornado. Be sure to check your weather app to avoid inclement weather during your move.

Although Chicago gets less snowfall than surrounding areas in the Midwest and the Great Lakes region, heavy snowfall could still affect your move in the wintertime.

For example, peak moving seasons like summer and the holidays increase demand, which pushes prices higher. Shipping your car from Milwaukee to Chicago in those months will likely cost more than during slower seasons.

Fuel prices

Changes in fuel prices have a major impact on shipping costs. With 91 miles between Milwaukee and Chicago, fluctuating fuel rates across regions can significantly affect your price. Higher fuel costs almost always mean higher transport charges.

Delivery expectations

By allowing more flexibility with your delivery window, you could secure discounted rates from your shipper. The process of moving a car from Milwaukee to Chicago usually takes one–four days. Flexible timing helps keep costs down, while expedited shipping shortens the wait for an extra fee.

Comparing Milwaukee and Chicago vehicle regulations

Parking permits

  • Milwaukee: For the convenience of the city’s night parking permit customers, there is no longer a requirement to display a physical permit. Now, when residents buy a night parking permit, they will complete the same application and receive a confirmation number to prove purchase of the permit, but will not receive a physical permit to place on the vehicle’s window. The license plate number will be used by parking enforcement to determine whether the owner has purchased a valid permit. All customer service problems arising from misplaced or stolen permits will be eliminated. A night parking permit currently costs $20 per 4-month trimester or $40 for the calendar year. Failure to purchase a permit will still be subject to a $20 citation. Permits may be purchased online. Visit www.milwaukee.gov/parking for more information and call 414-286-CITY (2489) with any questions.
  • Chicago: For a fee of $25, CDOT will provide ticket and tow enforceable signs to eligible moving companies for the day of the move. This requires 72 hours.

Car insurance requirements

  • Milwaukee: Wisconsin requires auto insurance policies to provide a minimum coverage of $10,000 for property damage, $25,000 for individual injury or death, and $50,000 for injury or death involving multiple individuals.
  • Chicago: The liability insurance minimums for Illinois are $25,000 bodily injury liability per person, $50,000 bodily injury liability per accident, and $20,000 property damage liability per accident.

Vehicle inspections

  • Milwaukee: Safety and emission inspections are not required in Wisconsin. However, you must take your vehicle for emissions inspection available at select privately owned businesses including vehicle repair facilities, service stations, and car dealerships.
  • Chicago: In Illinois, emissions inspections are mandatory on a yearly basis for eligible vehicles in the Chicago and East St. Louis metropolitan areas. The Illinois Environmental Protection Agency conducts tests on automobiles before residents can renew their vehicle registration with the Secretary of State's office.

Driver’s license

  • Milwaukee: After establishing residence, new residents must apply for a WI driver license at any Wisconsin DMV service center within 60 days for a regular license and within 30 days for a Commercial Driver License (CDL).
  • Chicago: Even if your out-of-state driver's license is valid, you must still pass a vision test and written exam if you are moving to Illinois. Within 90 days of becoming a resident in the state, you must convert your license to an Illinois non-commercial license.

FAQ

How much does it cost to ship a car from Milwaukee to Chicago?

The cost to ship a car from Milwaukee, WI to Chicago, IL varies based on several factors, including the type of transport (open vs. enclosed car shipping), vehicle size and weight, and the current fuel prices. On average, transporting your vehicle from Milwaukee to Chicago will range from $293 to $442.

How long will it take to ship my car from Milwaukee to Chicago?

It will take approximately one to four days to ship your car the 91 miles from Milwaukee to Chicago. If you need it quicker, ask your shipper about expedited delivery.

What’s the cheapest way to ship my car from Milwaukee to Chicago?

An open-transport car carrier is the cheapest way to ship your car from Milwaukee to Chicago. However, there are other methods. Read our post on the cheapest way to ship a car to learn more.

Is it cheaper to ship my car or drive it from Milwaukee to Chicago?

It is generally cheaper to drive your car from Milwaukee to Chicago than to ship it. However, when deciding whether to drive your car or ship it, you need to factor in related costs like maintenance fees that could result from the additional wear-and-tear on your vehicle during the 91-mile trip. Long-distance trips also involve food and possibly lodging, which can add up quickly.

We recommend that you reach out to at least a few of the top car shippers to ask about seasonal rates and auto transport discounts. You can also use our car shipping calculator to quickly generate and compare quotes from multiple companies.

Helpful Milwaukee resources