10 Best Trucking Companies To Work for in Milwaukee, WI

• Salary range: $60,000-$80,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 55
• Drivers: 55
• Revenue: $2,803
• Miles driven: 4,398,999 (2024)

Star Line Trucking Or Star Line (DOT: 46587) is a bustling transport company based in New Berlin, Wisconsin. They were officially registered with the DOT on January 16, 2024, marking their active presence in the interstate commerce scene. Star Line specializes in transporting a diverse array of cargo including dry bulk commodities, construction materials, fresh produce, general freight, metal sheets, coils, rolls, paper products, refrigerated foods, and garbage/refuse. The company prides itself on its team of capable drivers, offering work opportunities to regional, specialized, and intermodal drivers, as well as owner-operators and those interested in truck lease purchase programs.

Star Line is committed to offering robust driver benefits, which include a sign-on bonus, safety bonuses, and deadhead detention/layover compensation, alongside comprehensive insurance packages covering health, dental, vision, life, and disability. Drivers also enjoy retirement plans with a 401k, guaranteed home time, per diem payments, and flexible scheduling options. For those seeking further perks, the company provides gym memberships, fuel cards, and ongoing training and development programs. An appealing environment for drivers who value flexibility and financial incentives, Star Line stands out with its focus on creating a supportive and rewarding work culture.

While employee ratings on Glassdoor and Indeed are not specified, the company emphasizes support and development for its staff, which hints at a likely positive workplace environment. Common positive feedback from employees highlights the impressive benefits, supportive culture, and existence of strong team driving opportunities. However, potential areas for improvement could revolve around streamlining work-life balance and addressing any inconsistencies in route planning. As Star Line continues to grow, they seem poised to address these challenges and maintain a commendable reputation in the industry.

• Salary range: LOCAL - UP TO $25 PER HOUR REGIONAL & OTR - up to $.58 / MILE
• Routes: interstate
• Paid CDL training: true
• Tuition reimbursement: true
• Power units: 268
• Drivers: 251
• Revenue: $701,000
• Miles driven: 13,000,000 (2023)

• Glassdoor: 2.5 / 5
• Indeed: 3.2 / 5

Kreilkamp Trucking, Inc. (DOT: 100139) is strategically located in Allenton, Wisconsin. Although its exact founding date is not specified, the company has established a significant presence in the trucking industry. Kreilkamp Trucking specializes in a wide range of cargo, including beverages, building materials, dry bulk commodities, fresh produce, general freight, intermodal containers, meat, metal sheets, coils, rolls, paper products, and refrigerated food. The company boasts a diverse team of drivers, including regional, local, OTR, reefer, flatbed, dedicated, and owner-operators.

An attractive sign-on bonus, a comprehensive health insurance package, direct deposit, pay advances, paid CDL training, tuition reimbursement, and a 401(k) retirement savings plan are some of Kreilkamp's noted benefits for drivers. The company also offers safety bonuses, driver referral bonuses, guaranteed home time, and the opportunity to lease specialized equipment like box trucks, tankers, and sprinter vans. Though the company allows for rider or pet accompaniment, it does not provide life insurance, disability insurance, or company uniforms, which are some areas of improvement.

Kreilkamp Trucking holds mixed ratings on employment review platforms. On Indeed, the company has a rating of 3.2, while on Glassdoor, it has a slightly lower rating of 2.5. Employees often praise Kreilkamp for its comprehensive health benefits and effective compensation structure. However, some feedback indicates that there could be improvements in management practices and work-life balance, as home time and route organization are occasionally noted as areas needing attention.

• Salary range: $60,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 17
• Drivers: 20
• Revenue: $3,809,000
• Miles driven: 695,000 (2023)

• Glassdoor: 5.0 / 5
• Indeed: 2.5 / 5

Custom Express, Inc. (DOT: 495138) was founded in 1984 and is based in Milwaukee, Wisconsin. They operate within the trucking industry as an interstate carrier and are notably involved in transporting general freight. Their transportation services include full truckload, partial truckload, less than truckload, and dedicated routes, relying primarily on dry van trailers. The company offers opportunities for solo over-the-road (OTR) drivers and hires local, dedicated drivers, accommodating a variety of cargo types.

Custom Express, Inc. provides a competitive benefits package for their drivers, including health, dental, and vision insurance, life and disability insurance, and a retirement plan with a 401(k) option. Additional perks such as paid time off and flexible scheduling are available, along with safety bonuses and deadhead detention layover compensation to reward driver performance. The company also emphasizes ongoing training and development programs, ensuring drivers maintain a high standard of service and safety on the road.

With a Glassdoor rating of 5.0 and an Indeed rating of 2.5, employee feedback for Custom Express, Inc. is mixed. Positive comments highlight the comprehensive benefits, supportive work culture, and emphasis on safety and training. However, some negative feedback points to areas for improvement, such as inconsistencies in route assignments and work-life balance issues, suggesting room for growth in fulfilling home-time commitments. Despite these challenges, Custom Express strives to maintain a satisfactory safety record and foster an environment conducive to driver satisfaction and productivity.

• Salary range: $70,000-$80,000
• Routes: interstate
• Paid CDL training: true
• Power units: 138
• Drivers: 143
• Revenue: $22,213,000
• Miles driven: 5,736,113 (2024)

• Glassdoor: 2.5 / 5
• Indeed: 2.7 / 5

TAX Airfreight, Inc. (DOT: 153935) was established in 1977 and is located in Milwaukee, Wisconsin. They operate as both a carrier and broker in the transportation and logistics industry. The company manages a fleet of 138 trucks and 276 trailers, capable of transporting a wide range of cargo, including beverages, building materials, chemicals, dry bulk commodities, general freight, grain, hay, liquids, gases, logs, poles, beams, lumber, large machinery, metal, and paper products. TAX Airfreight, Inc. hires various types of drivers such as flatbed, hazmat, tanker, LTL, and OTR drivers, supporting both solo and team operations.

TAX Airfreight offers its drivers competitive elements like guaranteed home time, direct deposit, per diem payments, safety bonuses, and flexible scheduling options. They provide health benefits including health, dental, and vision insurance, along with a retirement plan (401k) and disability insurance. Although they don't provide a truck lease purchase program, they do offer paid CDL training, rider or pet allowances, and deadhead detention and layover compensation. These perks contribute to a robust benefits package aimed at enhancing the drivers' satisfaction and financial stability.

The company's employee feedback presents a mixed picture. Tax Airfreight, Inc. holds a Glassdoor rating of 2.5 and an Indeed rating of 2.7. Positive reviews highlight the company's financial benefits and safety-oriented culture, while negative remarks often focus on issues with management organization and work-life balance. Employees have pointed out that although the company promises home time, delivering on that promise is sometimes inconsistent, and route assignments may be problematic. Despite these criticisms, the focus on safety and financial benefits remains a strong point of the overall employee experience.

• Salary range: $70,000-$80,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 41
• Drivers: 41
• Revenue: $9,592
• Miles driven: 2,523,561 (2024)

JET Intermodal, Inc. (DOT: 264743) was established in 1990 and operates out of Milwaukee, Wisconsin. This well-regarded company specializes in transporting a wide range of cargo, including building materials, chemicals, construction goods, general freight, intermodal containers, and machinery. They recruit drivers with diverse skills, focusing on hazmat, regional, local, OTR, and reefer drivers, while also hiring intermodal and dedicated drivers from their 82-strong fleet.

JET Intermodal supports its drivers with competitive benefits like direct deposit, paid time off, and a 401(k) retirement plan. Safety bonuses, health insurance inclusive of dental and vision coverage, life insurance, per diem payments, and roadside assistance programs add further support. They incentivize referrals with driver referral bonuses and provide ongoing training and development programs, yet fall short on options like gym memberships or truck lease purchase programs.

JET Intermodal employees do not currently have Glassdoor or Indeed ratings available. However, they offer generous driver compensation, with salaries ranging from $70,000 to $80,000. While the absence of passenger or pet policies might limit flexibility, drivers appreciate the robust insurance options and fair pay. Yet, employees do express the desire for more flexible scheduling and guaranteed home time, highlighting areas for improvement in work-life balance strategies.

• Salary range: $50,000-$60,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 72
• Drivers: 72
• Revenue: $545,000
• Miles driven: 4,802,959 (2024)

• Glassdoor: 4.0 / 5
• Indeed: 4.2 / 5

Real Transport, Inc. (DOT: 589541) operates out of Milwaukee, Wisconsin, with its main office located at 1020 West Armour Avenue. The company has been active since its registration in the transportation sector and specializes in general freight and intermodal containers transportation. Real Transport, Inc. primarily hires local and OTR (over-the-road) drivers, focusing on flatbed and dry van operations to ensure a broad range of transportation solutions.

The company is committed to providing competitive benefits to its drivers, which include health, dental, and vision insurance, alongside life and disability coverage. Real Transport, Inc. also offers paid time off, guaranteed home time, and a retirement plan (401k). Drivers appreciate the sign-on bonuses, safety bonuses, and ongoing training and development programs that promote professional growth.

With an Indeed rating of 4.2 and a Glassdoor rating of 4.0, Real Transport, Inc. is well-regarded among employees for its compensation and benefits package. However, some feedback highlights areas for improvement in work-life balance and organizational aspects related to route assignments. Overall, the company maintains a positive reputation, consistently praised for fostering a supportive work environment.

• Salary range: $60,000-$70,000
• Routes: interstate
• Power units: 10
• Drivers: 10
• Revenue: $1,225,000
• Miles driven: 72,042 (2024)

• Glassdoor: 3.8 / 5
• Indeed: 4.0 / 5

BIG Red Machinery Movers, Inc. (DOT: 275185) is a well-known carrier company with a primary focus on machinery moving, construction, and oversized loads. The company is headquartered in Milwaukee, Wisconsin. Despite the available data not indicating the exact year of establishment, BIG Red Machinery Movers has clearly demonstrated expertise and a reliable presence in the market with its active USDOT status. Operating primarily in the interstate commerce sector, the company proficiently utilizes flatbed and lowboy trailers to transport general freight, machinery, and construction materials. Their recruitment strategy includes hiring a variety of drivers, particularly those comfortable with flatbed and dry van operations in both local and OTR (Over The Road) contexts.

BIG Red Machinery Movers offers their drivers a plethora of benefits, which include health, dental, and vision insurance, as well as life and disability insurance. Employees also enjoy a safety bonus, paid time off, and a 401(k) retirement plan, ensuring financial stability and professional support. While there are no sign-on bonuses or paid CDL training offered, the company's commitment to providing guaranteed home time heightens its appeal to potential employees. These benefits reflect the company's effort to prioritize driver satisfaction and retention.

The company maintains an Indeed rating of 4.0 and a Glassdoor rating of 3.8, with employees expressing contentment with compensation and benefits. Positive feedback frequently mentions the supportive work culture and the company's commitment to delivering on its promise of home time. However, some negative remarks cite areas for improvement in flexible scheduling and route organization. Overall, BIG Red Machinery Movers, Inc. holds a respectable reputation within the industry, as evidenced by its customer ratings and feedback.

• Salary range: $55,000-$65,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 14
• Drivers: 14
• Revenue: $2,152,000
• Miles driven: 250,000 (2024)

• Glassdoor: 4.0 / 5
• Indeed: 4.2 / 5

Elders Service, Inc. (USDOT: 819943) was established in 1962 and is located in Waukesha, Wisconsin. This long-standing trucking company operates a fleet of dry van trucks, flatbeds, and box trucks, focusing on carrying construction materials, machinery, motor vehicles, and general freight. With a fleet size of 28 and 14 total trucks, they mainly hire over-the-road (OTR) drivers.

Elders Service, Inc. offers a solid benefits package that includes health, dental, and vision insurance, paid time off, disability and life insurance, and a retirement plan (401k). Continuous development is part of their workplace culture, with ongoing training programs available to drivers. However, benefits like safety bonuses, rider or pet policies, and paid CDL training are not offered by the company.

The company has positive feedback from employees, with an Indeed rating of 4.2 and a Glassdoor rating of 4.0. Employees praise the compensation, a supportive work culture, and the opportunity for growth. However, some feedback indicates room for improvement in providing guaranteed home time and flexible scheduling. Despite these areas for growth, the overall sentiment among current and past employees reflects a favorable environment that prioritizes employee welfare.

• Salary range: $50,000-$60,000
• Routes: interstate
• Power units: 27
• Drivers: 25
• Revenue: $5,102,000
• Miles driven: 1,400,000 (2024)

• Glassdoor: 4.1 / 5
• Indeed: 4.2 / 5

Standard Express, Inc. (DOT: 1186208) was established in 1994 and is located in Milwaukee, Wisconsin. Operating as an active carrier, the company offers interstate transportation services. They specialize in transporting general freight, machinery, metal sheets, coils, and rolls, as well as beverages and paper products. The fleet comprises 54 vehicles, including dry vans, to accommodate a variety of freight types. Standard Express primarily hires solo and over-the-road (OTR) drivers.

Standard Express, Inc. provides several attractive benefits to its drivers. These include comprehensive health insurance with vision and dental coverage, paid time off, and disability insurance. Additionally, they offer a 401(k) retirement plan, which is a solid foundation for drivers looking to secure their future. The company also ensures health screenings are available to promote driver wellness.

On employment review platforms like Indeed, Standard Express, Inc. has received positive ratings, boasting a 4.2 score. Employee reviews highlight the competitive benefits and supportive work environment as notable strengths. However, feedback suggests room for improvement in areas such as guaranteed home time and consistent scheduling. Despite these concerns, the company maintains a satisfactory safety rating, reinforcing their commitment to safe operations on the road.

• Salary range: $50,000-$70,000
• Routes: interstate
• Power units: 12
• Drivers: 15
• Revenue: $2,721,000
• Miles driven: 899,000 (2024)

• Glassdoor: 4.2 / 5
• Indeed: 4.0 / 5

Portland Trucking, Inc. (DOT: 760753) is located in Milwaukee, Wisconsin. The company carries a range of cargo, including coal, dry bulk commodities, general freight, and grain feed hay, using dry van and flatbed trucks. Portland Trucking primarily seeks regional and over-the-road (OTR) drivers, offering positions for flatbed drivers.

Portland Trucking, Inc. extends a variety of benefits to its drivers, which include health, dental, and vision insurance, life and disability insurance, and a solid retirement plan with a 401(k). Drivers are also entitled to paid time off. The company places emphasis on safety by offering safety bonuses to its employees.

Portland Trucking has commendable employee ratings, scoring 4.2 on Glassdoor and 4.0 on Indeed. Employees frequently praise the company for its compensation and benefits, as well as job security. However, some feedback suggests room for improvement in ensuring guaranteed home time and enhancing the organization of route assignments.