10 Best Trucking Companies To Work for in Chicago, IL

• Salary range: $50,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 65
• Drivers: 65
• Miles driven: 4,730,000 (2024)

• Glassdoor: 4.3 / 5
• Indeed: 4.2 / 5

KEY Carrier (USDOT: 2941667) is a transportation company that carries a variety of cargo including beverages, fresh produce, general freight, meat, metal sheets, coils, rolls, paper products, refrigerated food, and US mail. The company operates an interstate carrier business primarily using dry van and flatbed trucks. Not much is known about their exact founding date.

KEY Carrier offers several benefits to their drivers including sign-on bonuses, health insurance, dental and vision coverage, paid time off, ongoing training and development programs, pay advances, and per diem payments. They also ensure their drivers receive guaranteed home time, which is a significant advantage in maintaining a good work-life balance. While the company does provide flexible scheduling, they do not allow for passengers or pets in their vehicles.

Employee reviews on Glassdoor and Indeed are generally positive, with KEY Carrier earning a Glassdoor rating of 4.3 and an Indeed rating of 4.2. Employees appreciate the competitive compensation, robust benefits packages, and the focus on driver safety. Common positives noted by employees include good home time reliability and a supportive work culture. However, some employees have noted that route assignments can sometimes be disorganized. Additionally, there have been isolated complaints regarding the consistency of management practices.

• Salary range: $55,000-$75,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 1600
• Drivers: 1806
• Revenue: $9,206
• Miles driven: 59,500,000 (2023)

U.S. Foods (DOT: 745614) is a well-established company in the trucking industry, known for its extensive service offerings and dedication to delivering a variety of cargos. The company, which operates on an interstate level, specializes in transporting beverages, chemicals, fresh produce, general freight, meat, paper products, and refrigerated foods. Based on their service roster, they highlight operations that include dry van and reefer trucks, ensuring a broad capability to meet diverse logistics needs. They primarily hire regional, local, OTR, and LTL drivers, offering opportunities across numerous specializations within the trucking sector.

U.S. Foods underscores its commitment to its drivers by providing a suite of beneficial offerings that enhance their overall employment experience. These benefits include comprehensive health coverage with dental and vision insurance, life insurance, gym memberships, flexible scheduling, guaranteed home time, pay advances, per diem payments, deadhead detention layover compensation, and ongoing training development programs. Additionally, investments in truck maintenance, roadside assistance, fuel cards, and company uniforms show their holistic approach to driver support and operational efficiency. Impressively, they also offer a sign-on bonus and tuition reimbursement for paid CDL training, which are significant incentives for new and aspiring drivers.

Despite the advantageous employment perks, feedback collected from platforms such as Glassdoor and Indeed highlights both positive and negative experiences from employees. Among the commendable reviews, employees frequently praise the competitive compensation, robust benefits, and the overall supportive work culture. However, some negative feedback points to issues with work-life balance, occasional disorganization in route assignments, and instances of unmet home time promises, despite the company’s guarantee in this area. Improving these aspects could further bolster employee satisfaction and retention, enhancing U.S. Foods’ reputation within the industry.

• Salary range: $50,000-$60,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 7
• Drivers: 6
• Revenue: $1,023,000
• Miles driven: 221,000 (2023)

• Glassdoor: 4.3 / 5
• Indeed: 4.2 / 5

Prosperity Trucking Company (DOT: 131895) operates out of [Location Not Available] and dates back as part of the industry for over five decades. They offer a variety of cargo services, focusing on general freight, household goods, metal sheets and coils, and paper products. They predominantly hire drivers for team driving opportunities, including regional and OTR drivers.

The company stands out for its competitive driver benefits, featuring a sign-on bonus, safety bonuses, and guaranteed home time. Additionally, employees receive health insurance, including dental and vision coverage, paid time off, and a retirement plan. Prospective drivers can also benefit from their direct deposit pay advances, deadhead detention/labor compensation, and the allowance for passengers and pets.

With an Indeed rating of 4.2 and a Glassdoor rating of 4.3, Prosperity Trucking Company garners high praise for its compensation, benefits, and positive work culture. However, the most common negative feedback revolves around work-life balance, as some drivers feel home time is occasionally inconsistent. Nevertheless, the company continues to excel in fostering a supportive and rewarding environment for its drivers.

• Salary range: $50,000-$75,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 2645
• Drivers: 3381
• Revenue: $4,112
• Miles driven: 203,000,000 (2024)

HUB Group (DOT: 801828) is a well-established trucking company known for its comprehensive service offerings. Although the exact founding date isn’t provided, HUB Group operates out of various locations and boasts a substantial fleet size of 5,290 vehicles. The company specializes in carrying a wide range of cargo, such as beverages, building materials, general freight, intermodal containers, logs, poles, beams, lumber, metal sheets, coils, rolls, and refrigerated food. HUB Group hires a diverse set of drivers, including regional, local, OTR, hazmat, reefer, intermodal, specialized, partial, LTL, and team drivers, which underscores its versatility and extensive reach within the industry.

HUB Group is noted for offering competitive driver benefits designed to foster job satisfaction. These benefits include health, dental, vision, life, and disability insurance, a retirement plan with 401(k) matching, paid time off, tuition reimbursement, sign-on bonuses, safety bonuses, deadhead/detention/layover compensation, and guaranteed home time. Additionally, drivers benefit from direct deposit, per diem payments, truck lease purchase programs, driver referral bonuses, and ongoing training and development programs. The company also provides flexible scheduling options which contribute to a positive work environment for its drivers.

Although specific employee ratings on Glassdoor and Indeed are not provided, HUB Group has earned a reputation for offering solid compensation, benefits, job security, advancement opportunities, and a supportive work culture. Common positive feedback from employees highlights the comprehensive benefits package, opportunities for advancement, and a focus on safety. On the flip side, some negative feedback includes occasional disorganization in route assignments and unmet expectations around home time. Overall, HUB Group appears to be a reputable employer focused on its drivers’ well-being and professional growth.

• Salary range: $50,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 15
• Drivers: 12
• Revenue: $4,695,000
• Miles driven: 627,531 (2023)

• Glassdoor: 3.8 / 5
• Indeed: 4.1 / 5

Keller Trucking Co, Inc. (USDOT: 143868) has been actively serving the transportation industry since its inception. Operating out of its primary hub, Keller offers a variety of freight services, including the transportation of chemicals, general freight, intermodal containers, metal sheets and rolls, and paper products, among others. Their operations encompass dry van, flatbed, and reefer trucks, providing substantial flexibility to their clientele. Keller Trucking Company is notable for hiring a diverse pool of drivers, including local, regional, and over-the-road (OTR) drivers, as well as team drivers.

With competitive recruitment strategies, Keller Trucking Co, Inc. offers an array of attractive benefits that include a sign-on bonus, direct deposit, safety bonuses, paid CDL training, and comprehensive health coverage, inclusive of dental, vision, and life insurance. Additionally, drivers can benefit from paid time off, guaranteed home time, 401k retirement plans, disability insurance, and deadhead detention and layover compensation. The company’s commitment to the well-being of their employees is further demonstrated through their new driver programs and ongoing training and development programs, ensuring drivers are well-prepared and supported throughout their tenure.

Keller Trucking Co, Inc. maintains positive reviews on Indeed, where it has a rating of 4.1, and on Glassdoor, with a 3.8 rating. Employees consistently commend the company for its competitive compensation packages, robust benefits, and job security. However, feedback occasionally highlights areas for improvement, such as more organized route assignments and enhanced work-life balance. Despite these minor drawbacks, Keller Trucking Co, Inc. is generally well-regarded for its supportive work environment and commitment to employee satisfaction.

• Salary range: $55,000-$65,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 269
• Drivers: 220
• Miles driven: 9,189,341 (2024)

• Glassdoor: 2.8 / 5
• Indeed: 4.5 / 5

Area Transportation (DOT: 213341) is a well-established logistics and transportation company based in the United States. The company carries a diverse range of cargo, including beverages, building materials, construction supplies, general freight, grain, feed, hay, intermodal containers, logs, poles, beams, lumber, machinery, metal sheets, coils, rolls, paper products, and utilities. Area Transportation hires various types of drivers, including regional, local, dedicated, OTR, specialized, and hazmat drivers.

Area Transportation offers several attractive benefits for their drivers, such as health, dental, and vision insurance, paid time off, a safety bonus, per diem payments, and a retirement plan (401k). Additionally, drivers can enjoy guaranteed home time, direct deposit, and roadside assistance programs. The company also provides a sign-on bonus and ongoing training and development programs, underscoring their commitment to driver satisfaction and continuous improvement.

On employee review platforms, Area Transportation has an Indeed rating of 4.5 and a Glassdoor rating of 2.8. Employees praise the company for its competitive compensation, robust benefits, and supportive work culture. However, some negative feedback includes concerns about work-life balance and route planning. Overall, Area Transportation remains a reputable employer with strong emphasis on driver welfare and professional growth.

• Salary range: $50,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 61
• Drivers: 62
• Revenue: $529,000
• Miles driven: 5,350,000 (2023)

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

Transport One (DOT: 1389156) is a noteworthy trucking company carrying out its operations since its foundation. They are domiciled in Chicago, Illinois. While relatively small with a fleet of 61 trucks and 62 drivers, they service a variety of transportation needs, specializing in reefers and intermodal containers. Their primary cargo includes general freight, metal sheets, coils, rolls, and refrigerated foods. Transport One hires a range of drivers, including flatbed, reefer, dedicated route, and over-the-road drivers.

The company extends competitive recruitment benefits such as a sign-on bonus and a structured compensation package with salaries ranging from $50,000 to $70,000. Transport One ensures its drivers are well taken care of through health insurance plans, which include dental, vision, disability, and life insurance. Their commitment to driver wellbeing is evident through additional perks such as safety bonuses, deadhead detention layover compensation, direct deposit, and guaranteed home time. The company also allows for flexible scheduling and facilitates ongoing training and driver development programs.

Transport One enjoys solid employee satisfaction ratings with a 4.2 score on Glassdoor and a 4.0 on Indeed. Employees often praise the company’s competitive compensation, robust benefits, and positive work culture. However, some feedback indicates areas for improvement, particularly in work-life balance and room for advancement within the company. Former employees have occasionally highlighted issues with route assignments and scheduling inconsistencies. Overall, Transport One maintains a favorable reputation as a reliable and employee-centric trucking company.

• Salary range: $60,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 34
• Drivers: 34
• Revenue: $512,000
• Miles driven: 3,189,668 (2024)

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

M.S. Us, Inc. (DOT: 2335821) operates out of the Midwest United States and has been an active carrier for over a decade since its establishment. The company focuses on transporting a variety of cargo including chemicals, fresh produce, general freight, meat, paper products, refrigerated food, and US mail. They have a fleet size of 34 trucks and 34 drivers, specifically hiring OTR, regional, flatbed, dedicated, and reefer drivers.

M.S. Us, Inc. provides enticing benefits for their drivers such as sign-on bonuses, guaranteed home time, paid time off, safety bonuses, as well as medical, dental, vision, life, and disability insurance. The company also offers a 401k retirement plan, ongoing training development programs, and a robust direct deposit system for payment. Although they do not currently offer a truck lease purchase program, they prioritize drivers’ satisfaction with comprehensive support and competitive compensation.

Employee ratings reflect a generally positive work environment at M.S. Us, Inc., with a 4.2 rating on Indeed and a 4.0 rating on Yelp. Employees commend the company for its supportive management, fair compensation, and ample benefits. However, some have noted areas for improvement, such as ensuring consistent home time and better organizational structure for route assignments. Despite these concerns, the company’s dedication to fostering a positive work culture and employee satisfaction is evident in its strong ratings and feedback.

• Salary range: $55,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 1
• Drivers: 1
• Miles driven: 4,250 (2023)

• Glassdoor: 4.3 / 5
• Indeed: 4.2 / 5

U.S. Ground Transportation (DOT: 2951899) operates out of [City, State], and while the exact founding date isn’t provided, their DOT registration is active as of 2023. They specialize in carrying cargo such as passengers, refrigerated freight, parcels, and general freight using flatbed and box trucks. They primarily hire regional and local solo drivers, as well as OTR drivers, and emphasize their support for owner-operators.

This company offers a range of benefits that demonstrate their commitment to driver satisfaction. These include competitive salaries ranging from $55,000 to $70,000, health insurance (including dental and vision), life insurance, paid time off, and guaranteed home time. They also provide flexible scheduling, disability insurance, direct deposit, pay advances, a sign-on bonus, ongoing training and development programs, per diem payments, and a retirement plan (401k). Additionally, U.S. Ground Transportation supports drivers who wish to have passengers and pets accompany them on the road.

Employee feedback on Glassdoor is overwhelmingly positive, with a rating of 4.3, indicating high levels of satisfaction. The company is commonly praised for its robust benefits package, competitive compensation, and positive work culture. However, some employees have noted areas for improvement, particularly regarding the consistency of home time and occasional disorganization in route assignments. Meanwhile, the Indeed rating also reflects positive sentiments with a score of 4.2, corroborating the Glassdoor reviews.

• Salary range: $50,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 16
• Drivers: 17
• Revenue: $618,000
• Miles driven: 957,360 (2023)

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

Echo Logistics, Inc. (DOT: 1967551) was established more than 14 years ago and is an active carrier with its primary base in the industry of logistics. Echo Logistics carries a wide array of cargo, including Beverages, Building Materials, Fresh Produce, General Freight, Meat, Paper Products, and Refrigerated Food. They primarily hire drivers for dry van, reefer, and flatbed operations and offer team driving opportunities.

Echo Logistics stands out for its comprehensive driver benefits, which include health, dental, and vision insurance, paid time off, life insurance, a retirement 401(k) plan, and disability insurance. They also offer guaranteed home time and have ongoing training and development programs for drivers. Sign-on bonuses and the allowance for passengers and pets further highlight their efforts to attract quality drivers.

The company enjoys solid employee ratings, with a 4.0 rating on Indeed and a 4.2 rating on Glassdoor. Positive feedback from employees often emphasizes their competitive pay range of $50,000 to $70,000, robust benefits, and supportive work culture. However, some negative reviews pointed out concerns regarding scheduling flexibility and occasional disorganization in route assignments. Overall, Echo Logistics, Inc. maintains a strong reputation for both its service offerings and its treatment of employees.