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 (DOT: 2941667) is a dynamic presence in the trucking industry, operating as a carrier from Gary, Indiana. Though their founding date isn't provided, they've made a name for themselves with a modern fleet and a commitment to excellence. KEY Carrier transports a diverse range of cargo including beverages, fresh produce, general freight, refrigerated foods, meat, metal sheets, coils, rolls, paper products, and US Mail using dry vans, reefers, and flatbeds. They primarily hire over-the-road (OTR) and dedicated route drivers, offering opportunities for team driving as well as positions for flatbed and reefer drivers.

KEY Carrier is deeply invested in its drivers, providing a robust set of benefits that include health, dental, and vision insurance, safety bonuses, direct deposit payroll, and tuition reimbursement. They also offer paid CDL training, per diem payments, and flexible scheduling. The carrier is committed to fostering a positive work environment through their driver referral bonuses, guaranteed home time, and ongoing training and development programs.

With a Glassdoor rating of 4.3 and Indeed score of 4.2, KEY Carrier garners praises for its competitive pay and benefits, job security, and advancement opportunities. Common positive feedback from employees highlights the supportive company culture and the reliability of their guaranteed home time. However, some employees mention room for improvement in communication and organizational efficiency, specifically regarding route dispatching and coordination. Despite these concerns, KEY Carrier remains a favored employment choice in the industry.

• 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) has steadily grown its reputation as a dedicated carrier since its inception. Based in Chesterton, Indiana, Area Transportation serves as a prominent player in the logistics and transportation industry. They specialize in transporting a diverse range of cargo, including beverages, building materials, general freight, grain, feed, hay, intermodal containers, large machinery, metal sheets, coils, rolls, paper products, and utility materials. This company primarily hires regional, local, and long-haul OTR drivers, with a focus on specialized, hazmat, and refrigerated driving opportunities.

Area Transportation is known for its competitive incentives and comprehensive employee benefits. Their drivers benefit from a robust sign-on bonus, safety bonuses, and deadhead detention and layover compensation. Employee perks include full health insurance coverage inclusive of dental, vision, life insurance, and a retirement 401k plan, alongside paid time off and flexible scheduling options. Despite not allowing rider or pet policies, drivers appreciate the guaranteed home time and roadside assistance programs. Additionally, Area Transportation offers driver referral bonuses and fuel cards, enhancing the overall employee experience.

On Indeed, Area Transportation boasts a strong rating of 4.5, reflecting the satisfaction of their employees with compensation, benefits, and job security. In contrast, their Glassdoor rating stands at 2.8, indicating some dissatisfaction. Common praises on Indeed highlight the excellent compensation and benefits package. However, feedback points to areas needing improvement, such as work-life balance and some organizational processes. Employees suggest that while the company excels in benefits and support, improvements in route planning and scheduling could enhance the employee experience further.

• 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 located in Oak Brook, Illinois. The company operates a diverse fleet that includes dry van and reefer trucks, specializing in the transport of beverages, building materials, refrigerated foods, intermodal containers, logs, poles, beams, lumber, and metal sheets, coils, and rolls. They serve both interstate and cross-border operations. HUB Group primarily hires regional, local, and dedicated drivers, and offers opportunities for owner-operators, intermodal, and reefer drivers, along with specialized driving roles.

The company is known for its attractive driver benefits, which include a sign-on bonus, safety bonuses, employee stock ownership plans, full health insurance, dental and vision coverage, and paid time off. Additionally, HUB Group offers per diem payments, pay advances, and tuition reimbursement. Drivers are also provided with guaranteed home time and flexible scheduling to promote a positive work-life balance. While the company does not allow pets or passengers, it focuses on comprehensive compensation and support measures for its drivers.

HUB Group is valued for its supportive work environment and competitive pay, reflected in positive feedback on platforms like Glassdoor and Indeed. Though specific ratings on these platforms are not available, the company generally receives praise for its compensation, benefits, and career advancement opportunities. However, some drivers have expressed concerns about the organization of routes and consistency in home time, indicating areas for improvement. Despite these challenges, HUB Group maintains a strong reputation in the trucking industry.

• 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. (DOT: 143868) operates from Waukegan, Illinois. Despite the absence of a verified founding year, this trucking company has established itself as a reliable player in the transportation industry. Keller Trucking Co, Inc. specializes in hauling a diverse array of cargo, including general freight, chemicals, intermodal containers, metal sheets, coils, rolls, and paper products. The company operates both dry vans and flatbeds and offers opportunities for team and OTR driving, thus catering to a variety of freight and driver preferences.

Keller Trucking Co, Inc. provides a competitive compensation package featuring safety bonuses and sign-on incentives. They offer a generous benefits package, including health, dental, vision, life, and disability insurance, as well as paid time off. Employees benefit from ongoing training and development programs and support through direct deposit, driver referral bonuses, and guaranteed home time. Moreover, the company supports new drivers with paid CDL training, encouraging a robust pipeline of qualified professionals.

Employee feedback on platforms like Indeed and Glassdoor paints a positive picture of the work environment at Keller Trucking. With an Indeed rating of 4.1 and a Glassdoor rating of 3.8, the company is praised for its competitive pay, benefits, and supportive work culture. However, some employees have noted areas for improvement, such as work-life balance and operational efficiency with route assignments. These insights suggest that while Keller Trucking Co, Inc. offers solid employment opportunities, further enhancement in certain areas could augment their employee experiences.

• 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) operates as a trucking and brokerage company based in Joliet, Illinois. Since its inception, Transport One has specialized in transporting a diverse range of cargo, including refrigerated foods, intermodal containers, metal sheets, coils, and rolls, as well as general freight, accommodating both full and partial truckloads. They commonly utilize dry vans and flatbeds and primarily engage long-haul and regional drivers, particularly for reefer and flatbed operations. Despite being relatively young, the company boasts a modern fleet with an average age of 3 years, sustaining their operations across interstate lines.

Transport One offers an enticing set of benefits to its drivers and staff. Their competitive compensation package includes robust health insurance covering medical, dental, and vision, with the addition of retirement plans, paid time off, and guaranteed home time to ensure work-life balance. The company provides sign-on and safety bonuses, supporting drivers with direct deposit options and the flexibility of scheduling. Valuable for professional development, Transport One includes ongoing training programs and a new driver program for onboarding fresh talent. Although they don’t allow passengers or pets, their focus on drivers’ well-being extends to insurance for life and disability.

With an Indeed rating of 4.0 and a Glassdoor rating of 4.2, employees frequently commend Transport One for its supportive atmosphere, competitive pay, and emphasis on safety. Consistent positive feedback highlights their responsive management team, steady routes, and priority on staff development. However, some areas for improvement include addressing occasional scheduling challenges and better aligning route assignments with home time commitments. Overall, Transport One stands out as a preferred choice for drivers seeking a stable, growing company with comprehensive benefits and a positive work culture.

• 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) is located in Chicago, Illinois, carrying a wide range of cargo, including general freight and paper products, as well as household goods and metal sheets, coils, and rolls. The company is equipped with a fleet of dry van and flatbed trucks, and they focus primarily on hiring flatbed, reefer, and team drivers, offering team driving opportunities across dedicated and regional routes.

Prosperity Trucking Company provides substantial benefits for its drivers, including comprehensive health insurance (medical, dental, and vision), life and disability insurance, paid time off, and a 401(k) retirement plan. Their competitive compensation packages are attractive, ranging from $50,000 to $60,000 annually, with additional perks such as sign-on bonuses, safety bonuses, flexible scheduling, guaranteed home time, ongoing training and development programs, and options for pay advances and direct deposits.

The company holds a strong reputation on Indeed and Glassdoor with ratings of 4.2 and 4.3, respectively. Employees most commonly praise the company for its supportive work environment, strong compensation, and beneficial perks. However, some negative feedback points to a need for improvements in work-life balance, with concerns around consistent home time and route scheduling.

• Salary range: $60,000-$70,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 65
• Drivers: 65
• Revenue: $19,164,000
• Miles driven: 5,314,287 (2023)

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

Wheeling Transportation (DOT: 241196) is a prominent player in the transportation industry with its roots established over four decades ago. Located in Palatine, Illinois, the company specializes in transporting general freight and refrigerated foods through its dry van and flatbed trucking operations. Wheeling Transportation primarily hires flatbed drivers and also offers opportunities for team drivers and over-the-road (OTR) roles, catering to various driving preferences.

The company stands out with its commitment to driver well-being, offering a comprehensive benefits package that includes health, dental, vision, life, and disability insurance. Employees can also take advantage of a retirement plan (401k) and paid time off (PTO). Additionally, Wheeling Transportation rewards its drivers with safety and driver referral bonuses and provides guaranteed home time, making it a competitive option for drivers seeking stability and recognition in their careers.

Wheeling Transportation receives high employee ratings, with a 4.2 on Indeed and a 4.0 on Glassdoor, indicating robust satisfaction with compensation, benefits, and job security. Positive employee feedback frequently highlights the strong support system and professional development opportunities offered by the company. However, occasional critiques point to areas such as work scheduling flexibility and long hours. Despite these challenges, Wheeling Transportation maintains a solid reputation as a desirable place to work in the trucking industry.

• 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) is located in Oak Park, Illinois. The company specializes in flatbed, reefer, and dry van trucking operations, offering services for full and partial truckloads. While the company's founding year isn't specified, it is currently an active carrier entity with its legal name registered as Us Ground Transportation Ltd.

This company is known for its supportive driver benefits, including a sign-on bonus, comprehensive health insurance encompassing life, dental, and vision coverage, as well as retirement plan options like a 401(k). Drivers are also entitled to paid time off, guaranteed home time, and flexible scheduling. U.S. Ground Transportation emphasizes driver safety and appreciation through safety bonuses and ongoing training and development programs. They accommodate a variety of drivers, focusing on regional and OTR drivers, and offer dedicated routes.

Employees rate the company highly on review platforms, boasting a 4.2 rating on Indeed and a 4.3 on Glassdoor. Positive feedback highlights the organization's competitive pay, supportive work environment, and robust benefits package. However, some reviews note room for improvement in work-life balance, with occasional concerns about route management and scheduling practices.

• Salary range: $55,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 24
• Drivers: 43
• Miles driven: 4,347,123 (2024)

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

Global Spedition (DOT: 1555321) operates as a carrier from Mount Prospect, Illinois. They have a presence in the transportation industry, focusing on hauling various types of cargo, including beverages, building materials, chemicals, dry bulk commodities, construction materials, general freight, grain, logs, lumber, machinery, metal sheets, and paper products. The company utilizes dry vans, flatbeds, and box trucks to accommodate these needs. They primarily hire regional, local, and dedicated drivers, offering employment to flatbed and reefer drivers, as well as owner-operators, to meet their transportation demands.

The company is competitive in their recruitment strategies, evident by their offerings of sign-on bonuses and a comprehensive benefits package. Among the benefits are health, dental, and vision insurance, life and disability insurance, paid time off, and a retirement plan with a 401(k) option. Global Spedition emphasizes driver satisfaction through ongoing training and development programs, safety bonuses, deadhead and layover compensation, direct deposit, and guaranteed home time. However, they currently do not allow passengers or pets with their drivers.

On employment review platforms, Global Spedition holds a commendable reputation with an Indeed rating of 4.2 and a Glassdoor rating of 4.0. Many employees cite the company's compensation, benefits, and job security as significant positives, along with advancement opportunities and a supportive work environment. Common areas for improvement include the need for better work-life balance and increased organizational efficiency in route assignments. Despite these challenges, Global Spedition remains a favored employer for truck drivers looking for robust benefits and competitive pay.

• 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) is a Chicago, Illinois-based trucking company known for its robust presence in the logistics industry. While the exact founding date isn't available, the company has established itself as a reliable carrier, offering a variety of services since its inception. Echo Logistics specializes in transporting beverages, building materials, fresh produce, general freight, meat, paper products, and refrigerated food. They primarily employ team drivers, including regional and over-the-road (OTR) drivers, and offer opportunities for reefer and flatbed driving.

Echo Logistics stands out for its competitive benefits and driver-focused incentives. These include a sign-on bonus, guaranteed home time, and opportunities for ongoing training and development. They provide comprehensive health insurance with dental, vision, and disability coverage, a 401k retirement plan, paid time off, and fuel cards. Although they maintain a moderate employee stock ownership program, the company also allows pet riders, adding a personal touch to their benefits package.

On Glassdoor, Echo Logistics has earned an impressive rating of 4.2 out of 5, with employees appreciating the competitive pay range of $50,000-$70,000 and robust benefits package as key positives. While the company receives high marks for job security, advancement opportunities, and supportive work culture, some feedback indicates a need for improvement in work-life balance, particularly in scheduling and route assignments. Overall, Echo Logistics remains committed to creating a positive working environment for its drivers and maintaining high employee satisfaction.