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) operates out of an unidentified city and state and carries a diverse range of cargo, including beverages, fresh produce, general freight, meat, metal sheets/coils/rolls, paper products, refrigerated food, and US mail. The company employs various types of drivers, such as flatbed, reefer, team, OTR, and owner-operators.

KEY Carrier offers numerous benefits for its drivers, including dental, vision, life, and disability insurance, as well as tuition reimbursement, direct deposit, paid time off, and a 401(k) retirement plan. They also provide sign-on bonuses, driver referral bonuses, and guaranteed home time.

With Indeed and Glassdoor ratings of 4.2 and 4.3, respectively, employees frequently praise KEY Carrier for its competitive pay, supportive management, and good job security. Most common negative feedback includes issues with work-life balance and occasional route disorganization.

• 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-regarded freight trucking company with an extensive history in the industry. Operating out of multiple locations, it offers comprehensive transportation services, including intermodal containers, general freight, building materials, metal sheets, coils, and refrigerated food. They employ a wide range of drivers like regional, hazmat, local, OTR, LTL, and dedicated drivers in both solo and team capacities.

HUB Group is known for its excellent employee benefits, which include health, dental, vision, life, and disability insurance, paid time off, tuition reimbursement, and a 401(k) retirement plan. The company also provides driver referral bonuses, safety bonuses, guaranteed home time, and sign-on bonuses. Employee reviews on Glassdoor and Indeed highlight competitive salaries, good benefits, and supportive management as the key positives. However, some employees note that work-life balance can sometimes be a challenge, with occasional issues related to scheduling and route management.

• 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) operates as a large freight trucking company carrying a variety of cargo including beverages, chemicals, fresh produce, meat, paper products, and general freight. Although the exact founding date is unspecified, the company is active and well-established, boasting a total fleet of 1,600 trucks and employing 1,806 drivers across its interstate operations.

U.S. Foods hires local, regional, LTL, and OTR drivers, also offering team driving opportunities. They provide substantial benefits including dental, health, life, vision insurance, flexible scheduling, ongoing training, driver referral bonuses, and tuition reimbursement. Drivers can expect salaries ranging from $55,000 to $75,000, with additional perks like guaranteed home time, sign-on bonuses, and deadhead detention layover compensation.

Employee ratings on Glassdoor and Indeed reflect mixed reviews with positive feedback often highlighting the comprehensive benefits and supportive company culture. However, common negative remarks include challenges with work-life balance and occasional disorganization in route assignments.

• 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) is a reputable freight trucking company established in Keller, located in the state of Texas. The company operates a fleet of 15 trucks and 30 trailers, offering transportation services for a variety of cargo including chemicals, general freight, intermodal containers, metal sheets, coils, rolls, and paper products. Keller primarily hires local and OTR (Over the Road) drivers, as well as team and flatbed drivers.

Keller Trucking offers a range of benefits to its drivers including sign-on bonuses, paid time off, direct deposit, comprehensive health insurance (with dental and vision coverage), life insurance, disability insurance, and retirement plan options such as a 401k. The company also provides guaranteed home time, ongoing training and development programs, pay advances, and deadhead detention layover compensation, demonstrating their commitment to driver satisfaction.

Employee reviews on Glassdoor and Indeed reflect generally positive sentiments, with Keller Trucking earning a Glassdoor rating of 3.8 and an Indeed rating of 4.1. Employees frequently praise the company for its robust benefits packages, competitive salary range of $50,000-$70,000, and supportive work environment. However, some drivers have noted challenges in maintaining work-life balance and occasional disorganization in route assignments. Nonetheless, Keller Trucking remains a strong player in the trucking industry with a satisfactory safety rating and commendable employee ratings.

• 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 logistics and transportation company founded in the city of UNKNOWN, UNKNOWN, and boasts a diverse range of cargo, including beverages, building materials, construction materials, general freight, machinery, and more. The company employs a variety of drivers such as regional, hazmat, dedicated, LTL, OTR, parcel, and tanker drivers. They also have team drivers and owner-operators on their roster.

Area Transportation offers several benefits to its drivers, including dental and vision insurance, direct deposit, life insurance, flexible scheduling, safety bonuses, and paid time off. Additionally, they provide ongoing training and development programs, dedicated routes, guaranteed home time, roadside assistance programs, and health insurance. Despite a mixed employee review score with a 4.5 rating on Indeed and a 2.8 rating on Glassdoor, over 220 drivers find value in their work environment.

Positive feedback from employees often highlights the competitive compensation, the comprehensive benefits package, and the assured home time as significant advantages. Conversely, some negative comments mention occasional organizational challenges and inconsistencies in route assignments. Nonetheless, Area Transportation remains committed to providing a satisfactory working environment for its employees.

• 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), located in an unspecified city and state, offers a diverse range of transportation services. Founded at an unspecified date, the company specializes in hauling general freight, household goods, metal sheets, coils, and rolls, as well as paper products. They primarily hire OTR (Over-the-Road), regional, and flatbed drivers, and team driving opportunities are available.

Prosperity Trucking is noted for its strong driver benefits, including competitive salaries ranging from $50,000 to $60,000, direct deposit, health insurance with vision and dental coverage, life insurance, disability insurance, and paid time off. They also offer a sign-on bonus, guaranteed home time, ongoing training and development programs, safety bonuses, and deadhead/detention/layover compensation. Employees can also enjoy the flexibility of driving with a passenger or pet.

Employee ratings on Glassdoor and Indeed are positive, with scores of 4.3 and 4.2, respectively. Positive feedback highlights the robust benefits package and the excellent support provided to drivers. However, some negative feedback includes concerns about route assignments and occasional shortcomings in work-life balance.

• 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 [Location not provided], offering comprehensive freight transportation services since its inception. The company specializes in carrying parcels, passengers, and reefer cargo, leveraging a fleet that includes dry van and flatbed trucks. They hire a diverse range of drivers, including local, regional, dedicated, and OTR drivers while supporting flatbed and reefer specialists.

With a reputable Indeed rating of 4.2 and a Glassdoor rating of 4.3, U.S. Ground Transportation is highly regarded by its employees. Positive feedback highlights the company’s beneficial offerings, such as health and dental insurance, life and disability insurance, paid time off, guaranteed home time, and a strong driver referral program. The sign-on bonuses, ongoing training, and development programs further enhance their appeal. However, some employees have noted areas for improvement, including workload management and flexible scheduling consistency.

• 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 well-established freight trucking company with a presence in Chicago, Illinois. Known for its versatility, the company transports a diverse range of cargo including general freight, intermodal containers, metal sheets and coils, and refrigerated foods. Transport One hires various types of drivers such as regional, local, and over-the-road (OTR) drivers, with opportunities for both flatbed and reefer drivers.

Transport One stands out for its comprehensive driver benefits, including full health insurance (with dental and vision coverage), life insurance, disability insurance, flexible scheduling, and paid time off. They also provide a sign-on bonus, safety bonuses, driver referral bonuses, deadhead detention layover compensation, direct deposit, and guaranteed home time. Reviews on Indeed rate the company at 4.0 and Glassdoor at 4.2, reflecting strong employee satisfaction.

Positive feedback from employees highlights competitive pay, supportive management, and good benefits. However, some common areas of concern include work-life balance and occasional inconsistencies in route assignments. Despite these challenges, Transport One continues to maintain a solid reputation in the trucking industry with a focus on safety and driver well-being.

• 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) is a trucking company offering its services nationwide since its establishment. Based in an unspecified location, this company operates with a diverse fleet, handling various cargos such as chemicals, fresh produce, general freight, meat, paper products, and refrigerated foods, alongside US Mail. They primarily hire regional, OTR, and team drivers, supported by a fleet with an average age of three years.

M.S. Us, Inc. provides several benefits to its drivers, including direct deposit, health insurance (including dental and vision coverage), life insurance, disability insurance, and a retirement plan (401k). Drivers also benefit from tuition reimbursement, safety bonuses, sign-on bonuses, paid time off, guaranteed home time, and deadhead or detention layover compensation. Additionally, the company has a strong focus on ongoing training and development programs.

Employee reviews on Indeed and Glassdoor reflect generally positive feedback, with Indeed rating the company at 4.2 and Glassdoor at 4.0. Employees often praise the competitive pay, benefits, job security, and professional growth opportunities. However, there are some criticisms regarding the work-life balance and occasional issues with organized route assignments.

• 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 logistics company known for its robust range of services and employee benefits. Despite the company being newly established, its operations span multiple essential freight categories including beverages, building materials, fresh produce, general freight, meat, paper products, and refrigerated foods. Echo Logistics primarily hires flatbed, dry van, and reefer drivers, with team driving opportunities available.

Echo Logistics stands out with competitive salaries ranging from $50,000 to $70,000 and offers a variety of benefits such as dental insurance, life insurance, vision coverage, paid time off, and 401(k) retirement plans. They also provide new driver programs and guaranteed home time, showing a commitment to employee satisfaction. Reviews on Glassdoor and Indeed commend Echo for its positive work environment, supportive management, and good compensation, although some negative feedback mentions room for improvement in terms of work-life balance and route organization.