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Oversize Load Driver Jobs in Chicago, IL (NOW HIRING)

Southern Tier Express

CDL A Heavy Haul Driver

Joliet, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Geneva, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Naperville, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Bartlett, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Woodridge, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Lincolnwood, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Addison, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Joliet, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

La Grange, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

Southern Tier Express

CDL A Heavy Haul Driver

Niles, IL · On-site

  • Medical

  • Dental

  • Vision

  • PTO

Heavy Haul Driver Location: Andover, NY Job Type: Full-Time We are seeking skilled and experienced ... The ideal candidate will have a strong background in transporting oversized and overweight loads ...

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Showing results 1-20

All JobsOversize Load Driver JobsOversize Load Driver Jobs in Chicago, IL

Oversize Load Driver information

See Chicago, IL salary details

$20

$29

$43

How much do oversize load driver jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for oversize load driver in Chicago, IL is $29.47, according to ZipRecruiter salary data. Most workers in this role earn between $25.05 and $30.96 per hour, depending on experience, location, and employer.

What are some common challenges faced by oversize load drivers, and how are they managed on the job?

Oversize Load Drivers frequently encounter challenges such as navigating tight or busy roadways, adhering to varying state and local regulations, and coordinating with escort vehicles and law enforcement. To manage these obstacles, drivers rely on detailed route planning, constant communication with their support teams, and adaptability to sudden changes like weather or construction detours. Being detail-oriented and proactive helps prevent accidents and delays, ensuring the safe delivery of large or heavy cargo. Many companies also provide ongoing training and support networks to help drivers handle these unique requirements confidently.

How much do oversize load driver pilot drivers make?

Oversize load drivers typically earn between $50,000 and $80,000 annually, depending on experience, location, and the complexity of loads. Experienced drivers with specialized skills or certifications can earn higher wages, especially when hauling complex or hazardous loads. Overtime and per-mile pay can also increase overall earnings.

What is an oversize load driver?

An Oversize Load Driver is responsible for transporting large or heavy cargo that exceeds standard legal size and weight limits. They operate specialized trucks and trailers, following strict safety regulations and obtaining necessary permits for each route. These drivers work closely with escort vehicles and law enforcement to ensure safe transport. Strong driving skills, route planning, and knowledge of load securement are essential for this role.

What are the key skills and qualifications needed to thrive as an oversize load driver, and why are they important?

To thrive as an Oversize Load Driver, you need a valid commercial driver’s license (CDL), thorough knowledge of DOT regulations, and experience handling large, heavy vehicles. Familiarity with route planning software, load securement tools, and safety equipment is crucial, along with any required permits or endorsements for specialized hauls. Excellent situational awareness, attention to detail, and strong communication skills help drivers navigate complex routes and coordinate with escorts and regulatory agencies. These skills ensure the safe and legal transport of oversized loads while minimizing risks to public safety and property.

What are popular job titles related to Oversize Load Driver jobs in Chicago, IL? For Oversize Load Driver jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Oversize Load Driver jobs in Chicago, IL look for? The top searched job categories for Oversize Load Driver jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Oversize Load Driver jobs? Cities near Chicago, IL with the most Oversize Load Driver job openings:
Oversize Load Driver jobs near you
Infographic showing various Oversize Load Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, and 2% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $61,306 per year, or $29.5 per hour.

CDL A Heavy Haul Driver

Southern Tier Express

Joliet, IL • On-site

Full-time

Medical, Dental, Vision, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Heavy Haul Driver

Location:Andover, NY

Job Type:Full-Time

Job Description: We are seeking skilled and experienced Heavy Haul Drivers to join our team. The ideal candidate will have a strong background in transporting oversized and overweight loads safely and efficiently.

Key Responsibilities:

  • Safely operate heavy haul trucks to transport oversized and overweight loads.
  • Plan and execute routes that comply with state and federal regulations.
  • Secure loads properly to ensure safe transportation.
  • Perform routine inspections and maintenance of the truck.
  • Maintain accurate logs and records of cargo, routes, and hours of service.
  • Communicate effectively with dispatchers, customers, and other team members.
  • Provide excellent customer service and represent the company in a professional manner.

Requirements:

  • Minimum of 2 years of experience in heavy haul transportation.
  • Valid commercial driver's license (CDL) with appropriate endorsements.
  • Strong knowledge of state and federal transportation regulations.
  • Ability to operate and maintain heavy haul equipment.
  • Excellent problem-solving skills and attention to detail.
  • Strong communication and interpersonal skills.
  • Ability to work independently and as part of a team.
  • Must be comfortable being away from home for extended periods, including trips longer than one week.

Preferred Certifications:

  • Transportation Worker Identification Credential (TWIC)
  • Wind Industry Transportation Professional Advanced Certification (WITPAC)

Benefits:

  • Competitive pay
  • Health, dental, and vision insurance
  • Paid time off

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