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Transportation Driver Jobs in Chicago, IL (NOW HIRING)

Valparaiso

Transportation Driver

Valparaiso, IN · On-site

Valparaiso University is seeking a reliable and safety-focused Night Shift Transportation Driver to support campus operations. This role is responsible for providing safe and efficient transportation ...

Vi Living

Transportation Driver

Glenview, IL · On-site

$22.45 - $27.49/hr

Lead Driver The Driver is responsible for transporting residents to and from appointments and outings using the community vehicles; which may include bus, van, limousine, sedan and trams. This ...

nora

Transportation - Driver

Saint Charles, IL

Every transport at NORA supports a life-saving transplant. As a Transportation Specialist, you ... Valid driver's license with clean driving history * Successful background and drug screening Equal ...

HENLEN TRANSPORTATION LLC

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Non-emergency Medical Transportation Driver

Oak Park, IL · On-site

$17.50 - $21/hr

Henlen Transportation is seeking qualified drivers who can transport our members within 50 miles of Oak Park, Illinois. We offer: * On target earnings of $17.50-$21.00 per hour depending on ...

HENLEN TRANSPORTATION LLC

Be Seen First

Non-emergency Medical Transportation Driver

Oak Park, IL · On-site

$17.50 - $21/hr

Henlen Transportation is seeking qualified drivers who can transport our members within 50 miles of Oak Park, Illinois. We offer: * On target earnings of $17.50-$21.00 per hour depending on ...

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Transportation Driver information

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How much do transportation driver jobs pay per hour?

As of Sep 5, 2026, the average hourly pay for transportation driver in Chicago, IL is $20.76, according to ZipRecruiter salary data. Most workers in this role earn between $15.38 and $23.03 per hour, depending on experience, location, and employer.

What is a transportation driver?

A transportation driver is a vehicle driver in the transportation industry. Some sectors in which these drivers may work include trucking, transit, ground transportation for cargo or passengers, and scenic and sightseeing transportation. In this role, you may transport people to sporting events or on tours, or you may work in the transit department for a city or organization, transporting commuters in a bus. You can also work as a non-emergency medical transporter. Your general duties and responsibilities vary based on where you work and what you transport.

What are the key skills and qualifications needed to thrive as a transportation driver, and why are they important?

To thrive as a Transportation Driver, you need a valid driver's license, a clean driving record, and knowledge of traffic laws and safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and sometimes specialized vehicle certifications (like CDL) is often required. Reliability, customer service skills, and attention to detail help drivers build trust and ensure timely, safe deliveries. These skills are crucial for maintaining safety, compliance, and customer satisfaction in a demanding and dynamic environment.

What are some common challenges faced by transportation drivers, and how can they be managed?

Transportation Drivers often encounter challenges such as navigating through heavy traffic, meeting tight delivery schedules, and adhering to strict safety regulations. Effective time management and advanced route planning can help mitigate delays, while staying updated on traffic patterns and weather conditions ensures smoother trips. Building good communication with dispatchers and maintaining a focus on safety standards are essential for handling unexpected issues and promoting a positive work environment.
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For Transportation Driver jobs in Chicago, IL, the most frequently searched job titles are:

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Transportation Driver jobs near you
Infographic showing various Transportation Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 28% Part Time, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $43,188 per year, or $20.8 per hour.

Transportation Driver

Valparaiso

Valparaiso, IN • On-site

Other

This job post has expired 1 day ago. Applications are no longer accepted.

Job description


Position Description:
Valparaiso University is seeking a reliable and safety-focused Night Shift Transportation Driver to support campus operations. This role is responsible for providing safe and efficient transportation services to students, staff, and community members, particularly during evening and late-night hours. The position plays a key role in promoting campus safety and delivering excellent customer service.
Major Responsibilities:
  • Provide on-demand safety shuttle services for students across campus during evening and late-night hours
  • Assist with transportation needs for university events and community functions
  • Safely operate a 14-passenger bus
  • Utilize a smartphone application to manage ride requests and service calls
  • Perform pre-shift vehicle inspections and report mechanical issues
  • Operate a wheelchair lift to assist injured/ADA passengers as needed
  • Communicate effectively using two-way radio systems
  • Provide training and mentorship to new bus drivers as needed
Required Knowledge and Skills:
  • High school diploma or equivalent
  • Experience driving large or extended wheelbase vehicles preferred
  • Must possess a valid U.S. state-issued driver's license
Other Qualifications:
  • Must be at least 18 years of age
  • Strong verbal communication, listening, and customer service skills
  • Ability to manage time effectively and perform well under pressure
  • Knowledge of Indiana traffic laws and safe driving practices
  • Ability to operate larger vehicles, including in adverse weather conditions
  • Familiarity with smartphone apps and communication tools
  • Ability to instruct and train others in job-related tasks
Position Type:
  • Limited full-time (mid-August - mid-May)
Work Schedule:
  • Five days per week
  • 6:00 PM - 2 AM
All offers of employment with Valparaiso University are contingent upon the clear results of a thorough background check. Background checks may include criminal history, motor vehicle reports, prior employment verification, and personal/professional references. If applicable to the position, they will also include credit history. Background checks will be conducted on all final candidates for employment.
To be considered for this position, you must upload:
  • Cover letter
  • Resume
  • List of 3 professional references
  • Answer all application questions

Please address the cover letter to:
Christine Mileusnich
Valparaiso University
Valparaiso, Indiana

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