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Dial A Ride Transportation Jobs in Chicago, IL (NOW HIRING)

Senior Lifestyle

Driver

Lincolnwood, IL · On-site

$19 - $20/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Maintain a calm, courteous, and professional demeanor with residents at all times. Leadership ... Scheduling & Ride Coordination * Assist with scheduling transportation requests and organizing ...

Senior Lifestyle

Driver

Lincolnwood, IL · On-site

$19.50/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Maintain a calm, courteous, and professional demeanor with residents at all times. Leadership ... Scheduling & Ride Coordination * Assist with scheduling transportation requests and organizing ...

Senior Lifestyle

Driver

Lincolnwood, IL · On-site

$19.50/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Maintain a calm, courteous, and professional demeanor with residents at all times. Leadership ... Scheduling & Ride Coordination * Assist with scheduling transportation requests and organizing ...

Senior Lifestyle

Driver

Lincolnwood, IL · On-site

$19.50/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Maintain a calm, courteous, and professional demeanor with residents at all times. Leadership ... Scheduling & Ride Coordination * Assist with scheduling transportation requests and organizing ...

First Student, Inc.

Diesel Mechanic

Schaumburg, IL · On-site

$23.75/hr

  • Medical

  • Retirement

  • PTO

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more ... for a ride to and from school in those classic yellow buses. Why join First as a Mechanic? In ...

First Student

Diesel Mechanic

Schaumburg, IL

$23.75/hr

  • Medical

  • Retirement

  • PTO

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more ... for a ride to and from school in those classic yellow buses. Why join First as a Mechanic? In ...

Sertoma Star Services

Transportation & Fleet Manager

Alsip, IL · On-site

$63K - $68K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

With a strategic presence in South Chicagoland and Northwest Indiana, we proudly serve over 2,000 ... Conduct driver ride-alongs and performance evaluations to monitor quality and identify training ...

Riverside Transport

CDL-A Truck Driver

Calumet City, IL · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Schaumburg, IL · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Carol Stream, IL · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Valparaiso, IN · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Joliet, IL · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Gary, IN · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Merrillville, IN · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Chicago, IL · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Riverside Transport

CDL-A Truck Driver

Hammond, IN · On-site

$93K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We ... We only ride with safety and comfort in mind, with average equipment less than 18 months old.

Sunrise Transportation

School Car Driver

Bellwood, IL

$20 - $23/hr

  • Medical

  • Retirement

Creating a welcoming and respectful environment for students during each ride * Adhering to all traffic laws, safety standards, and Sunrise Transportation policies * Communicating with dispatch and ...

Sunrise Transportation

School Car Driver

Bellwood, IL · On-site

$20 - $23/hr

  • Medical

  • Retirement

Creating a welcoming and respectful environment for students during each ride * Adhering to all traffic laws, safety standards, and Sunrise Transportation policies * Communicating with dispatch and ...

First Student

Diesel Mechanic

Schaumburg, IL · On-site

$23.75/hr

  • Medical

  • Retirement

  • PTO

At First Student, we are a family of 60,000+ employees who take pride in safely transporting more ... for a ride to and from school in those classic yellow buses. Why join First as a Mechanic? In ...

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Showing results 21-40

All JobsDial A Ride Transportation JobsDial A Ride Transportation Jobs in Chicago, IL

Dial A Ride Transportation information

See Chicago, IL salary details

$12

$23

$35

How much do dial a ride transportation jobs pay per hour?

As of Aug 17, 2026, the average hourly pay for dial a ride transportation in Chicago, IL is $23.54, according to ZipRecruiter salary data. Most workers in this role earn between $18.80 and $26.97 per hour, depending on experience, location, and employer.

What is dial a ride transportation?

Dial A Ride Transportation is a specialized transit service that provides door-to-door rides for individuals who are unable to use regular public transportation due to disability, age, or other mobility challenges. These services are typically operated by local transit agencies or community organizations and often require riders to schedule trips in advance. Dial A Ride is designed to offer greater flexibility and accessibility, helping people maintain independence and access essential services like medical appointments, shopping, and social activities.

What are the key skills and qualifications needed to thrive as a dial a ride transportation driver?

To thrive as a Dial-A-Ride Transportation Driver, you need a valid driver's license, a clean driving record, and knowledge of safe driving practices, often supported by a high school diploma or equivalent. Familiarity with GPS navigation systems, scheduling software, and sometimes specialized vehicles or wheelchair lifts is important. Excellent customer service, patience, and strong communication skills help drivers support passengers with varying needs and maintain professionalism. These skills ensure the safety, comfort, and satisfaction of riders, as well as efficient and reliable transportation services.

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

Dial A Ride Transportation drivers often encounter challenges such as managing tight schedules, assisting passengers with special mobility needs, and navigating traffic or unfamiliar routes. Effective time management and strong communication skills are essential, as drivers frequently coordinate with dispatchers and care for passengers' safety and comfort. Many organizations provide training on accessibility equipment and customer service to help drivers handle these situations professionally and compassionately.

What is the difference between Dial A Ride Transportation vs Paratransit Driver?

AspectDial A Ride TransportationParatransit Driver
CredentialsDriver's license, possibly special certificationsDriver's license, ADA certification often required
Work EnvironmentCommunity-based, flexible schedulingVehicle operation, passenger assistance
Employer & IndustryLocal transit agencies, private providersPublic transit agencies, specialized transportation services

Both roles involve transporting passengers with mobility needs, often requiring similar licenses and certifications. Dial A Ride Transportation services are typically community-focused, providing flexible, on-demand rides, while Paratransit Drivers specifically serve passengers with disabilities under ADA guidelines. Understanding these differences helps clarify job expectations and industry roles.

What are popular job titles related to Dial A Ride Transportation jobs in Chicago, IL?

For Dial A Ride Transportation jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Dial A Ride Transportation jobs in Chicago, IL look for?

The top searched job categories for Dial A Ride Transportation jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Dial A Ride Transportation jobs?

Cities near Chicago, IL with the most Dial A Ride Transportation job openings:

Dial A Ride Transportation jobs near you
Infographic showing various Dial A Ride Transportation job openings in Chicago, IL as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 100% In-person job distribution, with an average salary of $48,965 per year, or $23.5 per hour.

Driver

Senior Lifestyle

Lincolnwood, IL • On-site

$19 - $20/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 13 days ago

Senior Lifestyle rating

7.0

Company rating: 7.0 out of 10

Based on 36 frontline employees who took The Breakroom Quiz

40th of 242 rated social care providers

Job description

Company Description

Do you have HEART? We are looking for individuals who can embrace our mission to purposely brighten and enrich the lives of those we serve with HEART; Hospitality, Excellence, Appreciation, Respect & Teamwork. In this role you will transport residents on scheduled trips and special events as well as monitor the condition of the vehicle and coordinate necessary maintenance as required.

Job Description

Hourly Rate: $19.50

Job Description

The Lead Bus Driver is responsible for transporting residents to scheduled outings, appointments, and special events while overseeing daily transportation operations. This role serves as the primary point of coordination for ride scheduling, confirmations, and communication with residents and staff. The Lead Bus Driver also provides guidance and support to additional drivers to ensure consistent, high-quality service.

Key Responsibilities

Transportation & Resident Safety

  • Transport residents to scheduled appointments, outings, and community events.
  • Ensure all residents are safely assisted in and out of the vehicle as needed.
  • Confirm all residents are returned safely to the community following trips.
  • Maintain a calm, courteous, and professional demeanor with residents at all times.

Leadership & Team Coordination

  • Serve as the lead driver for the transportation team, providing direction and support to two additional drivers.
  • Assist with daily driver assignments and coverage coordination.
  • Communicate schedule changes, delays, or issues clearly and professionally to staff and residents.

Scheduling & Ride Coordination

  • Assist with scheduling transportation requests and organizing daily routes.
  • Confirm rides with residents prior to scheduled trips.
  • Work closely with Programs and Operations staff to ensure transportation needs are met efficiently and accurately.

Vehicle Oversight & Maintenance

  • Monitor the condition of all transportation vehicles.
  • Maintain vehicle cleanliness by performing and/or scheduling regular interior and exterior cleaning.
  • Report mechanical issues promptly and assist with coordinating repairs and maintenance as needed.
  • Salary range $19.00 to $20.00 an hour

Salary Range $19.00 - $20.00 per hour

Qualifications

  • Qualifications

  • Experience driving a large vehicle such as a bus, van, or truck.
  • Valid driver's license required to operate community vehicles.
  • Safe driving record in accordance with Senior Lifestyle company policy.
  • Ability to remain focused and drive safely without being easily distracted by passengers or external factors.
  • Strong interpersonal skills with the ability to interact respectfully and patiently with residents.
  • Organized, dependable, and able to manage multiple responsibilities.
  • Must be at least 21 years of age.
Additional Information

Senior Lifestyle offers a comprehensive benefits plan to eligible team members including health, dental, vision, retirement benefits, short-term disability, long-term disability, and paid time off. All Senior Lifestyle positions are eligible to use DailyPay, an application that allows you to access your earned but unpaid wages before your next payday. Senior Lifestyle requires that all employees provide proof of COVID-19 vaccination unless exempt due to medical, religious, or personal beliefs. Government requirements or exclusions may apply.

What Senior Lifestyle employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Senior Lifestyle logo

About Senior Lifestyle

Sourced by ZipRecruiter

Senior Lifestyle is a leading senior living management company that is dedicated to providing exceptional care and enriching experiences for older adults. With a commitment to creating vibrant communities, Senior Lifestyle offers a wide range of senior living options, including independent living, assisted living, memory care, and skilled nursing facilities. At Senior Lifestyle, residents are at the heart of everything they do. Senior Lifestyle highly trained and compassionate staff provides personalized care, ensuring the physical, emotional, and social well-being of each resident. With a focus on promoting independence and maintaining an active lifestyle, Senior Lifestyle offers a variety of amenities, engaging activities, and wellness programs that cater to the unique needs and preferences of residents.

Industry

Health care and social assistance

Company size

10,000+ Employees

Headquarters location

Northbrook, IL, US

Year founded

1985

Social media

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