High-paying driving jobs in Chicago
Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.
We found 2,658 high-paying for you in Chicago, IL. These driving jobs pay well, with salaries between $51,970 to $241,745 per hour. Popular roles include Truck Driver, Delivery Driver and Owner Operator Driver.
Job title
Updated Aug 30, 2026Owner Operator Driver
Chicago
Illinois
Commercial Driver
Chicago
Illinois
Van Driver
Chicago
Illinois
Tanker Driver
Chicago
Illinois
Truck Driver
Chicago
Illinois
Local Driver
Chicago
Illinois
Bus Driver
Chicago
Illinois
Shuttle Driver
Chicago
Illinois
Delivery Driver
Chicago
Illinois
Driver
Chicago
Illinois
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Owner Operator Driver
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Owner Operator Drivers transport goods safely, manage logistics, and ensure compliance with regulations. Skills in route planning, knowledge of trucking regulations, and strong self-discipline are essential.
The top companies hiring Owner Operator Driver in Chicago, IL are Celtic Cartage (36 jobs), J.B. Hunt (7 jobs), and Schneider (5 jobs).
Owner Operator Driver jobs take 65 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See 312 jobsAverage pay
Chicago
$4,423 per weekIllinois
$3,370 per weekSkills
- Driving
- Van driver
- Tractor-trailer
- Truck driving
- Commercial driving
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Commercial Driver
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Commercial drivers operate various vehicles to transport goods or passengers, ensuring compliance with safety laws. A valid commercial driver's license and reliability are key qualifications for this role.
The top companies hiring Commercial Driver in Chicago, IL are AutoZone (37 jobs), ABS transportation (2 jobs), and Grane Transportation (1 job).
Commercial Driver jobs take 53 days on average from job posting to starting date. Currently, 49% of job openings are part-time roles.
See 94 jobsAverage pay
Chicago
$2,741 per weekIllinois
$2,241 per week -
Van Driver
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Van Drivers transport goods or passengers safely, maintain vehicle compliance, and ensure timely delivery. Valid driver's license, safe driving record, and reliability are essential.
The top companies hiring Van Driver in Chicago, IL are MV Transportation (2 jobs), Schneider (2 jobs), and HPH Transport (2 jobs).
Van Driver jobs take 66 days on average from job posting to starting date. Currently, 24% of job openings are part-time roles.
See 69 jobsAverage pay
Chicago
$2,270 per weekIllinois
$1,378 per weekSkills
- Van driver
- English
- Driving
- Communication skills
- Customer service
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Tanker Driver
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Tanker drivers transport liquid cargo while adhering to safety regulations. Key qualifications for this role include specialized training, attention to detail and experience working with hazardous materials.
The top companies hiring Tanker Driver in Chicago, IL are Schneider (4 jobs), Valor (3 jobs), and LCL Bulk Transport, Inc. (2 jobs).
Tanker Driver jobs take 79 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See 37 jobsAverage pay
Chicago
$1,949 per weekIllinois
$1,858 per weekSkills
- Tanker
- Driving
- Truck driving
- English
- Regional lane
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Truck Driver
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Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
The top companies hiring Truck Driver in Chicago, IL are McLeod Express (56 jobs), Schneider (12 jobs), and Roehl Transport (11 jobs).
Truck Driver jobs take 90 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 1,187 jobsAverage pay
Chicago
$1,760 per weekIllinois
$1,642 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
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Local Driver
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Local Drivers transport goods, ensure timely deliveries, and maintain vehicle condition. Knowledge of local routes, a clean driving record, and the ability to manage time effectively are essential.
The top companies hiring Local Driver in Chicago, IL are J.B. Hunt (9 jobs), Al Warren Oil Company, Inc. (3 jobs), and BlueLinx (2 jobs).
Local Driver jobs take 73 days on average from job posting to starting date. Currently, 5% of job openings are part-time roles.
See 102 jobsAverage pay
Chicago
$1,334 per weekIllinois
$1,188 per weekSkills
- Load & unload
- Bus driving
- Driving
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Bus Driver
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Bus Drivers transport passengers, ensure on-time service, and maintain vehicle safety. Essential qualifications include driving license, route navigation proficiency, and passenger communication skills.
The top companies hiring Bus Driver in Chicago, IL are Distinctive Schools (2 jobs), Alltown Bus Service Inc (2 jobs), and TopView Sightseeing (2 jobs).
Bus Driver jobs take 110 days on average from job posting to starting date. Currently, 50% of job openings are part-time roles.
See 77 jobsAverage pay
Chicago
$24.37 per hourIllinois
$23.53 per hourSkills
- Driving
- Forklift
- Freight
- Load & unload
- Automotive repair
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Shuttle Driver
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Shuttle drivers transport passengers between locations, ensuring a safe and friendly experience. Strong customer service skills and a clean driving record are essential for this role.
The top companies hiring Shuttle Driver in Chicago, IL are Metropolis (2 jobs), LAZ Parking (1 job), and WeDriveU (1 job).
Shuttle Driver jobs take 79 days on average from job posting to starting date. Currently, 32% of job openings are part-time roles.
See 27 jobsAverage pay
Chicago
$22.31 per hourIllinois
$21.30 per hourSkills
- Driving
- English
- Communication skills
- Customer service
- Shuttle driving
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Delivery Driver
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Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
The top companies hiring Delivery Driver in Chicago, IL are Jimmy John's Sandwiches (76 jobs), Domino's (35 jobs), and Insomnia Cookies (7 jobs).
Delivery Driver jobs take 169 days on average from job posting to starting date. Currently, 43% of job openings are part-time roles.
See 495 jobsAverage pay
Chicago
$21.35 per hourIllinois
$19.94 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
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Driver
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Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
The top companies hiring Driver in Chicago, IL are Uber Drivers (20 jobs), Lou Malnati's Pizzeria (10 jobs), and Goddess And The Baker (6 jobs).
Driver jobs take 72 days on average from job posting to starting date. Currently, 42% of job openings are part-time roles.
See 258 jobsAverage pay
Chicago
$18.28 per hourIllinois
$20.88 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair