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 2,941 high-paying for you in Chicago, IL. These driving jobs pay well, with salaries between $55,075 to $242,835 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Oct 25, 2026
Job title
Chicago, IL
Illinois
Job openings (Chicago)
Owner Operator Driver
Chicago
$4,443
per week
Illinois
$3,319
per week
Commercial Driver
Chicago
$2,728
per week
Illinois
$2,268
per week
Van Driver
Chicago
$2,219
per week
Illinois
$1,955
per week
Tanker Driver
Chicago
$1,929
per week
Illinois
$1,844
per week
Truck Driver
Chicago
$1,747
per week
Illinois
$1,631
per week
Driver (independent Contractor)
Chicago
$1,473
per week
Illinois
$889
per week
Local Driver
Chicago
$1,462
per week
Illinois
$1,212
per week
Bus Driver
Chicago
$24.35
per hour
Illinois
$23.81
per hour
Delivery Driver
Chicago
$21.41
per hour
Illinois
$20.02
per hour
Driver
Chicago
$18.68
per hour
Illinois
$20.97
per hour
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
-
Owner Operator Driver
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Please refer to the employers job description for complete details.
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 Schneider (6 jobs), L R LOGISTICS (5 jobs), and DR TRANS LLC (5 jobs).
Owner Operator Driver jobs take 68 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See jobsAverage pay
Chicago
$4,443 per weekIllinois
$3,319 per week -
Commercial Driver
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Please refer to the employers job description for complete details.
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 (34 jobs), Grane Transportation (1 job), and The First Choice (1 job).
Commercial Driver jobs take 57 days on average from job posting to starting date. Currently, 52% of job openings are part-time roles.
See jobsAverage pay
Chicago
$2,728 per weekIllinois
$2,268 per week -
Van Driver
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Please refer to the employers job description for complete details.
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 HPH Transport (4 jobs), Schneider (3 jobs), and MV Transportation (2 jobs).
Van Driver jobs take 66 days on average from job posting to starting date. Currently, 26% of job openings are part-time roles.
See jobsAverage pay
Chicago
$2,219 per weekIllinois
$1,955 per week -
Tanker Driver
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Please refer to the employers job description for complete details.
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 (2 jobs), LCL Bulk Transport, Inc. (2 jobs), and Southwaste (2 jobs).
Tanker Driver jobs take 71 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See jobsAverage pay
Chicago
$1,929 per weekIllinois
$1,844 per week -
Truck Driver
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Please refer to the employers job description for complete details.
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), A Man with a Plan Services LLc (13 jobs), and Schneider (11 jobs).
Truck Driver jobs take 93 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See jobsAverage pay
Chicago
$1,747 per weekIllinois
$1,631 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Driver (independent Contractor)
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Please refer to the employers job description for complete details.
Independent contractor drivers use their own vehicles for deliveries, managing their own schedules and client interactions. Strong self-management skills, reliable transportation and knowledge of local routes are essential in this role.
The top companies hiring Driver (independent Contractor) in Chicago, IL are Lyft Drivers (6 jobs), COOKIES BY DESIGN (1 job), and SEIU Local 1 (1 job).
Driver (independent Contractor) jobs take 60 days on average from job posting to starting date. Currently, 32% of job openings are part-time roles.
See jobsAverage pay
Chicago
$1,473 per weekIllinois
$889 per week -
Local Driver
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Please refer to the employers job description for complete details.
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), Lazer Logistics (3 jobs), and CR England (2 jobs).
Local Driver jobs take 66 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See jobsAverage pay
Chicago
$1,462 per weekIllinois
$1,212 per weekSkills
- Load & unload
- Bus driving
- Driving
-
Bus Driver
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Please refer to the employers job description for complete details.
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 Greyhound (2 jobs), Alltown Bus Service Inc (2 jobs), and TopView Sightseeing (2 jobs).
Bus Driver jobs take 105 days on average from job posting to starting date. Currently, 49% of job openings are part-time roles.
See jobsAverage pay
Chicago
$24.35 per hourIllinois
$23.81 per hourSkills
- Driving
- Forklift
- Freight
- Load & unload
- Automotive repair
-
Delivery Driver
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Please refer to the employers job description for complete details.
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 (36 jobs), and UPS (10 jobs).
Delivery Driver jobs take 170 days on average from job posting to starting date. Currently, 37% of job openings are part-time roles.
See jobsAverage pay
Chicago
$21.41 per hourIllinois
$20.02 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
-
Driver
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Please refer to the employers job description for complete details.
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 UPS (10 jobs), Lou Malnati's Pizzeria (10 jobs), and Goddess And The Baker (6 jobs).
Driver jobs take 81 days on average from job posting to starting date. Currently, 42% of job openings are part-time roles.
See jobsAverage pay
Chicago
$18.68 per hourIllinois
$20.97 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair