Independent Business Owner

Chicago,IL

Job Title or Keyword

City, State, or Zip Code

Commute Time

Date Posted

Title

Job Type

Benefits

Pay

485 Independent Business Owner jobs in Chicago,IL

CDL A Owner Operator Drivers

roadrunner

Gary, IN 46401

$4,000/wk

Valid CDL A license
1 year verifiable experience

SmartExplore AI is experimental.

New, Posted 2 hours ago

CDL A OTR Owner Operator

Accelerated Services Auto Transporters

Chicago, IL 60629

$2,500 bonus

OnsiteHealth InsuranceRetirement Benefit

Minimum 3 years of Class A OTR experience
2 years of verifiable 9-car hauling experience
Clean driving records and strong safety history
Ability to pass DOT physical and drug screenings
Strong work ethic and commitment to on-time, damage-free deliveries

SmartExplore AI is experimental.

Class A CDL Team Owner Operator - 6mo EXP Required - Regional - $4k - $10k per week - UACL Logistics

UACL Logistics

Chicago, IL 60604

$5,000 bonus

Must be at least 21 years old
Must have a valid class A CDL
6 months experience

SmartExplore AI is experimental.

New, Posted 11 hours ago

Rural Insurance Sales and Service

PLATINUM SUPPLEMENTAL INSURANCE

Lincolnwood, IL 60712

RemoteChat NowUrgently Hiring

18+
Comfortable with Travel: You're 18+ and ready for overnight travel Monday-Thursday within your assigned territory.

SmartExplore AI is experimental.

New, Posted 1 day ago

CDL A Owner Operator Drivers

roadrunner

Chicago, IL 60290

$4,000/wk

Valid CDL A license
1 year verifiable experience

SmartExplore AI is experimental.

CDL-A Truck Driver - Owner Operator

Chicago Intermodal Transportation

Glenview, IL 60025

$4,500-$5,000/wk

Valid CDL-A
One year of experience
Must be an Owner Operator
Owner Operators must have their own plates

SmartExplore AI is experimental.

CDL-A Truck Driver | Owner Operator

J.B. Hunt

Oak Lawn, IL 60453

~ 38 min Onsite

Class A CDL required
Must have 6 months of driving experience
Must be a CDL-A Owner Operator with 6+ months of experience.

SmartExplore AI is experimental.

New, Posted 1 day ago

Hazmat - CDL-A Owner Operator - 1yr EXP Required - Regional - Tanker - $4k - $5k per week - H/N Endorsements Required - Quality Carriers

Quality Carriers

Chicago, IL 60604

$4,000-$5,000/wk

$6,000 bonus

OnsiteHealth Insurance

CDL-A with Tanker and Hazmat Endorsements
HAVE TWIC Card or Must Be Willing to Obtain a TWIC Card
1 Year of Tractor Trailer Experience, Tanker Experience Preferred
Have or Be Willing to Obtain Passport
Trucks Must be 2016 or Newer and No Taller than 12'6”

SmartExplore AI is experimental.

New, Posted 1 day ago

CDL-A Owner Operator Auto Haulers Needed: Earn $250,000–$350,000+ per year, Regional and OTR Routes

Proficient Auto Transport

Chicago, IL 60609

$350,000/yr

Have an established Business entity (LLC, Corporation, Sole Proprietor, etc.) and the acumen to run a strong, independent business
Be 22 years of age or older
Possess a Valid Class A CDL License from your state of residence
Have a Minimum of two (2) years of Class A Commercial Driving Experience
Have a Minimum of one (1) years Car Hauling Experience
Have an acceptable Motor Vehicle Record
Pass a DOT physical and drug screen
Have or be able to obtain a TWIC card
Be able to read, write, and speak English as required by FMCSA regulations
Have insurance and/or be willing to participate in Carrier-facilitated insurance
Class 7 or 8 semi-truck or truck-tractor with a high mount or stinger mount fifth wheel (“gooseneck” hitch not approved)
High-capacity (6+ car) configuration with strap tiedown technology free from defects and/or damages
Ten (10) years or newer; older equipment may be approved after review
Visually clean, no oil leaks, no major structural damage, no visual defects and capable of representing company quality service commitments
All tractor emission control devices and systems must be present and functional as designed by the original equipment manufacturer
Must be outfitted with the original equipment manufacturer fall protection and ladders to access the upper decks safely
DOT inspection within the last 30 days required

SmartExplore AI is experimental.

New, Posted 1 day ago

CDL-A Owner Operator - 6mo EXP Required - Local - Intermodal - Universal Logistics

universal logistics

Chicago, IL 60604

$1,000/day

$5,000 bonus

6 months or more of tractor trailer experience in the last 5 years
CDL A
At least 21 years of age
2005 or Newer Truck
Clean driving record with proven safe-driving history
No DUI/OWI in the last 5 years
No more than 2 moving violations in the last 3 years
No more than 2 preventable accidents in the last 3 years
Pass physical/drug screen
Criminal background check

SmartExplore AI is experimental.

Recent Searches

Browse Jobs in Top Cities

Browse Jobs by State

Browse Jobs by Title

© 2026 Jobs2Careers. All rights reserved.

Your Privacy Choices California Consumer Privacy Act (CCPA) Opt-Out Icon

Logos provided by Logo.dev

Privacy Policy, Terms of Use, and Your Privacy Choices

Browse Jobs in Top Cities

Browse Jobs by State

Browse Jobs by Title

© 2026 Jobs2Careers. All rights reserved.

Your Privacy Choices California Consumer Privacy Act (CCPA) Opt-Out Icon

Logos provided by Logo.dev