Truck Driver Jobs in Chicago, IL

40 active listings.

Non-CDL Flatbed / Hot Shot Truck Driver
Unknown company·Chicago, IL·contract

Seeking Non-CDL drivers for Flatbed and Hot Shot trailers in Chicago, IL. Must have experience, be 25+, and will earn 30% of the gross truck income, with potential for owner-operator assistance.

CDL Driver / Owner Operator
Unknown company·Chicago, IL·contract

Seeking owner-operators and Dry Van drivers offering freedom, stable loads, 10% commission for first 5 O/Os, fuel cards, 24/7 dispatch, and a flexible schedule. A cross-dock is available in Chicago.

CDL-A Dry Van Truck Driver
Arg Systems Inc·Chicago, IL·full time

Arg Systems Inc is hiring CDL-A Dry Van truck drivers for routes in the Midwest and South, with a yard in Chicago. The role offers up to $3,000 weekly, a $1,500 sign-on bonus, and requires 1+ year of experience.

CDL-A Flatbed/Conestoga Truck Driver
Unknown company·Chicago, IL·full time

Seeking CDL-A Flatbed/Conestoga drivers for long-haul routes with new Volvo trucks, offering 85 CPM or 33% of gross, and no deposit or escrow required. The company features its own yard and shop, with local dispatchers,

CDL Class A Long Haul Truck Driver
Unknown company·Chicago, IL·full time

A busy trucking company in Illinois is seeking CDL Class A drivers for stable, long-distance routes, offering 4000+ miles per week and up to 80 cents per mile.

CDL-A Flatbed/Conestoga Truck Driver
Unknown company·Chicago, IL·full time

Hiring CDL-A Flatbed/Conestoga truck drivers for stable routes with new Volvo trucks (2025-2027). Offers 85 CPM or 33% of gross, with bonuses and flexible scheduling. No deposit or escrow required.

NON CDL Straight Truck Driver (Class C)
Unknown company·Chicago, IL·full time

Hiring NON CDL Class C drivers for 26 ft straight trucks with 1+ year experience. Offers weekly pay, 4000+ miles per week, and new trucks with sleepers. Clean MVR required.

CDL Truck Driver (OTR/Regional)
Unknown company·Chicago, IL·full time

Hiring CDL truck drivers for OTR and regional routes with competitive pay up to $1.00 CPM. Offers paid training for drivers with no experience, modern trucks, and opportunities for owner-operators.

CDL Truck Driver
JET FREIGHT·Chicago, IL·full time

JET FREIGHT is hiring CDL truck drivers. Based in Chicago, with routes in the Midwest, offering $1.00 CPM and $3000+ weekly earnings. Detention pay of $25/hour applies after 2 hours. Requires legal work status (Green Car

CDL Truck Driver (OTR/Regional) - Flatbed/Heavy Haul
Unknown company·Chicago, IL·full time

Join as a CDL truck driver for OTR or regional routes with competitive pay (up to $1.00 CPM or 33% of gross), new trucks, and paid training. Opportunities for owner-operators also available.

CDL Truck Driver - OTR / Regional (Paid Training Available)
Unknown company·Chicago, IL·full time

Seeking CDL truck drivers for OTR and regional routes based out of Chicago, IL, offering up to $1.00 CPM or 33% of gross, potentially exceeding $150,000 annually. Paid training is available for those with no prior experi

Truck Driver / Owner Operator
KAVKAZ EXPRESS LLC·Chicago, IL·contract

KAVKAZ EXPRESS LLC is hiring Company Drivers, Lease Operators, and Owner Operators for US trucking, offering stable loads, professional dispatch, and flexible lease-to-own programs.

CDL Truck Driver (Company, Lease, Owner Operator)
KAVKAZ EXPRESS LLC·Chicago, IL·full time

KAVKAZ EXPRESS LLC seeks Company Drivers, Lease Operators, and Owner Operators for stable loads across American roads, offering professional dispatch and 24/7 support.

CDL-A Dry Van Truck Driver
Unknown company·Chicago, IL·full time

Seeking a CDL-A Dry Van Truck Driver for local routes in the Chicago, IL area, offering $3,000+ weekly with daily or every-other-day home time. Requires 2+ years experience.

CDL Truck Driver Recruitment
Unknown company·Chicago, IL·full time

A recruiter offers free assistance to CDL drivers to find reliable trucking jobs (Dry Van, Reefer, Car Hauler, Open Deck) with various companies, ensuring fair pay and good working conditions.

CDL Truck Driver - $150K+ Annually, No Exp, Paid Training
Unknown company·Chicago, IL·full time

Hiring CDL truck drivers for OTR and regional routes. Offers high pay ($1.00 CPM, up to $150,000+ annually), paid training for no experience, and no deposits. Company yard in Chicago, IL.

CDL Truck Driver
Unknown company·Chicago, IL·full time

Hiring CDL truck drivers for OTR and regional routes, paying $1.00 CPM or 30-33% of gross, with potential earnings over $150,000 annually. Paid training available for new drivers with no experience. Owner-operators are a

NON CDL Straight Truck Driver
Unknown company·Chicago, IL·full time

Seeking non-CDL Class C drivers for 26 ft straight trucks with at least one year of experience. The role offers weekly pay, compensation for all miles driven, and 4000+ miles per week.

Truck Driver (Solo & Owner Operators)
Unknown company·Chicago, IL·contract

Seeking solo and owner-operators for Flatbed, Stepdeck, and Conestoga routes, including OTR and regional options from Chicago, IL. No experience required; earn $150,000+ annually with no deposits.

CDL Owner Operator / Solo Driver (Flatbed/Stepdeck)
Unknown company·Chicago, IL·contract

Hiring Solo and Owner Operators for flatbed, stepdeck, and Conestoga routes primarily originating from Illinois, offering competitive annual income starting at $150,000+.

CDL Truck Driver - Solo & Owner Operators (Flatbed/Stepdeck)
Unknown company·Chicago, IL·contract

Hiring Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga trailers with flexible routes mainly around IL, OH, UT, TX. Offers high weekly earnings from $4,000+ and annual income over $150,000, with no deposits re

CDL Reefer Truck Driver
Unknown company·Chicago, IL·full time

Seeking CDL Reefer truck drivers with paid training and no experience needed. Earn up to $0.85 CPM with 3500+ miles weekly, no deposit required to start.

Solo & Owner Operator Truck Drivers
Unknown company·Chicago, IL·contract

Seeking solo and owner-operator truck drivers for Flatbed, Stepdeck, and Conestoga routes primarily in the Midwest and Western US. Based out of Chicago, IL, offers high pay and welcomes drivers without prior experience.

CDL Owner-Operator (Flatbed/Stepdeck)
Unknown company·Chicago, IL·contract

Seeking CDL Owner-Operators for flatbed, stepdeck, and Conestoga routes primarily originating from Illinois to Utah, Ohio, and Texas. Offers high pay ($150,000+ annually) with no tarping loads and accepts drivers with no

Owner Operator Truck Driver (Flatbed/Stepdeck)
Unknown company·Chicago, IL·contract

Seeking solo & owner operators for flatbed, stepdeck, and conestoga trucking, offering high weekly pay, flexible US routes (IL, UT, OH, TX) and accepting drivers with no prior experience. No deposits required.

CDL Solo & Owner Operator - Flatbed / Stepdeck / Conestoga
Unknown company·Chicago, IL·contract

Hiring CDL Solo and Owner Operators for Flatbed, Stepdeck, and Conestoga trucks based out of Chicago, IL. Offers regional and OTR routes with high earning potential and no tarping required.

Truck Driver (Solo & Owner Operator) - Flatbed/Stepdeck
Unknown company·Chicago, IL·contract

Hiring Solo and Owner Operators for flatbed, stepdeck, and Conestoga routes across the US. Earn $150,000+ annually with no tarping and no upfront deposits. Yard in Chicago, IL.

CDL Driver: Owner Operator (Flatbed, Stepdeck, Conestoga)
Unknown company·Chicago, IL·contract

Hiring Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga routes across the US, based out of Chicago, IL. Earn $150,000+ annually with no upfront deposits and various schedules available.

Truck Driver - Owner Operator / Solo
Unknown company·Chicago, IL·contract

Hiring Solo and Owner Operators for flatbed, stepdeck, and conestoga trucks, based out of Chicago, IL. Offers include high pay, no deposit, and no tarping, with routes across IL-UT, IL-OH, IL-TX. No experience required.

CDL Truck Driver (Solo & Owner Operators)
Unknown company·Chicago, IL·contract

Seeking CDL Solo and Owner Operators for Flatbed, Stepdeck, and Conestoga routes within the US, primarily IL-UT, IL-OH, IL-TX lanes. Offers high weekly earnings, no deposits, and no tarping.

CDL A Dry Van Truck Driver
AMEX LOGISTICS·Chicago, IL·full time

AMEX Logistics is hiring CDL A Dry Van Drivers with weekly earnings of $2500-$3500, paid training, and a $1000 hiring bonus. Parking available in Florida and Chicago. All experience levels accepted, no deposits required.

CDL-A Truck Driver (Reefer, Lowboy, RGN)
Unknown company·Chicago, IL·full time

Hiring CDL-A drivers for Reefer, Lowboy, and RGN routes, with operations starting from Illinois. Offers high weekly net pay, bonuses, new equipment, 24/7 support, and paid training for drivers with at least 2 years of Op

CDL Driver: Solo & Owner Operators (Flatbed/Stepdeck)
Unknown company·Chicago, IL·contract

Recruiting CDL Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga trucks with high pay and flexible routes across IL, UT, OH, TX. No experience required, no deposit needed.

Truck Driver (Solo & Owner Operator)
Unknown company·Chicago, IL·contract

Hiring Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga freight. Offers flexible routes across the US (OTR/regional) with potential annual income over $150,000. No experience required.

CDL Truck Drivers & Owner Operators
Unknown company·Chicago, IL·contract

Seeking Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga trucking. High earning potential, no experience needed, with routes based out of Illinois.

Dry Van CDL A Truck Driver
AMEX LOGISTICS·Chicago, IL·full time

AMEX Logistics is hiring CDL A Dry Van Truck Drivers. Earn up to $3500 weekly, with paid training, a $1000 hiring bonus, and no deposit required. Parking options in Florida and Chicago. All experience levels welcome.

Solo & Owner Operator Truck Driver
Unknown company·Chicago, IL·contract

Hiring Solo & Owner Operator truck drivers for Flatbed, Stepdeck, and Conestoga routes across the US (IL-UT, IL-OH, IL-TX). Offering pay starting from $208,000 annually, with flexible home time and no tarping. No experie

CDL Truck Driver - Solo & Owner Operators
Unknown company·Chicago, IL·contract

Seeking Solo & Owner Operators for Flatbed, Stepdeck, and Conestoga routes, offering high weekly pay with no deposits or tarping. Opportunities available for regional and OTR routes, with flexible schedules from Chicago,

CDL Dry Van Truck Driver
Unknown company·Chicago, IL·full time

Urgently seeking CDL Dry Van truck drivers for regional work around Chicago and OTR. Compensation up to $0.75 cpm or 32% of gross. Company yard and workshop located in Lake in the Hills, IL.

Truck Driver / Owner Operator (Flatbed, Stepdeck, Conestoga)
Unknown company·Chicago, IL·contract

Seeking solo and owner operators for flatbed, stepdeck, and conestoga trucks. Routes include IL-UT-IL, IL-OH-IL, and IL-TX-IL, with opportunities for OTR. No experience required.

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