Truck Driver Jobs in Chicago, IL

69 active listings.

Job market snapshot: Truck Driver Jobs in Chicago, IL

Based on 69 active listings on Work4You (30 posted in the last 7 days). Updated November 4, 2026. Pay figures are medians of the pay stated in listings; owner-operator gross revenue is excluded.

Typical stated pay

$4,000/weekrange $3,000–$14,500 · 11 listings
$0.78/milerange $0.75–$0.80 · 9 listings
$144,800/yrrange $82,500–$150,000 · 8 listings

Schedule

Full-time97%
Contract3%

Employers hiring now

JET FREIGHT SERVICES6 openings
CADENCE2 openings
Truck Drivertoday
CDL Truck Driver (Dry Van, Reefer, Flatbed, Step Deck)
Chicago, ILfull time

A transportation company is seeking experienced truck drivers to join their team. This position offers flexible payment options, allowing drivers to choose between earning up to $0.80 per mile or receiving 30% of the gro

CCADENCE
Truck Drivertoday
Dry Van & Step Deck Truck Driver
Chicago, ILfull time

A transportation company based in Chicago, Illinois, is currently seeking experienced truck drivers for Dry Van and Step Deck operations. The employer provides drivers with new equipment to ensure a reliable and comforta

PPrivate employer
Truck Drivertoday
Dry Van and Step Deck Truck Driver
Chicago, ILfull time

The employer is currently seeking experienced truck drivers for Dry Van and Step Deck operations based out of Chicago, Illinois. This position offers a competitive pay structure based on 30% of the gross revenue. Drivers

PPrivate employer
Truck Drivertoday
CDL / Non-CDL 3-Car Hauler Driver
Chicago, ILfull time

The employer is seeking drivers for a 3-car hauler operation using brand new 2024–2025 Ford F-350 trucks paired with Kaufman trailers. This position is available for both CDL and Non-CDL holders. The role involves over-t

PPrivate employer
Truck Drivertoday
CDL-A Truck Driver (Solo and Team)
Chicago, ILfull time

An established trucking company is seeking professional CDL-A drivers for both solo and team positions to operate reefer trailers. The primary route runs between the Midwest and California, with drivers expected to cover

PPrivate employer
Truck Drivertoday
Reefer Truck Driver
Chicago, ILfull time

A transportation company is looking for Reefer Truck Drivers to join their team with some of the best conditions in the industry. The role involves operating refrigerated trailers and ensures a high volume of work, with

PPrivate employer
Truck Drivertoday
CDL Truck Driver (Dry Van, Reefer, Flatbed)
Chicago, ILcontract

A transportation company is looking for experienced truck drivers to join their team, offering competitive pay structures including up to $0.80 per mile or 30% of the gross revenue. Drivers will have the opportunity to o

CCADENCE
Truck Drivertoday
CDL-A Truck Driver (Dry Van / Flatbed / Stepdeck)
Chicago, ILfull time

An established logistics company is seeking CDL-A truck drivers for Dry Van, Flatbed, and Stepdeck operations based out of Chicago. The role offers a competitive compensation package starting at $4,000 per week, with pay

PPrivate employer
Truck Drivertoday
CDL Class A Truck Driver (Dry Van / Reefer)
Chicago, ILfull time

The employer is currently seeking experienced CDL Class A drivers to join their trucking team based in Chicago, Illinois. This position offers stable work with consistent routes hauling Dry Van and Reefer trailers. Drive

PPrivate employer
Truck Drivertoday
Car Hauler Driver (Ford F-350)
Chicago, ILfull time

An established logistics company based in Chicago is currently seeking dedicated drivers for car hauling operations. The role involves operating a brand new 2024–2025 Ford F-350 pickup truck equipped with a three-car tra

PPrivate employer
Truck Drivertoday
CDL Truck Driver (Dry Van / Reefer)
Chicago, ILfull time

A Chicago-based transportation company is seeking three experienced CDL Class A drivers to join their team. The employer offers a highly competitive compensation structure paying 32% of the weekly gross revenue, with gro

PPrivate employer
Truck Driver4 days ago
Dry Van & Step Deck Truck Drivers
Chicago, ILfull time

The employer is actively seeking experienced Dry Van and Step Deck Truck Drivers to join their team in Chicago, Illinois. This full-time driving opportunity offers competitive compensation, with drivers earning 30% of th

PPrivate employer
Truck Driver4 days ago
CDL Driver (Dry Van & Step Deck)
Chicago, ILfull time

An employer is currently hiring experienced Dry Van and Step Deck Truck Drivers to operate out of Chicago, Illinois. This position offers an opportunity to work with new trucks and a clear compensation structure. Drivers

PPrivate employer
Truck Driver4 days ago
Car Hauler (CDL/Non-CDL)
Chicago, ILfull time

The employer is seeking Non-CDL 3-Car Haulers to operate a Ford F-350 (2024-2025) with a Kaufman 3-car trailer. The base of operations is Chicago, IL, with routes covering 48 states; specific directions are negotiable. T

PPrivate employer
Truck Driver4 days ago
CDL Solo Flatbed/Stepdeck/Conestoga Driver
Chicago, ILfull time

The employer is seeking CDL Solo drivers for Flatbed, Stepdeck, and Conestoga operations. This role offers high compensation, with drivers earning 30-32% of gross, typically over $1 per mile, and an annual income exceedi

PPrivate employer$150,000/yr gross
Truck Driver4 days ago
CDL Driver | One Pick - One Drop
Chicago, ILfull time

The employer is seeking an experienced CDL Driver for a dedicated, permanent driving route based out of Chicago, Illinois. This role focuses on simplicity with a single pick-up and a single drop-off per run, ensuring no

PPrivate employer
Truck Driver4 days ago
CDL-A Driver (Dry Van/Flatbed/Stepdeck)
Chicago, ILfull time

The employer is actively seeking CDL-A Truck Drivers for Dry Van, Flatbed, and Stepdeck operations. This role offers competitive earnings starting from $4000 per week, or $1 per mile, with the potential for up to 35% of

PPrivate employer
Truck Driver5 days ago
CDL Driver
Chicago, ILfull time

The employer is seeking an experienced CDL Driver to join their team. This position is based in Chicago, Illinois, and offers a competitive compensation package with a focus on safety and performance. Drivers will earn 3

PPrivate employer$120,000 – $144,000/yr gross
Truck Driver5 days ago
Flatbed CDL Driver
Chicago, ILfull time

The employer is seeking a dedicated Flatbed Driver to join their team in Chicago, Illinois. This full-time role offers stable routes and a strong focus on driver satisfaction. Drivers can expect to earn starting from $4,

PPrivate employer$4,000/week gross
Truck Driver5 days ago
Experienced CDL Driver (Dry Van / Reefer)
Chicago, ILfull time

The employer is seeking three experienced CDL drivers to join their team in Chicago, Illinois. This position offers competitive pay, with drivers earning 32% of the gross revenue. The company's gross income starts from $

PPrivate employer$10,000/week gross
Truck Driver6 days ago
Step Deck Conestoga Truck Drivers
Chicago, ILfull time

The employer is seeking experienced Step Deck Conestoga Truck Drivers to join their team. The operational base for this position is located in Chicago, Illinois. This is an opportunity for drivers looking for consistent

PPrivate employer
Truck Driver6 days ago
Step Deck Conestoga Truck Driver
Chicago, ILfull time

The employer is actively seeking experienced Step Deck Conestoga Drivers to join their team. This role is based out of Chicago, Illinois, serving as the main operational hub. Drivers will be responsible for operating Fla

PPrivate employer
Truck Driver6 days ago
CDL Step Deck Conestoga Driver
Chicago, ILfull time

The employer is seeking a Step Deck Conestoga Truck Driver to join their team. The base for this position is in Chicago, IL. Drivers will operate Flatliner and Volvo trucks. This role involves transporting various types

PPrivate employer
Truck Driver6 days ago
3-Car Hauler Driver (Non-CDL)
Chicago, ILcontract

The employer is seeking a 3-car hauler based in Chicago, IL. This role is open to both CDL and Non-CDL drivers. The position involves operating a 2024–2025 Ford F-350 with a Kaufman 3-car trailer. Routes cover the 48 con

PPrivate employer$3,000/week gross
Truck Driver6 days ago
CDL-A Driver
Chicago, ILfull time

The employer is looking for CDL-A Dry Van Drivers based in Chicago, Illinois. This position offers a competitive pay rate of up to $0.85 per mile and provides the benefit of being home weekly for your restart, allowing f

PPrivate employer
Truck Driver6 days ago
CDL-A OTR Dry Van Truck Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking experienced CDL-A Over-The-Road (OTR) Dry Van Truck Drivers for routes primarily from Chicago to California along the I-80 corridor. Drivers can expect to average 3500-4500 miles per week,

JJET FREIGHT SERVICES$3,000 – $3,500/week
Truck Driver6 days ago
CDL-A OTR Dry Van Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking an experienced CDL A Over-the-Road (OTR) Truck Driver for dry van operations. This position primarily involves routes between Chicago, IL, and California, utilizing the I-80 corridor. Driv

JJET FREIGHT SERVICES$0.75/mile
Truck Driver6 days ago
Truck Driver (CDL Class A)
Chicago, ILfull time

The employer is actively seeking an experienced CDL Class A Driver for a full-time position based in Chicago, Illinois. This role offers stable work with consistent routes and attractive compensation, including weekly pa

PPrivate employer
Truck Driver6 days ago
CDL-A Stepdeck Truck Driver
Chicago, ILfull time

The employer is seeking a CDL-A Stepdeck Driver. This role involves regional routes primarily between Chicago and Houston, offering drivers the benefit of being home on weekends, with the specific schedule discussed indi

PPrivate employer$3,500 – $4,500/week gross
Truck Driver6 days ago
CDL Class A Driver
Chicago, ILfull time

NVT Group Inc. is seeking a professional CDL Class A Driver to be based out of Chicago, Illinois. This role involves transporting goods using modern Freightliner Cascadia trucks from 2022-2025, operating with both Step D

NNVT Group Inc
Truck Driver7 days ago
Experienced CDL Driver (Dry Van/Reefer)
Chicago, ILfull time

The employer is seeking three experienced CDL truck drivers to join their team. This full-time position offers a competitive compensation package of 32% of the gross revenue, potentially leading to annual earnings starti

PPrivate employer
Truck Driver7 days ago
CDL Class A Truck Driver
Chicago, ILfull time

An unknown transport company in Chicago, Illinois, is seeking experienced CDL Class A drivers for full-time work. The employer offers competitive pay ranging from $0.80 to $1.00 per mile (CPM), with stable weekly payouts

PPrivate employer
Truck Driver7 days ago
CDL Class A Driver
Chicago, ILfull time

An unknown transportation company is seeking experienced CDL Class A Drivers to join their team in Chicago, Illinois. The employer offers a stable work environment with competitive weekly payments and no upfront deposit

PPrivate employer
Truck Driver7 days ago
CDL Reefer Truck Driver (No Experience)
Chicago, ILfull time

The employer is seeking Reefer CDL Drivers for full-time positions across the USA. This opportunity welcomes drivers without prior experience, offering a straightforward path into professional trucking. Drivers can expec

PPrivate employer
Truck Driver7 days ago
CDL Truck Driver - Dry Van
Chicago, ILfull time

The employer is seeking experienced CDL Dry Van Drivers to operate routes primarily covering the South and West Coast regions of the United States. The main operational base for this position is located in Chicago, Illin

PPrivate employer$0.75 – $0.80/mile
Truck Driver7 days ago
CDL-A OTR Truck Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking a CDL-A Over-The-Road (OTR) Truck Driver for routes operating between Chicago, Illinois and California, specifically along the I-80 corridor. The company's base is located in Chicago, IL.

JJET FREIGHT SERVICES$0.75/mile
Truck Driver7 days ago
CDL-A OTR Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking experienced CDL-A Over-the-Road (OTR) Truck Drivers to operate routes primarily between Chicago, Illinois, and California, utilizing the I-80 corridor. This opportunity is ideal for driver

JJET FREIGHT SERVICES$75,000 – $90,000/yr
Truck Driver7 days ago
OTR CDL-A Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking an experienced CDL-A Over-The-Road (OTR) Truck Driver based out of Chicago, Illinois. The employer is looking for dedicated professionals to operate on a consistent route from Chicago to C

JJET FREIGHT SERVICES
Truck Driver7 days ago
CDL-A Over-The-Road (OTR) Driver
Chicago, ILfull time

JET FREIGHT SERVICES is seeking experienced CDL-A OTR Truck Drivers for dedicated routes between Chicago, IL and California along I-80. This position offers a competitive pay rate of $0.75 per mile, with additional payme

JJET FREIGHT SERVICES$0.75/mile
Truck Driver7 days ago
CDL-A Stepdeck Driver
Chicago, ILfull time

The employer is seeking an experienced CDL-A Stepdeck Driver for a full-time position. This role primarily involves transporting goods on a dedicated route between Chicago, Illinois, and Houston, Texas. Drivers can expec

PPrivate employer$3,500 – $4,500/week gross
Truck Driver7 days ago
CDL Truck Driver
Chicago, ILfull time

The employer is actively seeking three experienced CDL Class A drivers for full-time positions based out of Chicago, Illinois. Successful candidates will have the opportunity to operate modern 2025 trucks, with a choice

PPrivate employer
Truck Driver7 days ago
CDL A Truck Drivers
Chicago, ILfull time

NLE Inc. is actively seeking CDL A Truck Drivers in Chicago, IL. The employer welcomes applicants of varying experience levels, as prior experience is not always required for available positions. A HAZMAT and Tanker endo

NNLE Inc.
Truck Driver7 days ago
Step Deck Conestoga Driver
Chicago, ILfull time

The employer is seeking dedicated Step Deck Conestoga Drivers to operate out of their Chicago, IL base. This role involves driving Freightliner and Volvo trucks. Drivers will be compensated with 30% of the gross revenue,

PPrivate employer
Truck Driver7 days ago
Truck Driver (Step Deck Conestoga)
Chicago, ILfull time

The employer is seeking experienced Step Deck Conestoga Truck Drivers to be based out of Chicago, IL. This role involves operating Flatliner and Volvo trucks. Drivers will be compensated 30% of the gross revenue, with pa

PPrivate employer
Truck Driver7 days ago
Step Deck Conestoga CDL Driver
Chicago, ILfull time

The employer is seeking experienced Step Deck Conestoga drivers to join their team. The base of operations for this driving position is located in Chicago, IL. Drivers will receive compensation equal to 30% of the gross

PPrivate employer
Truck Driver7 days ago
CDL Driver (Step Deck Conestoga)
Chicago, ILfull time

The employer is seeking experienced Step Deck Conestoga Truck Drivers based out of Chicago, Illinois. This full-time role involves operating Flatliner and Volvo trucks, transporting goods, and ensuring timely deliveries.

PPrivate employer
Truck Driver7 days ago
CDL Car Hauler Driver
Chicago, ILfull time

The employer is seeking experienced CDL Car Hauler Drivers to join their team. This role involves operating a CarHauler 9 truck, with an individual work schedule. This position offers constant routes, featuring pickups d

PPrivate employer$7,000/week gross
Truck Driver7 days ago
CDL CarHauler Driver
Chicago, ILfull time

The employer is seeking experienced CDL CarHauler Drivers for full-time positions. This role offers highly competitive compensation, with drivers earning up to 32% of a weekly gross of $25,000, resulting in potential wee

PPrivate employer$7,000/week gross
Truck Driver7 days ago
CDL-A Dry Van OTR Truck Drivers
Chicago, ILfull time

The employer is seeking experienced CDL-A Dry Van Over-The-Road (OTR) Truck Drivers for consistent routes primarily between Chicago and California, with additional routes through Denver and Dallas. The main base of opera

PPrivate employer$0.75/mile
Truck Driver7 days ago
CDL-A Dry Van Truck Driver
Chicago, ILfull time

A small, family-owned company is seeking dedicated CDL-A Dry Van Drivers for a full-time position. The employer fosters a supportive and humane environment, treating drivers with respect, which is reflected in their long

PPrivate employer$0.80/mile

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