Chicago is a major economic center with strong demand across finance, logistics, tech, and healthcare. Companies such as United Airlines, Boeing, McDonald’s, and Stripe have deep roots in the city. Jobs in Chicago benefit from a lower cost of living than coastal hubs while still offering access to world-class employers.
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41 Driving jobs in Chicago currently available
OTR CDL A Driver Home Every Weekend, Dedicated Lanes
NewPosted 08 May 2026Green Lines Transportation, Inc.Job Description: OTR CDL A Driver Home Every Weekend, Dedicated LanesCall ex. 218 Immediately! These opportunities won t last long! Green Lines Transportation is looking for CDL A Flatbed Drivers. We are busy. We have been Family Owned and Operated for over 30 years. We are one of the top paying carriers in the Industry while maintaining excellen...
Job Description: Class A CDL Driver OTR Freight Up To $200,000+ About the Company: Founded in 2008 by Ross Sapir, Roadway Moving is built on the core principles of accountability, kindness, generosity, and dedication. These values drive a culture of excellence, where our people not just our trucks set us apart in a crowded industry. We believe...
Job Description: OTR CDL A Truck Drivers wanted for a Dedicated run - OTR, out 2-3 weeks over the road Choose % of Line Haul or CPM and take control of your earnings! 30% of gross line haul OR up to 65 CPM depending on experience $2,500 weekly gross average (1099) Out 2-3 weeks at a time, OTR freight Drop and Hook, No Touch Dry Van hau...
Job Description: WALLER TRUCK CO IS HIRING EXPERIENCED OTR CDL A TRUCK DRIVERS! OUR DRIVERS EARN $0.60 CPM & HAVE WEEKLY HOME TIME JOIN US AND ENJOY CONSISTENT MILES, GENEROUS BENEFITS, AND A TEAM THAT IS DEDICATED TO YOUR SUCCESS AND HAPPINESS! What We Offer Our Truck Drivers: $0.60 CPM $0.12 CPM Per Diem Weekly Home Time 90% Dro...
Dedicated Tanker nighttime truck driver Average pay: $1,250-$1,520 weekly Home time: Daily Experience: 3 months or greater CDL experience Overview Haul sodium silicate with tanker trailers. Load and unload non-hazardous liquid chemical loads from tankers. 10 loads per week. Pay and bonus potential Mileage pay and load pay, plus hourly pay whi...
U.S. Xpress is offering a high-earning dedicated opportunity for drivers who take pride in working hard and want to be rewarded for it. This position involves driver unloading, and we make sure that effort is recognized with top-tier pay—$0.82 - $0.85 CPM, paid training, and a $2,500 sign-on bonus. You'll run predictable routes delivering everyday ...
Average $1,325+ per week Home Weekly 100% No Touch Freight Backhaul & Stop Pay Paid Vacation Benefits: Health, Dental & Vision Insurance with prescription benefits for employees and dependents Paid vacation after 1 year 401(k) Match Basic and Supplemental Life Insurance and Accidental Death and Dismemberment Insurance Short-Term and Long-Term Dis...
Tanker truck driver Average pay: $980-$1,490 weekly Home time: Every other week Experience: All CDL holders Overview Haul 75% non-hazardous freight in tanker trailers. Get home for three days every other weekend. Pay and bonus potential Mileage pay, plus hourly pay while on duty, not driving. Weekly performance pay. Earn up to $0.03 m...
Dedicated truck driver - Toro Average pay: $1,020-$1,250 weekly Home time: Weekly Experience: All CDL holders Overview Haul lawn and garden freight in dry van trailers. 100% no-touch and 75% drop-and-hook freight. 5-10 loads per week with 1-2 stop-offs per load. Drive within the Midwest, Northeast and South. Pay and bonus potential Mileage pay...
Dedicated truck driver - Syndicate Sales Average pay: $1,310-$1,600 weekly Home time: Weekly Experience: All CDL holders Overview Dry van trailer hauling vases and plastic containers. Hand unloads freight with pallet jack and 25% drop-and-hook. 1-3 loads per week with multiple stop-offs per load. Drive east of the Rocky Mountains. Pay and bonu...
Jobs in Chicago center on finance, manufacturing, food processing, and a rapidly growing tech sector. Boeing, United Airlines, Abbott Laboratories, JPMorgan Chase, and Northwestern Medicine are major employers. Salaries are competitive nationally while the cost of living sits well below New York or San Francisco, making it an attractive market for professionals. The CTA "L" train and Metra commuter rail form one of the country's best public transit networks. Key employment districts include the Loop, River North, Fulton Market, and the growing West Loop tech hub. Chicago is also a major logistics center thanks to O'Hare Airport and its central rail connections.