Top Trucking Jobs near Chicago, IL

U.S. Xpress is hiring dedicated drivers in your area • Great Home Time & Pay • Earn up to $70,000 or more annually • Bonuses may be available ️️

Unlimited Carrier is partnering with Owner Operators in your area💰 Take Home $5,250+ 🌟 $2,500 Sign On Bonus ⛽️ $.15 CPG fuel discount ️️

Western Dairy Transport is hiring OTR drivers in your area • Average Weekly Pay: $1,400-$1,600 • Late Model Peterbilt & Kenworth Equipment ️️

CRST is hiring Class A drivers • SIGN ON BONUS • $95K - $105K/year • Guaranteed Weekly Minimum Pay • Various Home time Options ️️

Check out these Lease Purchase Opportunities with ATS! No money down, No credit check! Earn $4,800-$6,600 gross weekly! Ask about sign on bonus!  ️️

Ryder is hiring regional CDL-A drivers in your area 💰 Earn $1,600+ Weekly 🗓️ Monday-Friday 🌟 $1K Sign On Bonus ️️

Hill Bros. is hiring regional CDL-A truck drivers in your area • Earn $1,700 Weekly • 34 to 48 Hour Reset At Home Every Week! • Plenty of Miles! ❤️ No COASTS! ️️

Schneider is partnering with Owner Operators in your area • Haul 100% no-touch freight in dry van trailers • 60% Drop and Hook ️️

CDL-A drivers earn $1,094.00 - $2,103.53 /week with System Transport • OTR Routes, Flatbed Hauls • TRANSITION PAY PACKAGE • Full Benefits ️️

Driver Driven has Lease Purchase openings! Earn $200K+ Annually + Fuel Discounts + Bonuses + No Force Dispatch + MORE!  ️️

Roehl Transport is hiring regional drivers in your area • Earn $1,030 – $1,650 per week • Address-to-Address practical mileage pay ️️

Continental Express is hiring local drivers in Lowell, IN • 2026 Freightliner Cascadias! •  One of 2026 Best Fleets to Drive For! ️️

Arka Express is hiring local drivers in your area • $1,500-$1,700 weekly average earnings • Great health insurance and other top benefits ️️

UACL Logistics is seeking Flatbed & Van Owner Operators in your area • Earn $2,500-$5,500 Per Week + $5,000 Sign On Bonus! • 24/7 Support • U-Save Driver Discount Program ️️

FREYMILLER is partnering with Owner Operators in your area • Steady miles • High-paying freight  • Weekly Pay • BIG SIGN-ON COMPENSATION ️️

PTS Worldwide Inc. is hiring OTR Team drivers in your area • Minimum 2 years recent & verifiable Class A experience • Guaranteed: $3,000 a week ($1,500 per driver) ️️

Schuster Company is hiring regional drivers in your area • Pay is between $70,000-$75,000 per year • Weekly home time ️️

Team DriveAway is hiring for an OTR 1099 Contract Position. Driving 2-, 3-, or 4-Way deck units to delivery location in U.S. and Canada ️️

Western Dairy Transport is hiring OTR drivers in your area • Average Weekly Pay: $1,400-$1,600 • Late Model Peterbilt & Kenworth Equipment ️️

Anderson Trucking Service is Signing Regional CDL-A Lease Purchase Drivers • Take Home $1,550-$2,250 Weekly! • NEW $3,000 Sign On Bonus! • No Money Down • No Credit Check ️️

Driver Driven has Lease Purchase opening! Earn $200K+ Annually + Fuel Discounts + Bonuses + No Force Dispatch + MORE!  ️️

UACL Logistics is seeking flatbed Owner Operators in your area • Earn $2,000 Weekly • Home every other week   ️️