Top Trucking Jobs near Chicago, IL

Ryder is hiring OTR CDL-A drivers in Chicago, IL 💰 Earn $2,100+ Weekly 🏡 No Weekends 🌟 $500 Sign On Bonus ️️

U.S. Xpress is hiring OTR drivers in your area • Earn 57 - 64 CPM Based On Experience + Sign On Bonus! • Consistent Miles • Receive 24/7 Support • Great Benefits! ️️

Ruan is hiring CDL-A drivers in Pleasant Prairie, WI 💰 Earn $90K/Year 🗓️ 5 Days On, 2 Days Off 🚛 Drop + Hook Freight️️

AJ Weigand is hiring OTR drivers in your area • Extremely Flexible Home Time • $2K Transition Bonus • Apply  ️️

WEL Companies is partnering with Class A Independent Contractors in your area • 70% Gross Revenue + 86% FSC + 100% Company Paid Reefer Fuel ️️

Forward Air is partnering with Owner Operators near you! • Average $4,000 weekly gross + $2,000 sign on bonus offered! • Flexible Schedule and Home Time. No touch, Drop & Hook Freight. Apply today: ️️

Flatbed CDL-A drivers earn $0.55 - $0.60 per mile with System Transport • OTR Routes • 4 Months of Experience Required • LEARN MORE️️

AAA Freight is hiring OTR drivers in your area • Rent & lease-to-own available • Weekly gross: up to $10,000 • Get 100% gross in the first week and earn 88% afterward  ️️

Class A drivers are earning $55,000 - $78,000 Annually with Sisbro • 100% Company Paid Medical Premiums for Driver PLUS Family • $2,000 Sign On Bonus ️️

Industry leading benefits, personal dispatcher, new equipment, and much more! ️️

Bennett Motor Express is partnering with Class A OTR Owner Operators • Competitive Pay • $1,000 Orientation Bonus • No Forced Dispatch ️️

Decker is hiring OTR drivers in your area • $5,000 Bonus Per Qualifying Driver • Earn $1,600-$2,500 per driver + Bonuses! Apply today!  ️️

Schneider is hiring dedicated drivers in your area • Haul 100% no-touch freight with reefer and dry van trailers • Mileage pay and load pay ️️

Put your career in high gear with Wilson Line's superior trucks. ⚙️✨🚛 We're inviting top drivers to join our growing family. 🚀Recent Manual Transmission Experience Highly Desired  ️️

CDL A Owner Operator Partners Wanted. Join our team and experience the Crane Freight Difference. ️️

TA Dedicated is hiring regional Class A truck drivers in DeKalb, IL • $1,600 - $1,800/week • Home Weekly - Most Weekends Home ️️

Vanner, Inc. is hiring OTR drivers in your area • Teams Earn $176k+ Annually • NEW 2025 Equipment! • Excellent Benefits + 24/7 Support. Join the team: ️️

Trans Global is Hiring CDL-A Truck Drivers | Earn 80 CPM Split | Bonuses for Clean DOT ️️

Runforest Inc. is hiring OTR drivers in your area • Home Every 2 Weeks • Net $3,000 to $6,000 Weekly ️️

Completed your SAP, need a friendly carrier? Call us, let's talk about it. Pay up to 56-61 CPM. $1000 referral bonus, and annual salary increases!️️

Class A Flatbed Drivers: System Transport is hiring for REGIONAL RUNS • Earn $900 - $1,500/week • MOST WEEKENDS OFF • Transition + Orientation Pay ️️

Schneider is hiring dedicated drivers in your area • Haul dedicated freight on dry van, reefer and flatbed trailers • Mileage Pay ️️

Schneider is hiring dedicated drivers in your area • Haul motorcycle parts in dry van trailers • 100% no-touch • Mileage Pay ️️