CDL A Truck Drivers (1099) - Chicago - IL

Contracting CDL-A Truck Drivers

• HIGH GROSS. REAL FREEDOM - Up to $12K/week for teams; up to $4K/week solo*
• YOUR BUSINESS, YOUR WAY - Choose your own loads, routes, home time
• BETTER BENEFITS, LOWER COST - Health insurance plans available

Run with the Best

Roadrunner is built differently. There are no company drivers, no competing for freight, and no forced dispatch. You choose your loads, routes, and home time while running under a model designed for independence.

With consistent freight, stable rates, and full back-end support, Roadrunner gives you the tools to grow your business-without the usual headaches of running it alone.

Lease Purchase - Teams & Solos

• Total control of your operation. Choose your lanes, routes, and home time, with access to freight across 19 core locations. Stay out as long as you want (recommended 2+ weeks) and run your business your way.
• Strong weekly revenue potential. Teams average $8,000-$12,000 per week paid to the truck, earning an additional $0.20/mi on published rates. Solo contractors average $3,000-$4,000 per week.*
• 100% no-touch freight. You spend more time on the road and less time waiting. Drop & hook with preloaded trailers.
• Built-in stability without the hassle. No need to source freight or manage billing, compliance, or collections-Roadrunner handles it, so you can focus on driving and earning.
• Team up your way. Already have a partner or need one? Roadrunner can help match you with a teammate.
• No forced dispatch. You decide what freight you take-period.

Lease Purchase Contractor Options

• Path to ownership made simple. Transition from company driver with low down payments starting at $1,500-no need for large upfront capital.
• Flexible truck options. Lease through trusted partners like Lone Mountain, Arrow, and TEL with a variety of truck specs and payment plans.
• Affordable weekly payments. Truck payments start as low as $400 per week, with flexible terms from 30-84 months.
• Set up for long-term success. Choose a plan that fits your budget and business goals without being locked into one-size-fits-all equipment.

Benefits & Perks

• Run under Roadrunner's DOT for free. Let us handle the admin workload, lower your truck insurance and plate costs, and support your business while you focus on the road.
• Rare health coverage benefits. We offer affordable medical and dental insurance plans, so you're not sacrificing your health for your business.
• Referral bonuses that pay big. Earn $1,000 for solos and $4,000 for teams.
• Save more on every mile. Exclusive fuel discounts through various fuel partners-keeping more money in your pocket on every fill-up.
• Driver-friendly policies. Pet and rider programs available.
• Efficient freight network. OTR lanes are primarily drop & hook, no-touch freight with preloaded trailers and no appointments.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Base pay ranges from $1.05-$3.50CPM. Drivers required to have inward facing cameras. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

OTR Driver Requirements

• Valid CDL A license
• 1 year verifiable experience