Partnering with Fortune 500 companies — ensuring top pay, exclusive benefits, and dedicated support every step of the way.
Owner Operator Opportunities
With over 15 years in the industry, XXII Century understands what matters most to drivers—steady freight, real support, and respect on the road. Based in Chicago, we work closely with both CDL company drivers and owner-operators, offering flexible opportunities that match your goals and lifestyle.
For owner-operators, we provide a reliable freight network, fast settlements, and the freedom to run your business with confidence—without the headaches. Company drivers benefit from dedicated support, competitive pay, and consistent miles.
Whether you’re running local, regional, or long-haul routes, our team is here 24/7 to keep you moving. At XXII Century, you can expect clear communication, fair treatment, and a team that truly works with you—not just for you.
At XXII Century, it’s not the name but the path that wins
American Pacific – CedarSafe
Menards
CH Robinson
CH Robinson
Global logistics leader with 37M+ shipments yearly. Recognized for tech innovation and sustainability. XXII partners with them for scale, responsibility, and growth.
American Pacific – CedarSafe
Sustainable building materials supplier, U.S. Green Building Council member. XXII values their eco-leadership and nationwide reach.
Menards
300+ stores, 14 DCs across the Midwest. A Forbes-recognized retailer. XXII works with Menards for trust, scale, and community-driven growth.
F&M Tool and Plastics
Supplier of proprietary storage totes to Target, Lowe’s, Walmart, and more. With 4x sales growth and nationwide + Canadian reach, F&M shows how regional excellence scales into national impact.
Get accurate, real-time access to available trucks and planned routes—up to 4 days in advance.
After 27 years on the road, one experienced trucker shares how she finally found the company she calls her dream team.
Company Driver Opportunities
At XXII Century, we support CDL truck drivers in Chicago and across the U.S. with dependable routes, steady freight, and a professional logistics network. Whether you’re hauling dry van, temperature-controlled freight, intermodal, or full truckload, our asset-based fleet and optimized routing help you stay efficient and on the move.
We’re more than a carrier — we’re a driver-focused partner built on communication, predictable miles, and on-time freight delivery. Our system is designed to reduce wait times, keep loads consistent, and help drivers get from point A to point B with confidence.
logistics approach is designed to reduce downtime, improve visibility, and move your freight with precision from point A to point B.
We take a hands-on approach and prioritize every customer, no matter the job size.
XXII Century provides 24/7 Dry Van, FTL, and Expedited shipping—delivered with precision and reliability.
Our AI-powered fleet optimizes routes, tracks performance, and stays road-ready with proactive maintenance.
At XXII Century, we keep drivers motivated with great pay, modern equipment, and a supportive environment.
Reduce your overhead spending when you book loads through our vast freight network. Get pre-qualified today!
You don’t have to purchase your own trailer, you can use ours! Increase your profit margin with fewer equipment purchases.
XXII Century utilizes highly advanced shipping methods and cutting-edge technology in our operations and business processes. In addition, we invest in our human resources. We hire only the best candidates. We have a record-breaking success rate and many repeat happy customers!
Our mobile app is built for professional truck drivers—giving you full control over 24/7 dispatch communication, real-time load updates, digital paperwork, and seamless trip management. With features like accident reporting, road assistance, and secure document sharing, it simplifies every mile. Designed to improve efficiency, reduce downtime, and keep you connected wherever the road takes you.
We offer a variety of opportunities for both owner operators and company CDL drivers, including local, regional, and over-the-road (OTR) positions. If you’re searching for local owner operator jobs, we provide dedicated routes that offer consistent home time and steady freight. For drivers interested in long-haul or regional work, our dry van owner operator and company dry-van positions deliver reliable miles and strong earning potential.
Whether you’re an experienced owner operator trucking professional or a company driver looking for the next step in your career, we make sure you have access to quality freight, competitive pay, and a supportive team to help you succeed.
Applying is fast and straightforward. You can apply online through our secure application, or speak directly with a recruiter if you prefer a personal conversation. Our team is available to answer questions about pay, routes, home time, equipment requirements, and details like owner operator semi truck insurance, onboarding, and settlement schedules. Once you submit your application, our staff will walk you through every step of the hiring and onboarding process. We keep things simple and transparent so you can get approved and start running loads as quickly as possible.
Most qualified drivers can start driving within just a few days after applying. After your application is reviewed, we quickly complete onboarding, verify documentation, assist with any required owner operator semi truck insurance information, and finalize your driver file.
As soon as you’re cleared, you’ll be dispatched with your first load — whether you’re beginning with local work, regional lanes, or joining our reefer or dry van owner operator fleet. We know drivers are eager to get on the road, so our priority is to get you earning as soon as possible.
At XXII Century, we know that owner operators value independence and steady income. That’s why we focus on providing what matters most: consistent freight, weekly settlements, no forced dispatch, and a fair trailer-to-truck ratio to minimize downtime. You’ll have the freedom to run your business the way you want while having access to the support, tools, and resources of a larger company. We offer reliable freight partnerships that keep you moving, flexible options that allow you to choose the loads that fit your goals, and a dedicated support team to help with logistics and compliance. With us, you’ll never feel like just another number — we treat our owner operators as true business partners.