Drive with XXII Century – Company & Owner Operator Trucking Jobs with Top Pay

Partnering with Fortune 500 companies — ensuring top pay, exclusive benefits, and dedicated support every step of the way.

Owner Operator Opportunities

Built for Owner Operators Ready to Succeed

XXII Century - Built Around Truck Drivers, Backed by Trust

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.

Built-In Tech & Benefits for Smarter Driving

AI-Powered Fuel Manager
AI Detention & Layover Tool
Dedicated Shippers Network
Exclusive Fuel Discounts
Additional Extra Perks

Trusted by Leading Brands

Built on values
Trusted by leaders

We work with Fortune‑level brands driven by values

At XXII Century, it’s not the name but the path that wins.

Leading Green Building–Materials Brand

American Pacific – CedarSafe
Known for: Member of the U.S. Green Building Council
Why it matters to XXII: Industry sustainability credentials
Reach: Ships from TN & AR mills → home‑center chains nationwide

2024 Forbes “America’s Top Private Companies”

Menards
Known for: Large U.S. home‑improvement retailer
Why it matters to XXII: Forbes America’s Top Private Companies
Reach: 300+ stores • 14 DCs across the Midwest

2024 Fortune‑200 Logistics Tech Leader

CH Robinson
Known for: 2024 Fortune‑200 logistics tech leader; 2024 AI 50 (Forbes)
Awards: 2024 BNSF Railway Sustainability Award; Top 75 Green Supply Chain
Why it matters to XXII: World’s Most Admired Companies; Top 5 Logistics
Reach: 37M shipments/year for 83k customers

2017 Regional Business Coverage of 4× Sales Growth

F&M Tool and Plastics
Known for: Proprietary storage totes sold to major North‑American retailers
Why it matters to XXII: Regional business coverage of 4× sales growth
Reach: Nationwide U.S. networks + Canada

Built on values Trusted by leaders

We work with Fortune‑level brands driven by values

At XXII Century, it’s not the name but the path that wins

LIVE TRUCK AVAILABILITY

Get accurate, real-time access to available trucks and planned routes—up to 4 days in advance.

TRUE LIFE STORY!

Trucking Veteran

After 27 years on the road, one experienced trucker shares how she finally found the company she calls her dream team.

Company Driver Opportunities

Truck Driving Jobs with More Miles and Better Pay.

independent truck driver

Your Trusted Trucking Partners

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.

Flexible Trucking Routes for Drivers Backed by Our Team

Custom Solutions for Every Need

We take a hands-on approach and prioritize every customer, no matter the job size.

Tech-Enabled Logistics Solutions

XXII Century provides 24/7 Dry Van, FTL, and Expedited shipping—delivered with precision and reliability.

Extensive Fleet. Extensive Service.

Our AI-powered fleet optimizes routes, tracks performance, and stays road-ready with proactive maintenance.

Driven by Excellence. Powered by People.

At XXII Century, we keep drivers motivated with great pay, modern equipment, and a supportive environment.

YOUR TRUCK, YOUR TRAILER

Reduce your overhead spending when you book loads through our vast freight network. Get pre-qualified today!

YOUR TRUCK, OUR TRAILER

You don’t have to purchase your own trailer, you can use ours! Increase your profit margin with fewer equipment purchases.

precision in Powered by Technology & People

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!

MOBILE APP FOR OUR DRIVERS

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.

GET IN TOUCH WITH US!

Let us know how we can help. We’d love to hear from you.

Top Questions from Owner Operators Considering XXII Century

We’re currently hiring both owner operators and company CDL drivers for a wide range of routes including local, regional, and over-the-road (OTR) opportunities. Whether you’re looking for consistent home time, higher earning potential with long-haul trips, or flexible scheduling, we have options to match your lifestyle and career goals. Our local routes are great for drivers who want to be home daily, while our regional and OTR runs provide steady miles and competitive pay for those who prefer being on the road longer. No matter your preference, we make sure our drivers have reliable freight and a supportive team behind them.

Applying is simple and only takes a few minutes. You can apply directly by filling out our secure online application, or you can speak with a recruiter by phone if you’d like a more personal touch. Our recruiters are available to answer your questions about pay, routes, home time, and requirements. Once your application is submitted, our team will guide you step by step through the hiring process, making it quick and stress-free. We know your time is valuable, so we’ve streamlined everything to help you get on the road faster.

Most qualified drivers are able to start driving within just a few days after applying. Once your application is reviewed and approved, we move quickly to complete onboarding, conduct any required background checks, and finalize paperwork. After that, you’ll be dispatched with your first load right away. Many of our drivers are surprised at how fast the process is — we understand that when you’re ready to work, you don’t want to wait weeks to get started. Our goal is to have you earning and driving 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.