Chicago is a major economic center with strong demand across finance, logistics, tech, and healthcare. Companies such as United Airlines, Boeing, McDonald’s, and Stripe have deep roots in the city. Jobs in Chicago benefit from a lower cost of living than coastal hubs while still offering access to world-class employers.
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28 jobs for Pinnacle Freight Systems in Chicago
Job Description: Class A CDL Driver OTR Freight Up To $200,000+ About the Company: Founded in 2008 by Ross Sapir, Roadway Moving is built on the core principles of accountability, kindness, generosity, and dedication. These values drive a culture of excellence, where our people not just our trucks set us apart in a crowded industry. We believe...
Job Description: OTR CDL A Truck Drivers wanted for a Dedicated run - OTR, out 2-3 weeks over the road Choose % of Line Haul or CPM and take control of your earnings! 30% of gross line haul OR up to 65 CPM depending on experience $2,500 weekly gross average (1099) Out 2-3 weeks at a time, OTR freight Drop and Hook, No Touch Dry Van hau...
CLASS A DRIVERS READY TO OWN YOUR TRUCK AND YOUR FUTURE?Lease Purchase Built for Drivers Who Want More. Own your truck Build real, long-term financial freedom Run consistent refrigerated freight Partner with a carrier that respects your grind Take full control of your future Because here, you are not just another truck number, you are part of ...
CLASS A DRIVERSREADY TO OWN YOUR TRUCK AND YOUR FUTURE?Lease Purchase Built for Drivers Who Want More.This is not for everyone.Must have 12 months of verifiable OTR Experience.This is for drivers who are done settling and ready to level up.Own your truck Build real, long-term financial freedom Run consistent refrigerated freight Partner with a carr...
CLASS A DRIVERS READY TO OWN YOUR TRUCK AND YOUR FUTURE? Lease Purchase Built for Drivers Who Want More. This is not for everyone. Must have 12 months of verifiable OTR Experience. This is for drivers who are done settling and ready to level up. Own your truck Build real, long-term financial freedom Run consistent refrigerated freight Pa...
CLASS A DRIVERS READY TO OWN YOUR TRUCK AND YOUR FUTURE?Lease Purchase Built for Drivers Who Want More. Own your truck Build real, long-term financial freedom Run consistent refrigerated freight Partner with a carrier that respects your grind Take full control of your future Because here, you are not just another truck number, you are part of ...
CRST Specialized Solutions is looking for independent contractor Teams (Lease Purchase or Owner Operators) to haul specialty freight across the country, as a Specialized contractor on a Dedicated Lane. Run your truck on a 2-4 year low-cost lease, and enjoy the profits of your own hard work. The Specialized fleet has under 30% turnover and best-in-c...
Regional Van Truckload truck driver Average pay: $1,000-$1,100 weekly Home time: Every other week Experience: All CDL holders Overview Predictable power lanes with a high volume of freight. Consistent freight allows for maximum drive time and less down time. Dispatched in advance, allowing for improved planning. 95% no-touch, mostly drop-and-ho...
Intermodal Dedicated truck driver Average pay: $1,350-$1,650 weekly Home time: Weekly Experience: 3 months or greater CDL experience Overview Haul automotive freight in containers secured to company-owned chassis. Haul freight for one customer to/from railyard to various destinations. 100% no-touch freight that is 90% drop-and-hook. Drive in an...
Regional Van Truckload truck driver - home weekly Average pay: $875-$1,065 weekly Home time: Weekly Experience: All CDL holders Overview Predictable power lanes with a high volume of freight. Consistent freight allows for maximum drive time and less down time. Dispatched in advance, allowing for improved planning. 95% no-touch, mostly drop...
Jobs in Chicago center on finance, manufacturing, food processing, and a rapidly growing tech sector. Boeing, United Airlines, Abbott Laboratories, JPMorgan Chase, and Northwestern Medicine are major employers. Salaries are competitive nationally while the cost of living sits well below New York or San Francisco, making it an attractive market for professionals. The CTA "L" train and Metra commuter rail form one of the country's best public transit networks. Key employment districts include the Loop, River North, Fulton Market, and the growing West Loop tech hub. Chicago is also a major logistics center thanks to O'Hare Airport and its central rail connections.