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.
638 jobs for Southwest Truck Driving Training in Chicago
REGIONAL OTR JOBS OPEN NOW FOR CDL-A TRUCK DRIVERS! Family-owned McLeod Express is now hiring forCDL-A regional and OTR truck driver jobs with excellent earning potential! Advantages and earnings include: Multiple routes available! Regional Routes: Earn $65,000-$75,000/year Pay Protection of $1,000/week Home Weekends! OTR Routes: Earn $0....
KAG Specialty Products is hiring CDL-A Owner Operator Truck Drivers to haul specialty products nationwide. If you're looking for high earning potential, consistent freight, and OTR runs, this is the opportunity for you.OTR Owner Operators – Big Miles. Big Money. Real Support. | $240,000/year Text APPLY to to get your quick app started! Why Ow...
Richards Building Supply Co. is currently searching for a CDL Class A or B Driver for our Belmont Ave, Chicago, IL Location.Opportunity to learn industry equipment such as the Moffett and the Knuckleboom Our delivery drivers are responsible for safely delivering products to the job site and physically unloading material per the customer's request...
Entry-Level & Experienced Drivers Welcome May Trucking Company is hiring Over-the-Road CDL-A Company Truck Drivers.Whether you are new to the industry or have years of experience, we offercompetitive pay, modern equipment, and driver-focused benefits designed tosupport you and your family. Pay & Compensation $0.45 – $0.60 CPM based on experience...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional CDL-A drivers! Become a Dedicated Contract Services® driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.55-$0.57 per mile St...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional CDL-A drivers! Become a Dedicated Contract Services® driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.55-$0.57 per mile St...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional CDL-A drivers! Become a Dedicated Contract Services® driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.55-$0.57 per mile St...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional CDL-A drivers! Become a Dedicated Contract Services® driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.55-$0.57 per mile St...
Looking for dedicated truck driving jobs? J.B. Hunt is hiring regional CDL-A drivers! Become a Dedicated Contract Services® driver and start enjoying consistent freight and deliveries for a single customer. This position is an activity-based pay plan that encourages safety, efficiency and a strong work ethic. Job Details: $0.55-$0.57 per mile St...
Flatbed Class A CDL OTR Driver: Earn $1,094.00 – $2,103.53 per week. Full Benefits
NewPosted 16 May 2026System TransportCDL A OTR Flatbed Driver: $1,094.00 – $2,103.53 per week. Full Benefits AMERICA PROUD. FLATBED STRONG. DRIVE SYSTEM TRANSPORT! Looking for an exciting driving opportunity in the western region of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporting important g...
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.