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.
669 jobs for Southwest Truck Driving Training in Chicago
CDL A Driver: Earn $101,176 yr with 1 yr or more driving experience!
NewPosted 16 May 2026Crete CarrierJob Description: TRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! INCREASED DRIVER STARTING PAY AT CRETE CARRIER, INDUSTRY LEADING PAY IS JUST THE BEGINNING Yes, you read that right: with a $0.03 per mile raise for our OTR fleet, with the top 50% of our OTR drivers averaging over $101,000 annually. Need to get through the house more often? We ve...
12 Days Out CDL A Driver Job -Top 50% average $92,163 / $.61 to $.64 cpm
Posted 11 May 2026Crete Carrier Corporation> TRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! INCREASED DRIVER STARTING PAY AT CRETE CARRIER, INDUSTRY LEADING PAY IS JUST THE BEGINNING Yes, you read that right: with a $0.03 per mile raise for our OTR fleet, with the top 50% of our OTR drivers averaging over $101,000 annually. Need to get through the house more often? We ve raised pay on AL...
12 Days Out CDL A Driver Job -Top 50% average $92,163 / $.61 to $.64 cpm
NewPosted 21 May 2026Crete Carrier Corporation> TRUCK DRIVING JOBS: WE ARE HIRING DRIVERS! INCREASED DRIVER STARTING PAY AT CRETE CARRIER, INDUSTRY LEADING PAY IS JUST THE BEGINNING Yes, you read that right: with a $0.03 per mile raise for our OTR fleet, with the top 50% of our OTR drivers averaging over $101,000 annually. Need to get through the house more often? We ve raised pay on AL...
Driver Contractors With or Without Own Tow Vehicle Local Regional OTR and Next Day Pay
NewPosted 14 May 2026TruckMoversJob Description: Driver Contractors With or W/O Own Tow Vehicle Great Pay - Next Day! Local, Regional & OTR Class A or B! Be your own boss! Company Profile: TruckMovers drivers are independent contractors and have the freedom to operate on their own schedule. You choose the types of loads you deliver. Your investment in equipment is minimal a...
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: CDL CLASS A DRIVERS UP TO $0.70 CPM NEWER TRUCKS TONS OF MILESWe're growing and looking for pros who want great miles, smooth dispatch, and real support.Why drive with us Up to $0.70 per mile (experience & performance) Newer equipment tractors not older than 3 years Plenty of miles stay rolling and earning 24/7 support + ...
Job Description: CDL A Company Driver - Flatbed & Dry Van Apply today or call us at Pay: $1,900.00 - $2,300.00 per week Job description: Trailer Type: Flatbed and Dry van Company drivers and Lease to purchase Join a company that partners with top industry customers! We are currently hiring CDL A Dry Van and Flatbed Drivers to run loads for...
Job Title: Driver Training Manager Job Location: Des Plaines-USA-60016 Work Location Type: On-Site Salary Range: $75,615.05 - 94,518.82 About us LSG Sky Chefs is one of the world’s largest airline catering and hospitality providers, known for its outstanding reputation and dynamic approach in the industry. Voted “Airline Caterer o...
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...
Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 paid orientation* Why Drive for Riverside Transport? At Riverside Transport, drivers aren't just numbers on a board - they're part of the fam...
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.