Trucking company jobs in Chicago, Illinois - Page 2Create job alerts

Job Description CDL-A Flatbed Driver | $1,400-$1,415 Weekly | Chicago, IL 60601 | Premium Equipment + Benefits Rouse Trucking is now hiring experienced flatbed drivers for a regional position. If you've got the skills and work ethic to handle flatbed freight, we've got the lanes, the equipment, and the pay structure to match what you bring to the job. You'll run throughout the Southeast and Midwest, hauling freight like rebar, lumber, coils, and oversize machinery. This isn't grocery freight or dock deliveries - it's real flatbed work. And you'll be treated like the skilled professional you are. Key Details: • $1,400 to $1,415 per week average pay, paid weekly, • 6 full days of home time per month, with flexible scheduling, • Modern Peterbilt 579s with SiriusXM, inverters, TV mounts, fridges, and Espar bunk heaters, • Full benefits: medical, dental, vision, 401(k) with company match, vacation and holiday pay Orientation is quick - hotel, travel, and meals are all covered. No buses, no classroom marathons. You'll leave orientation in your own truck, ready to roll with your first load. To qualify, you'll need a valid CDL-A and either 1 year of flatbed experience, or 1 year of OTR with at least 6 months flatbed. This job is designed for flatbed drivers who want to run smart, stay safe, and get paid what they're worth - without the usual games. If that sounds like you, Rouse Trucking is ready when you are. Job Posted by ApplicantPro

May Trucking Company is hiring ENTRY-LEVEL and EXPERIENCED OTR Truck Drivers!. Come and Join May Trucking Company today!. OVER THE ROAD CLASS A CDL COMPANY TRUCK DRIVER.

Job Description APPLY NOW! call now 708-400-9541 The sky's the limit! New Graduate CDL A regional position , home weekly with great pay for work, life balance. We value you and your family as trucking is a family decision. It involves your whole family. The most important part of your career is the first few months getting the right experience to open you up for the greatest pay • Requires 0-3 months tractor trailer experience, • Valid CDL Class A, • Current DOT Medical card, • No DUI/DWI in past 7 years Up to $1400 weekly Dry Van freight Plus more earning potential Driver Referral Bonus Benefits include, medical insurance, Dental insurance, Vision insurance, 401k matched by the company, Paid Time Off, Paid Vacation Many more options are available! We have the tools for your success! Powered by JazzHR c3Wz6P9x34

Job DescriptionBenefits: • 401(k), • Dental insurance, • Health insurance Responsibilities • Address problems and requests by providing solutions, • Receive and dispatch orders for deliveries, • Use radio, phone or computer to dispatch drivers to appropriate locations and communicate with our clients, • Monitor the route and status of drivers, • Provide drivers with information about orders, traffic, obstacles and requirements, • Enter orders and notes in the system, • Provide excellent customer service at all times, • Knowledge and experience with shipping and receiving processes and procedures., • Proficient in the Geography of the Greater Chicagoland Area, • Minimum 2 years of proven experience as dispatcher or relevant position, • Experience in data entry, • Proficient in English (oral and written) and the geographical area, • Outstanding organizational and multitasking abilities, • Active listener with excellent communication skills, • Sound judgment and critical thinking, • High school diploma

Job Description Apply now 708-400-9541 Home Daily Local Dry Freight position Home Daily with great pay and home time for work, life balance. We value you and your family as trucking is a family decision. It involves your whole family. Excellent Home time, pay and benefits. Pay Guarantee and newer trucks as well as Dry van trailers. • Requires 7 months recent tractor trailer experience, • Valid CDL Class A, • Must have clean MVR, • Must have clean criminal background, • Current DOT Medical card, • No DIU/DWI in past 7 years The sky is the limit, get your part of it now. What are you waiting for? You will be rolling in success and have great pay, home time $1200-$1400 Weekly Average Pay Dry freight, no touch, Great pay and benefits Excellent Home time Potential to earn way more...... Driver Referral Bonus Benefits include, medical insurance ,Dental insurance, Vision insurance,401k matched by the company, Powered by JazzHR rfQO3QHdRR

Job Description Local CDL-A Truck Driver | Home Daily | Drop & Hook | Paid Orientation Job Description: Oriole Transportation is hiring experienced Class A CDL drivers for a local container hauling position. This role offers daily home time, 100% drop-and-hook freight, and no-touch freight, along with a supportive, family-oriented team culture. Compensation & Bonus Structure: * Average weekly pay: $1,245 – $1,724+ * Performance bonuses available * Higher CPM available based on verified experience * Safety bonuses offered on a regular basis Job Highlights: * Home daily – no overnights * Local container runs from the railyard * All drop-and-hook, no-touch freight * Assigned automatic trucks * 3-day paid orientation * Transportation provided to orientation * Flexible shifts with multiple schedule options Employee Benefits (Begin after 30 Days): * Medical, Dental, Vision, and Life Insurance * 401(k) with company match * Paid holidays and vacation time * Paid orientation and role-specific training Qualifications: * Must have a valid Class A CDL * Minimum of 6 months of recent tractor-trailer experience * Ability to pass a pre-employment drug screen * SAP program participants are not eligible for this position Why Oriole Transportation? We are more than just a trucking company — we are a team that values each driver. Founded on strong family values, Oriole Transportation offers a supportive and respectful work environment. Whether you prefer local, regional, or over-the-road driving, we're committed to helping you succeed in a position that fits your lifestyle. How to Apply: Click "Apply Now" to get started and schedule your paid orientation. Limited openings are available — apply today. Equal Opportunity Employer: Oriole Transportation is an Equal Opportunity and Affirmative Action employer. All qualified applicants will be considered without regard to race, color, religion, sex, national origin, age, disability, veteran status, sexual orientation, gender identity, or any other legally protected status.

Job Description Hiring immediately for Class A Driver! Bold Safe Trucking is a top employer of CDL Truck Drivers across the country. In addition to a great starting salary, we offer great benefits and great schedules. Come work for a great company that takes pride in its Drivers. Must live within a 25 mile radius of Chicago, IL CDL- A Driver / Truck Driver Responsibilities: • Intermodal / Containers, • Day Cabs/Slip Seating, • No Touch Freight, • Automatics, • Home Daily: Shifts are Sun-Thurs or Tues-Sat, • Night Shift: Time starts at 7pm - 4am; .06cpm extra for night differential, • Average $1200+ weekly, • Average $63k-$68k annually, • Average 1800 miles weekly, • Drop and Hook, • 6 months recent verifiable recent tractor-trailer experience in the past 12 months, • Local experience will be considered, • No more than 2 moving violations in the past 2 years, • No more than 4 jobs in the past 12 months, • No more than 3 preventable accidents in the past 2 years., • No major moving violation in the past 12 months, • No more than 1 termination in the past 5 years and it can't be from your last employer, • DUI must be outside of 10 years, • Felonies and misdemeanors will all be reviewed by Security, • Weekly pay, • Vacation pay Powered by JazzHR F4QqXSUlvB

Job DescriptionDiscover Your Ideal Trucking Lifestyle with HWY Express CDL A Drivers - Chicago, IL 60601 - $1,600-$1,700/week Seeking a CDL A driving career that prioritizes both high earnings and quality time at home? HWY Express is the answer. Why Choose HWY Express? Exceptional Weekly Pay: Earn $1,600-$1,700 per week with our CPM pay, designed to reward your experience and dedication as a CDL A driver. Regular Home Time: Enjoy a full 48-hour reset every other weekend. Spend quality time with family and friends, recharge, and return to the road refreshed. Modern and Reliable Equipment: Drive 2021 or newer Freightliner or Kenworth trucks, equipped for comfort and performance. We invest in our fleet so you can focus on driving. No-Touch Freight Advantage: Enjoy the simplicity of no touch freight. Leave the loading and unloading to others and maximize your time on the road. Comprehensive Benefits Package: We offer a full suite of benefits, including medical, dental, vision, and a 401k with a 4% match, because we value your well-being and financial security. Perks That Enhance Your Career: Paid Orientation: Receive $300 for completing our 3-day orientation program. We'll get you up to speed and ready to hit the road with confidence. Referral Bonuses: Earn extra income by referring other qualified CDL A drivers to HWY Express. Share the opportunity and grow together. Driver-Focused Culture: At HWY Express, we understand the challenges of the trucking industry. We prioritize open communication, respect, and a healthy work-life balance for all our drivers. Routes You'll Appreciate: Primarily operate east of I-35 with no NYC routes. Enjoy occasional runs to all 48 states for variety and new experiences. Join Our CDL A Team: Valid CDL A License: Must possess a valid CDL A license and a clean driving record. 3+ Months Experience: We welcome drivers with at least 3 months of experience within the last 36 months. Regional or local experience counts. At HWY Express, we're more than just a trucking company. We're a team of dedicated professionals who value our CDL A drivers and strive to create a supportive and rewarding work environment. About Us: HWY Express is a growing trucking company that prioritizes driver satisfaction and well-being. We offer competitive pay, excellent benefits, and a commitment to work-life balance. Our culture is built on respect, open communication, and opportunities for professional growth. Join our team and experience the HWY Express difference. Job Posted by ApplicantPro

Job Description apply now Home Weekends Regional run Dedicated CDL A Reg position with great pay and home time for work, life balance. We value you and your family as trucking is a family decision. It involves your whole family. Excellent Home time, pay and benefits. Pay Guarantee and new trucks • Requires at least 12 months recent verifiable tractor trailer experience, • Valid CDL Class A, • Current DOT Medical card, • No DIU/DWI in past 7 years The sky is the limit, get your part of it now. What are you waiting for? You will be rolling in success and have great pay, home time up to $1700 weekly No Touch Freight Great pay and benefits Excellent Home time Potential to earn way more...... Driver Referral Bonus Benefits include, medical insurance ,Dental insurance ,Vision insurance,401k matched by the company, and much more Powered by JazzHR Of0fWEdJSP

Job DescriptionSeeking Owner Operator to run E of I-35. The owner operator will be able to plan their own routes. Book your own loads. Run under company motor carrier authority. Applicant cannot reside in the state of NY, NH, or CA. Apply Now and Chat with Jacqueline 702 561 8176 for more details. Must have recent 3 months first seat experience. • Company load board mostly drop and hook, • Owner Operator has access to the expandable load board which gives live load options, • No Force DispatchTractor Qualifications:, • Must be a sleeper truck, • Non Trucking liability and occupational insurance required, • 5th wheel must be 47.5 inches tall or less, • Truck must weigh 20,000lbs or less, • 53 ft trailerIncidentals, • Fuel discounts, • Tire discounts goodyear, • Maintenance discounts, • Medical truck insurance discountsPay summary:, • Projected $202,000.00 - $250,000.00 annual 1cApZWirHk

Job DescriptionAbout Flexport: At Flexport, we believe global trade can move the human race forward. That's why it's our mission to make global commerce so easy there will be more of it. We're shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. The opportunity: As the Head of Transportation & Parcel Strategy, you will lead Flexport's parcel and trucking transportation network across the final and middle mile. You will drive end-to-end cost and speed improvements, own strategic carrier partnerships, run national RFPs, and collaborate across engineering, operations, product, and finance to build and scale a best-in-class transportation function. You'll play a critical role in connecting our supply chain, optimizing for merchant experience, and delivering operational excellence. You will: Own & Optimize Carrier Operations • Lead Flexport's middle mile (trucking) and final mile (parcel) carrier strategy, including national carriers, regional players, and brokerage partners., • Own all carrier contracts, SLAs, pricing structures, volume commitments, and QBRs., • Develop and execute Flexport's national and global carrier strategy, ensuring speed, reliability, and margin accretion., • Build and manage deep relationships with strategic carriers (UPS, USPS, DHL, OnTrac, Veho, etc.) and hold them accountable to performance.Run RFPs & Brokerage Expansion, • Lead and execute RFPs across parcel, LTL, truckload, and regional delivery modes to improve rates and service coverage., • Stand up and scale a brokerage program to manage Flexport's middle mile freight and backhaul opportunities., • Design and expand a zone skipping network to reduce last-mile shipping costs while improving delivery timelines.Integrate the Transportation Network, • Serve as the strategic link between inbound, fulfillment, and delivery operations to build a fully integrated supply chain., • Partner with Engineering and Product to develop carrier selection tools, automated routing logic, and marketplace integrations (Amazon, Walmart, etc.)., • Own the development and execution of dedicated appointment scheduling programs for key partners like Amazon, ensuring compliance and delivery success. Drive Cost Savings & Delivery Performance, • Own Flexport's company-wide on-time delivery (OTD) performance metrics; lead real-time and trend-based recovery programs., • Implement robust audit mechanisms for carrier invoices, reducing discrepancies and ensuring billing integrity., • Build dashboards, models, and reporting frameworks to identify opportunities to improve speed, cost, and reliability across modes. Scale Through Mechanisms & Cross-Functional Partnership, • Build SOPs, onboarding playbooks, and escalation frameworks for carrier onboarding, compliance, and expansion., • Partner closely with Legal, Finance, and Operations to ensure cohesive execution and risk mitigation., • Work with Engineering, Marketplace, and Support to identify and remove technical barriers to new carrier adoption and performance., • Act as a key voice in transportation automation, global expansion, and strategic network design.What you'll need:, • 8+ years in transportation, logistics, or fulfillment leadership roles, with direct ownership of parcel and/or trucking networks., • Proven ability to negotiate contracts, manage complex RFPs, and drive large-scale transportation strategy., • Experience building and operating a domestic brokerage program and leading middle mile trucking operations., • Expertise in zone skipping, carrier mix optimization, and delivery network design., • Deep familiarity with Amazon, Walmart, and marketplace-specific SLAs, routing guides, and appointment systems., • Strong analytical skills and experience using data to optimize for cost, speed, and customer experience., • Familiarity with TMS, shipping APIs, and parcel auditing tools., • Experience operating in a high-volume B2C or D2C eCommerce environment., • Clear and persuasive communicator, with the ability to influence senior internal stakeholders and external partners. The range displayed on each job posting reflects the minimum and maximum target for new hire salaries for the position in the posting's respective region. Our salary ranges are determined by role, level, and location. Within the range displayed, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education and / or training. The US base salary range for this position (this does not include bonus, equity and benefits):$159,000—$199,000 USDCommitment to Equal Opportunity At Flexport, our ability to fulfill our mission of making global commerce easy and accessible relies on having a diverse, dedicated and engaged workforce. All qualified applicants will receive consideration for employment regardless of race, color, religion, sex, national origin, age, physical and mental disability, health status, marital and family status, sexual orientation, gender identity and expression, military and veteran status, and any other characteristic protected by applicable law. Global Data Privacy Notice for Job Candidates and Applicants Depending on your location, the General Data Protection Regulation (GDPR) and California Consumer Privacy Act (CCPA) may regulate the way we manage the data of job applicants. By submitting your application, you are agreeing to our use and processing of your data as required. Please see our Privacy Notice available at for additional information.

Job DescriptionDescription: Department: Administration Reports To: Executive Director Pay Grade: Supervises: N/A Classifications: Exempt Approved By: VP of Sales About Us: At JX, we are more than just a provider in the diesel industry; we are a team united by core values that define our commitment to excellence. Our employees play a crucial role in assisting both internal and external customers with solutions for their trucking needs. From entry-level opportunities to experienced roles, this position is tailored for motivated and career-minded individuals seeking the potential for growth and increased responsibility as they expand their knowledge. Our values of Honoring Commitments, Creating Positive Experiences, Fostering Lifelong Learning, Exhibiting Pioneering Spirit, and Demonstrating Good Stewardship permeates every aspect of our company. Join us in growing all aspects of our business while embodying these values. Job Purpose: This role is pivotal in developing, growing, and maintaining the largest parts accounts, ensuring that the company meets and exceeds its sales targets. Essential Duties and Responsibilities: Honor Commitments • Ensure the execution of company initiatives to better serve and support customers., • Identify potential customers, build and maintain relationships with the local customer base through customer visits, direct marketing, telemarketing, and cold calls., • Manage and grow top parts accounts within JX and work with the regional staff to deliver a successful end product., • Respond to parts bids for key national accounts, • Appropriately communicate to employee, customer, supplier, and vendor relationships., • Create an environment/culture where employees, customers, and suppliers feel they are part of a family., • Determine the current state of sales, resolve challenges, and seize opportunities., • Constantly be up to date with your assigned accounts and industry trends., • Find new learning opportunities to enhance personal and team skills., • Identify competitive strengths and weaknesses within the market and recommend solutions to improve., • Constantly evaluate opportunities to grow market share through geographic and product application strategies., • Always be looking for opportunities to grow the JX enterprise., • Establish new ways to manage and grow national account parts business, • Working with key team members; responsible for deploying specific actions necessary to ensure consistent high-quality results and customer satisfaction., • Make solid business decisions with transparent results., • A clear understanding of JX offerings. An individual in this position must be able to successfully perform the essential duties and responsibilities listed above. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions of this position. Qualifications: • Bachelor's Degree in Marketing, Sales, Business, Automotive Tech, or related field or one year in a sales, business development, or marketing role preferred, • 5-years in a sales, business development, or marketing role., • Valid driver's license required, Commercial driver's license ?CDL? preferred, or the ability and willingness to obtain a CDL., • Extensive Experience in the heavy equipment industry required, • Expert in Transportation/truck industry required, • Track record of being a top performer, • Ability to communicate strategically and creatively required, • Flexible with the ability to work with a variety of customers and their needs, • Ability to communicate effectively in writing, over the phone, and in person., • Comfortable soliciting new business and meeting new people., • Disciplined, with good organizational and time management skills., • Intermediate computer skills required., • Ability to communicate strategically and creatively required, • Flexible with the ability to work with a variety of customers and their needs