Driving and Transport Jobs in Chicago, IL

• Experienced flatbed CDL-A drivers
• OTR route

GREAT PAY PACKAGE

• Earn $0.55 to $0.60 per mile, depending on experience
• Earn $952.74 - $1,764.56 per week depending on experience, routes, regular attendance, and length of service
• Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate.

PAID ORIENTATION

• We host you in our office in Spokane, Washington. Airfare, single-occupancy room, breakfast, and lunch are all on us! Dinner is your time to explore what Spokane has to offer.
• Arrive Monday, and get your truck by Saturday. Its that easy!

EXCELLENT BENEFITS

• Medical, dental, vision, & life insurance
• Benefits are available to enroll in after the eligibility waiting period has been met
• Long and Short-term disability
• Health savings account
• 401(k) with match
• Employee assistance program
• Life insurance
• $1,800 transition package
• Accrue 1 hour of sick time per 30 hours worked, then 1-9 years get 80 hours PTO, 10+ years get 120 hours PTO
• And much more!

PET POLICY + GUEST RIDER POLICY

• System Transport does not allow pets
• System Transport allows riders aged 7 and up after 90 days of safe driving

If you are looking for big company resources with a small company feel, you have found the right place to call home. Drive for System Transport, and receive great pay packages and excellent benefits like; transition and orientation pay, vacation time, good home time, medical and dental, 401(k), and so much more. System Transport has been hauling what builds America since 1972! Today, we are still keeping the country running with great drivers like you behind the wheel. America Proud, Flatbed Strong. Come drive with us!

• REQUIRED: Must have a valid Class A drivers license (CDL-A)
• REQUIRED: Minimum of 4+ months of driving experience required
• REQUIRED: A safe driving record on the road
• REQUIRED: Must be 21 years of age or older
• REQUIRED: No more than 6 jobs in the last 3 years
• Prefer 1-year truck driving experience, but not necessary

• REQUIRED: Background check required
• REQUIRED: A clean drug test required
• REQUIRED: Clean clearinghouse results required
• REQUIRED: For all flatbed driver opportunities, the driver must be physically able to lift a 90-pound tarp onto a 5-foot high platform twice. System Transport will test this during orientation, and flatbed drivers tarp about 70% of our loads. (this is required)

For CA only: Qualified Applicants with arrest or conviction records will be considered for Employment in accordance with the Los Angeles County Fair Chance Ordinance for Employers and the California Fair Chance Act.

System Transport is an Equal Opportunity Employer. We are committed to fair pay and equal opportunity for all employees.

• Valid CDL-A and 3+ months of current experience required
• This lane is not suitable for students, recent grads, or trainees

• Home Time: 34-hour weekly reset time that falls on either a Saturday & Sunday or Sunday & Monday
• Drivers average $83,200 annually - Top 10% earn up to $101,556 per year*
• Mileage pay
• Unload pay
• Backhaul pay
• Top-of-the-line sleeper trucks with automatic transmissions pulling 53' dry van trailers

• Full benefits package for you and your family
• 401(k) participation
• Paid time off & bonus incentives
• Unlimited cash referral program

Dedicated Dollar Tree Joliet, IL is looking for drivers to run Solo. Drivers on this account are required to hand-unload freight using rollers. Drivers run an estimated 970 miles a week, completing 3 turns with an average of 3-5 stops per load. We deliver to WI, IA, MN, MI, IN, and Northern KY. Shifts are Monday-Friday or Tuesday-Saturday based on the candidate's location. This touch freight account requires drivers to unload dry freight using rollers. It's a perfect fit for those who want to stay active while driving! Drivers can take trucks home to park as long as it's safe and secure.

We are looking for dependable drivers to join our team! If you have what it takes to service one of our dedicated customers with the highest degree of customer service and integrity, we want to speak with you.

• Valid CDL-A and 3+ months of current experience required
• This lane is not suitable for students, recent grads, or trainees
• Must be 21 years or older
• Must be able to pass a DOT drug screen

Who We Are

Imperative Logistics’ Mission Critical division is a leader in high stakes logistics serving industries including healthcare, aerospace, technology, electronics, and entertainment. For 25+ years, our customer first approach, one-on-one service model, and culture of operational excellence have driven consistent growth and client satisfaction. We are building a national sales team of ambitious, driven professionals who want the opportunity to grow fast, build something meaningful, and be part of a performance driven, people-first organization. We promote from within, invest in our team, and give our sales representatives the tools and autonomy they need to win.

Outside Sales Representative are in the field 4 days a week.

Job Summary

The Area Sales Representative is a field based, high activity hunter role with full ownership of a geographic territory. This position is ideal for someone who thrives on being in front of customers, driving territory strategy, and representing a mission critical service in a fast paced market.

This is a road warrior role: most days are spent in the field meeting prospects, visiting clients, and building relationships.

If you’re an entry to mid level sales professional looking to accelerate your career and learn from a proven industry leader, this is an exceptional opportunity.

Responsibilities

• Own and grow a defined territory through field prospecting, phone outreach, networking, referrals, and ongoing client engagement, including in person visits, calls, emails, and relationship building activities.
• Build and manage a strong sales pipeline from initial outreach through long-term account expansion.
• Develop a deep understanding of client operations and logistics needs to effectively position Imperative’s solutions.
• Use data, tools, and market insights to strategically plan daily activities and maximize territory performance.
• Collaborate with internal teams to ensure seamless customer support and long-term success.
• Represent Imperative professionally and consistently with a customer first mindset in all interactions.

Skills and Qualifications

• Strong communication skills with the ability to connect quickly and build professional relationships.
• High emotional intelligence with the ability to ask great questions and actively listen.
• Ability to collaborate across internal teams to support customer needs and ensure seamless service.
• Strong organization, time management, and follow through.
• CRM experience (Salesforce, HubSpot, or similar) is preferred but not required, training is available.
• Previous sales or customer facing experience is desired but not required; we’re committed to training motivated candidates.
• Brings resilience and a solution oriented mindset when navigating challenges or shifting priorities.
• Creative problem-solving and strategic thinking to identify opportunities and drive business growth.
• Valid Driver’s License within the state territory.

Compensation & Perks

Compensation

• Base Salary: $70,000–$80,000 (experience & location dependent)
• Uncapped commission plan
• $1,000 ($1,300 EV) monthly car allowance
• Gas allowance

Benefits

• Comprehensive health benefits
• 401(k) + HSA contributions
• PTO and life insurance
• Career growth and promotion paths
• Supportive, high performing team

Equal Opportunity Statement

Imperative Logistics Group provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination of any kind based on race, color, religion, age, sex, national origin, disability, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other protected status. This policy applies to all employment practices including hiring, promotion, training, compensation, and termination.

If you want to build something meaningful, thrive in a fast-moving environment, and enjoy working with enthusiastic high performers, you’ll love growing your career at Imperative Logistics. raining.

Earn big and work on your own time and terms as a Grubhub delivery partner! Grubhub is looking for drivers and bikers like you to hit the road quick and start delivering from restaurants, liquor stores, convenience stores, and more. Looking for a flexible way to earn extra cash? Grubhub is the gig for you. 

Why deliver with Grubhub? 

• Earn competitive pay and keep 100% of your tips from completed deliveries 

• Create your own flexible schedule to work when you want 

• It's easy to get started, with no resume, interview, or experience required 

• Get paid instantly with Instant Cashout 

All you need to get started is: 

• A car (or scooter/bike in select areas) 

• Valid driver's license and auto insurance for drivers 

• Valid driver's license or state ID for bikers 

• Smartphone (with a data plan) 

Ready to hit the road? Download the app to get started! 

All drivers must also be at least 18 years of age (21+ in Las Vegas). Grubhub delivery partners are independent contractors, not employees of Grubhub.

Dedicated Teams - Up to $110,000 Annually Per Team

$15,000 Sign-On Bonus per team for a limited time

Join our team as a OTR Team CDL-A Company Truck Driver!

Valid CDL-A Required

• Dedicated Teams - Up to $110,000 Annually Per Team
• Earn up to $0.81 CPM
• $15,000 Sign-On Bonus per team for a limited time
• Guaranteed raise at 6 months, 1 year, and 18 months
• Great Home Time

• Health & Dental Insurance
• 401(k) Plans
• Paid Vacation
• Weekly Settlements
• Pet/Rider Policy

• Must have valid Class A CDL
• Must be 23 years of age or older (21 years if prior military)
• Minimum of 6 months of verifiable OTR tractor-trailer experience in the last 12 months or 12+ Months Experience in Last 2 Years
• Must meet FMCSA/DOT driver regulations

• Standing watch as lookout or Boatswain Mate of the Watch
• Repairing, maintaining and stowing equipment
• Training, directing and supervising ship's maintenance personnel
• Assisting as a search and rescue swimmer
• Operating sound-powered communication equipment
• Serving as a member of damage control, emergency and security alert teams
• Participating in Navy ceremonies
• Transferring supplies between ships while at sea
• Operating small boats, tugs, barges and other small craft
• Assisting with flight deck and amphibious operations
• Serving as flight deck crew during helicopter operations
• Supervising deck crew in cleaning, painting and maintaining the ship
• Directing boat crews in landing and rescue operations
• Teaching seamanship

Description

• Average $1,600 to $1,800 Weekly
  • Higher Starting Rates for Prior Tanker Experience
• We are offering a limited time $2,000 Sign on BONUS for prior tankerexperience ($1,000 for no tanker experience)
• Home Most Weekends
• Excellent Benefits - Available within 30 Days (Medical, Vision, and Dental)
• No-Slip Seating

• This is a Regional Liquid Tanker Position
  • Wage Range: $72,800 to $93,600 Annually
• OTR opportunities available also, apply to inquire
• All Miles Paid Practical - Each Stop Paid (Loading and Unloading)
• 75% of loads pre-loaded
• Year round work
• 2 weeks out ONLY for the Chicago, IL area
• Automatic equipment guaranteed for this position
• Higher Rates for Prior Tanker EXP

• 401K w/ company match
• Safety Bonus (Rewarded with Additional PTO Days)
• Paid Vacation/Holidays
• Company Paid Life Insurance
• Short / Long Term Disability

• Venezia is family-owned and operated, which means that every driver that runs with us is a part of that family.
• We take action to ensure equal opportunity for all applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or other legally protected characteristic.

• 1 Year Class A Driving Experience in the last 3 years
• Requires Tanker Endorsement and TWIC
• Must have a passport and the ability to go to Canada
• Current Class A CDL
• No DUI in the last 5 years
• No Careless in the last 3 years
• No Reckless in the last 5 years

Required

Preferred

Job Industries

• Transportation

STG is now contracting with quality independent owner-operators for drayage service at key rail ramps and ports throughout the United States. We need hardworking Independent Contractors like you to join our team located in Chicago, IL. 

As an Independent Contractor with STG, you will be eligible for programs that can boost your profitability and save you money:

• HOME NIGHTLY! 
• Consistent freight 
• Competitive payouts 
• Local & Regional runs 
• Drop & hook freight 
• Industry-leading fuel discounts 
• Supportive dispatchers 
• Growing port and rail business with dedicated lanes 
• Ask a recruiter about our tire and fuel discount programs 

STG Independent Contractor Qualifications: 

• At least 23 years of age 
• At least 12 months of verifiable experience within the previous 5 years 
• If an applicant has 3 years of verifiable tractor-trailer experience while serving in the Military, we will now credit them 18 months of road experience (call for details) 

As one of the largest and fastest-growing intermodal providers in North America, we’re continually seeking to expand our network of independent owner-operators and fleet owners. 

We know that you have choices when it comes to how you spend time behind the wheel- our goal is to reinforce your choice of STG with every container you move. 

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry. 

Not every trucking job is the same. Join STG for the career you want, with the perks you value. 

Give us a call today! 

STG is now contracting with quality independent owner-operators for drayage service at key rail ramps and ports throughout the United States. We need hardworking Independent Contractors like you to join our team located in Chicago, IL. 

As an Independent Contractor with STG, you will be eligible for programs that can boost your profitability and save you money:

• HOME NIGHTLY! 
• Consistent freight 
• Competitive payouts 
• Local & Regional runs 
• Drop & hook freight 
• Industry-leading fuel discounts 
• Supportive dispatchers 
• Growing port and rail business with dedicated lanes 
• Ask a recruiter about our tire and fuel discount programs 

STG Independent Contractor Qualifications: 

• At least 23 years of age 
• At least 12 months of verifiable experience within the previous 5 years 
• If an applicant has 3 years of verifiable tractor-trailer experience while serving in the Military, we will now credit them 18 months of road experience (call for details) 

As one of the largest and fastest-growing intermodal providers in North America, we’re continually seeking to expand our network of independent owner-operators and fleet owners. 

We know that you have choices when it comes to how you spend time behind the wheel- our goal is to reinforce your choice of STG with every container you move. 

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry. 

Not every trucking job is the same. Join STG for the career you want, with the perks you value. 

Give us a call today! 

Entry-Level Sales Account Executive

Chicago, IL (In Office) | Base Salary + Uncapped Commission

If you’re competitive, coachable, and motivated by performance-based pay, keep reading.

At Avenue Logistics, you’ll build your own book of business, close deals, and earn uncapped commission based on performance — from day one, not tenure.

Training

You don’t need a background in transportation or logistics to succeed here. Many of our top producers started with no logistics experience. We provide hands-on, in-person training and mentorship from experienced leaders. You’ll receive real-time coaching, structured onboarding, and daily support as you build your book.

Compensation

• Base salary + uncapped commission

• Commission structure paying up to 17% of Gross Profit

• Income that scales directly with the book of business you build

• No cap on earnings as production grows

A Day in the Life

• Prospect and build relationships with companies that ship freight

• Develop partnerships with shippers and transportation providers

• Negotiate pricing and protect margin

• Coordinate with internal teams to move freight successfully

• Track revenue and grow your book month over month

Why Reps Join Avenue

We’re a growing company — and that creates opportunity. There are no restricted territory models limiting who you can pursue. What you build is yours. Our commission structure pays up to 17% of the Gross Profit you generate, meaning your income scales directly with your production. In an industry where commission models vary widely, high producers should be compensated accordingly.

Who Thrives Here

• Individuals motivated by performance-based pay

• People comfortable hearing “no” and pushing forward

• Self-starters who want ownership early in their careers

• Professionals who measure success in results

This is a performance-driven environment.

If you want ownership, open opportunity, mentorship, and compensation tied directly to what you build — apply below.

• Average $200-250K per year
• Bi-Weekly home time
• Compensation package includes all on-duty time paid via hourly demurrage rates, non-asset hourly rates, and/or mileage pay

• Health and Safety is our #1 priority and we live it 3-6-5!
• Positive and safe work environments

• Ensures that Health and Safety is the number one priority by complying with all safe work practices, policies, and processes and acting in a safe manner at all times
• Operates tractor trailer units
• Adheres to weights and ensures proper utilization of the units
• Ensures proper loading and unloading of hazardous waste/non-hazardous waste; Properly secures the loads
• Placards vehicle in accordance to Company and Department of Transportation (DOT) requirements/regulations
• Maintains daily logs, invoicing, time sheets, dispatch and trip reports as well as vehicle inspection reports

• Class A CDL
• HAZMAT and Tanker endorsements
• Minium 12 months of Class A driving experience
• Ability to effectively use required technology such as mobile applications and computer software
• For additional information about driver career opportunities, please call us at 72-DRIVE (833-723-7483).
  
  Clean Harbors is an equal opportunity employer.
  
  Clean Harbors is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. To request reasonable accommodation, contact or 1-844-922-5547.
  
  Clean Harbors is a Military & Veteran friendly company.
  
  Clean Harbors is committed to complying with applicable pay transparency laws and ensuring fair and equitable compensation. The posted salary range reflects the minimum and maximum target for this role. Final compensation may vary based on factors such as location, experience, skills, and business needs. In addition to the base salary, some roles may be eligible for bonus or incentive compensation and a comprehensive benefits package.
  
  *CH
  
  #LI-SD3

The Director of Account Management (D-AM) is a key agent for change, growth, and improvement in the commercial organization. The D-AM sets department strategy, aligning with corporate goals. The D-AM is responsible to communicate expectations to the team and is accountable for their team’s execution, action, and result.

The Director of Account Management is responsible for fostering the growth and retention of Bison’s customers by coaching and developing the leaders of the Account Management and Customer Operations team(s). The D-AM leverage their knowledge of Bison’s modes, services, technologies, and processes along with relationships with key internal stakeholders to support Bison’s growth initiatives.

Key Accountabilities/Responsibilities

Leadership:

• Managers of Account Management look to the D-AM for vision, direction, and support in day-to-day activities. It is a critical part of the Director’s role to ensure that all the employees needs are met in these regards
• The D-AM sets department and individual performance expectations. The D-AM monitors results and provides coaching and sets development strategies
• The D-AM provides escalation support from customers or internal team members as required
• The D-AM will be asked to participate in large scale organizational projects and programs.
• The D-AM will regularly evaluate the efficiency and effectiveness of business procedures according to organizational objectives and applies improvements. They will be involved in corporate strategic goal setting, as required
• The D-AM will oversee budget development and is ultimately responsible for budget management. They will regularly review financial information and adjust budgets to promote profitability

Human Resource Management:

• The D-AM is responsible for the human resource needs of the Account Management and Customer Operations groups, including collaborating on:
• Organizational structure
• Succession planning
• Recruitment, interviewing and hiring
• Compensation plans and administration
• Input or creation of individual development plans
• Creating and maintaining training programs and reference materials
• Administer corrective action when necessary

Customer Management:

• The D-AM needs to have a high-level understanding of all clients within their team’s portfolio, their stage of development, growth strategies, operational requirements, and Bison’s operating plans. The D-AM must be able to lead others to achieve or exceed service and growth goals
• The D-AM must develop customer relationships and establish themselves as a point of escalation for customer concerns or a point-person to assist in rate negotiations and/or close deals
• The D-AM is accountable for the following:
• Customer retention and growth, including assisting Managers of Account Managers in identifying, developing, and closing opportunities.
• Conduct regular opportunity funnel reviews
• Support Enterprise Account Manager strategic account plans
• Monitor service and communication related KPI’s and ensure items under target are being actioned
• Ensure data integrity and alignment in our customer service-related reporting
• Monitor committed volumes compared to actual volumes and ensure under/over performance is actioned as required
• Monitor revenue related reporting to monitor year over year variances, accessorial collection, and overall account health
• Provide surge price guidance to the team or direct to customers as required
• Monitor key KPI’s related to invoicing timeliness and accuracy and action items under target

Modes, Services & Technologies:

• The D-AM is responsible to build and maintain relationships with all of Bison’s service teams to ensure the Account Management team can confidently sell all modes and services over all geographical areas
• The D-AM should attend regular meetings or huddles to ensure they remain up to date on current challenges and business needs fostering a reciprocal feedback loop between the Account Management teams and the services they sell
• The D-AM will work with product line leaders to develop and deliver product and sales training
• The D-AM should facilitate the creation and distribution of content for use by the Account Managers or to send direct to customers

Minimum Qualifications:

• Minimum Bachelor’s degree + 5 years of related experience OR 5 years of Account Management/Sales experience + 3 years of leadership experience required
• Prior experience in the Transportation industry is required

Are you ready to be part of a team that values safety, continuous improvement, quality, and employee well-being? CHEP is looking for a motivated Route Driver to join our team in Chicago, Illinois.

CHEP is seeking a motivated Route Driver to join our team. This field-based role is responsible for efficiently executing less-than-truckload (LTL) deliveries and collections, optimizing routes and volumes through strong partnerships with internal teams and customers. The successful candidate will help develop and implement key growth strategies for the CHEP LVR Program while ensuring compliance with DOT regulations and CHEP safety standards. This will include partnering with multiple internal functions, building and executing project plans as well as leading teammates through training of new processes.

Location:

• Daily reporting location at 5000 Proviso Drive, Melrose Park, IL 60163.

Job Description Summary

• Execute daily visits to recover CHEP-owned pallets from a large number of low-volume Non-Participating Distributors (NPD) locations, ensuring compliance with asset return policies.
• Increase pallet recovery by educating and negotiating with NPD locations, while identifying and resolving misuse or black-market issues through close collaboration with other departments.
• Support the development and optimization of Low Volume Recovery (LVR) routes, providing guidance and training to junior teammates on new processes.

Key Responsibilities:

• Operate a CHEP-owned box truck and adhere to all DOT and CHEP safety guidelines.
• Perform daily LTL deliveries and collections of pallets at 100+ customer locations.
• Collaborate with customers to drive program compliance and increase collection volumes.
• Document delivery and collection data, such as times, mileages, and volumes, and communicate to LVR support personnel.
• Visit potential collection locations to promote the CHEP LVR Program and gather information to expand the customer base.
• Work with internal teams to develop and execute project plans focused on key operational improvements.
• Act as a resource and trainer for other LVR Representatives.

Qualifications:

• Clean driving record and ability to obtain a DOT medical card with no restrictions.
• Physically capable of lifting 65 lbs regularly.
• Strong communication, problem-solving, and analytical skills.
• Experience with route optimization and customer relationship management.
• Ability to lead peers indirectly.
• Ability to work autonomously.
• Knowledge of routing management software is a plus.

Preferred Experience:

• Multi-stop driving
• DOT & Safety Compliance
• Route Optimization/Management
• Local Customer Relationship Building
• Frontline operations leadership
• New customer development

What we Offer:

• Competitive Pay w/ Shift Differential
• Benefits Day 1!
• 401K w/ company match (up to 4%)
• FREE company-paid vision, short-term disability, and life insurance!!
• FREE company-provided PPE and safety equipment
• Tuition reimbursement, parental leave, childcare assistance, profit sharing, and MORE!

Base pay $23.25/hr.

Salary ranges provided take into account a wide variety of factors that are considered in making compensation decisions including but not limited to skill sets; experience and training; licensure and certifications, geographic differentials and other business and organizational needs. Therefore, actual amounts offered may be higher or lower than the range provided. If you have questions, please speak to your Talent Acquisition Partner about the flexibility and detail of our compensation philosophy.

Dependent on the position offered, other forms of compensation may be part of a total offering beyond medical & retirement benefits and may include other monetary incentives or business benefits.