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Amazon Freight Owner Operator Jobs in Chicago, IL

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

Chicago Owner-Operators Needed for Intermodal & Drayage Freight $2,000 Sign On Bonus! Text APPLY to (860) 300-2110 to get your quick app started! STG Drayage is growing its intermodal and drayage ...

OTR CDL-A Owner Operator

Chicago, IL · On-site

$3.5K - $6.0K/wk

Haul freight for established customers, including FedEx, USPS, UPS, and Amazon * Supportive team focused on keeping you moving Apply today and partner with a team that values owner operators and ...

Be Seen First

Truck Owner Operator

Gary, IN · On-site

$3.0K - $7.0K/wk

OWNER-OPERATOR OPPORTUNITY | JTS LOGISTICS Looking to maximize your earnings with a partner who has ... With 90% gross payouts and steady, no-touch freight, we provide the ultimate balance of ...

Drivers are responsible for safely transporting freight while delivering exceptional customer service. Job Summary Atlas Logistics is seeking professional CDL-A Owner Operators to transport freight ...

Hunt Highway Services and gain access to one of the largest freight bases in the country, providing you with the compensation you want and the miles you need to grow your business. Owner Operator Job ...

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Amazon Freight Owner Operator information

See Chicago, IL salary details

$663

$4.5K

$7.9K

How much do amazon freight owner operator jobs pay per week?

As of Aug 10, 2026, the average weekly pay for amazon freight owner operator in Chicago, IL is $4,528.19, according to ZipRecruiter salary data. Most workers in this role earn between $2,476.92 and $6,734.62 per week, depending on experience, location, and employer.

What are common challenges Amazon Freight Owner Operators face when managing their own schedules and routes?

As an Amazon Freight Owner Operator, one common challenge is balancing the flexibility of self-scheduling with the need to meet Amazon’s strict delivery timelines. You may need to adapt quickly to fluctuating freight volumes and last-minute changes, which requires strong organizational skills and proactive communication with Amazon’s logistics coordinators. Additionally, managing your own vehicle maintenance, paperwork, and compliance with DOT regulations can be demanding but is essential to keep your business running smoothly. Developing efficient time management and staying updated on Amazon’s requirements can help you overcome these hurdles and succeed in this role.

What is the difference between Amazon Freight Owner Operator vs Amazon Freight Driver?

AspectAmazon Freight Owner OperatorAmazon Freight Driver
CredentialsCommercial Driver's License (CDL), vehicle registrationCommercial Driver's License (CDL), company employment verification
Work EnvironmentOwns or leases a truck, operates independentlyWorks as an employee, drives company-owned trucks
Employer & Industry UsageIndependent contractor within Amazon Freight networkCompany employee within Amazon Freight

Amazon Freight Owner Operators operate independently with their own trucks, earning revenue through contracts. In contrast, Amazon Freight Drivers are employed by Amazon, driving company-owned trucks. Both roles require a CDL and are integral to Amazon's freight operations, but they differ mainly in employment status and vehicle ownership.

What skills and qualifications are needed to thrive as an Amazon Freight Owner Operator?

To thrive as an Amazon Freight Owner Operator, you need a valid commercial driver's license (CDL), solid knowledge of freight logistics, and experience in long-haul or regional trucking. Familiarity with electronic logging devices (ELDs), route planning software, and compliance with DOT regulations is essential. Strong time management, self-motivation, and effective communication skills set successful owner operators apart. These skills ensure timely and safe deliveries, regulatory compliance, and strong partnerships with Amazon's logistics network.

What is an Amazon Freight Owner Operator?

Amazon Freight Owner Operators are independent truck drivers or small business owners who contract with Amazon to transport freight across the country. They operate their own trucks and are responsible for managing their schedules, routes, and business expenses. Working with Amazon provides access to a steady stream of shipments, transparent pricing, and advanced technology to help manage loads. This role allows operators to maintain independence while benefiting from Amazon's vast logistics network and support.
What are popular job titles related to Amazon Freight Owner Operator jobs in Chicago, IL? For Amazon Freight Owner Operator jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Amazon Freight Owner Operator jobs in Chicago, IL look for? The top searched job categories for Amazon Freight Owner Operator jobs in Chicago, IL are:
Infographic showing various Amazon Freight Owner Operator job openings in Chicago, IL as of August 2026, with employment types broken down into 50% Full Time, 47% Part Time, 2% Contract, and 1% Nights. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $235,466 per year, or $113.2 per hour.

Sr. Account Executive, Enterprise, Enterprise - Amazon Freight

Amazon

Chicago, IL • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 18 days ago


Amazon rating

7.4

Company rating: 7.4 out of 10

Based on 7,073 frontline employees who took The Breakroom Quiz

6th of 39 rated national retailers


Job description

Amazon Freight is a fast-growing startup, externalizing Amazon's transportation capabilities as a service. Amazon Freight provides truckload and intermodal services, on the world class network and capabilities currently used to operate Amazon's own freight movements. As a Senior Account Executive, this role will oversee relationships with Amazon Freight's largest Customers. We are looking for complex problem solvers who are able to build and manage relationships with senior leaders at Fortune 500 customers. In this role, the Senior Account Executive will drive new business growth by unlocking new commercial opportunities and selling creative solutions aligned to customer needs while also maximizing retention of an existing portfolio of business. The position will build and customize solutions with internal Pricing, Sales, and Operations teams that will unlock new business while also delivering a high-quality customer experience.
As the primary relationship manager, this role will be responsible for customer advocacy, collaborating to deliver on customer commitments, drive continuous improvement and create a high-performing profitable business with the customer(s). This role requires a collaborative business builder mindset to work cross- functionally to operate in a startup environment at Amazon. If you are excited to be part of something new, where you will directly impact the direction of the business, then this is the role for you.
Key job responsibilities
• Own the primary commercial relationship with Customer's executive decisions makers. Responsible for building and managing healthy engagements that enable profitable business growth
• Responsible for defining the account growth plan, collaborating with internal and external stakeholders to secure alignment, and execute the plan to deliver on business objectives
• Identify new growth opportunities and define business plans to achieve goals
• Partner with operations leaders to define scalable operating plans for the accounts in your portfolio that help achieve target financial outcomes
• Prioritize and effectively communicate asks of partner teams to unlock new business opportunities and growth across your portfolio
• Manage opportunity pipeline and monitor the health of the account which includes, but is not limited to, Customer KPI review, revenue quality monitoring, identifying additional opportunities, contract and term review to ensure contract adherence
• Be a trusted partner to Shipper / 3PL / Broker / Managed Transportation customer segments, helping customer and internal stakeholders in maximizing targeted business outcomes
BASIC QUALIFICATIONS
- 6+ years of Go-To-Market, Business Development, Sales, or Consulting experience
- Experience developing strategies that influence leadership decisions at the organizational level
- Experience influencing internal and external stakeholders
- Experience developing, leading, negotiating and executing corporate and/or business transactions
PREFERRED QUALIFICATIONS
- Experience identifying, negotiating, and executing complex legal agreements
Amazon is an equal opportunity employer and does not discriminate on the basis of protected veteran status, disability, or other legally protected status.
Our inclusive culture empowers Amazonians to deliver the best results for our customers. If you have a disability and need a workplace accommodation or adjustment during the application and hiring process, including support for the interview or onboarding process, please visit https://amazon.jobs/content/en/how-we-hire/accommodations for more information. If the country/region you're applying in isn't listed, please contact your Recruiting Partner.
The base salary range for this position is listed below. Your Amazon package will include sign-on payments and restricted stock units (RSUs). Final compensation will be determined based on factors including experience, qualifications, and location. Amazon also offers comprehensive benefits including health insurance (medical, dental, vision, prescription, Basic Life & AD&D insurance and option for Supplemental life plans, EAP, Mental Health Support, Medical Advice Line, Flexible Spending Accounts, Adoption and Surrogacy Reimbursement coverage), 401(k) matching, paid time off, and parental leave. Learn more about our benefits at https://amazon.jobs/en/benefits.
USA, IL, Chicago - 147,900.00 - 200,100.00 USD annually

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About Amazon

Sourced by ZipRecruiter

Amazon.com, Inc., commonly known as Amazon, is an American multinational technology company. It was founded by Jeff Bezos in 1994 and initially started as an online marketplace for books. Since then, Amazon has expanded its operations and become one of the largest e-commerce companies in the world. Amazon's primary business is its online retail platform, where customers can purchase a vast array of products, including electronics, clothing, books, home goods, and much more. The company offers a convenient and user-friendly shopping experience, with features such as fast shipping, customer reviews, and personalized recommendations. In addition to its e-commerce platform, Amazon has diversified its business into various other areas. One of its notable ventures is Amazon Web Services (AWS), a comprehensive cloud computing platform that provides services such as storage, compute power, and database management to individuals and businesses. AWS has become a leader in the cloud computing industry, powering many websites and applications worldwide. Amazon has also developed its own consumer electronics, including the popular Amazon Kindle e-reader, Fire tablets, Fire TV streaming devices, and the Alexa-powered Echo smart speakers. The Alexa voice assistant, integrated into these devices, allows users to interact with their devices using voice commands, perform tasks, and access information. Furthermore, Amazon has expanded into media and entertainment. It operates Prime Video, a streaming service that offers a wide range of movies, TV shows, and original content. Amazon Music provides a platform for streaming and purchasing digital music, while Audible offers audiobooks and other audio content. The company's commitment to customer satisfaction and convenience is demonstrated by its membership program, Amazon Prime. Prime members receive various benefits, including free two-day shipping, access to streaming services, exclusive deals, and more.

Industry

It services, book publishers, retail, real estate and computer and electronic product manufacturing

Company size

10,000+ Employees

Headquarters location

Seattle, WA, US