OTR CDL-A Owner Operator
Chicago, IL · On-site
$3.5K - $6.0K/wk
... Amazon . What You'll Do * Haul dry van freight safely and efficiently * Run OTR routes with ... owner operators and keeps you on the road!
Quick apply
Chicago, IL · On-site
$3.5K - $6.0K/wk
... Amazon . What You'll Do * Haul dry van freight safely and efficiently * Run OTR routes with ... owner operators and keeps you on the road!
Quick apply
Chicago, IL · On-site
$3.5K - $6.0K/wk
... Amazon . What You'll Do * Haul dry van freight safely and efficiently * Run OTR routes with ... owner operators and keeps you on the road!
Rosemont, IL · On-site
$8.0K - $10K/wk
Medical
Dental
Vision
Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL RUNS CDL-A ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Quick apply
Rosemont, IL · On-site
$8.0K - $10K/wk
Medical
Dental
Vision
Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL RUNS CDL-A ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Rosemont, IL · On-site
$6.0K - $8.0K/wk
Medical
Dental
Vision
About the Job Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Rosemont, IL · On-site
$6.0K - $8.0K/wk
Medical
Dental
Vision
About the Job Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Chicago, IL · On-site
$8.0K - $10K/wk
Medical
Dental
Vision
Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL RUNS CDL-A ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Quick apply
Chicago, IL · On-site
$8.0K - $10K/wk
Medical
Dental
Vision
Pure Freight Lines is Looking Experienced Class A CDL Solo OWNER OPERATORS USPS MAIL RUNS CDL-A ... Relay fuel cards + monthly fuel bonuses. * Optional bobtail & physical damage insurance. * Safety ...
Joliet, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Joliet, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Elk Grove Village, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Elk Grove Village, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Chicago, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Urgent
Chicago, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Urgent
Elk Grove Village, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Elk Grove Village, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Chicago, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Urgent
Chicago, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Urgent
Joliet, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Quick apply
Joliet, IL · On-site
$5.0K - $7.0K/wk
Company Description Allay Express LLC is a growing trucking company committed to building long-term partnerships with Owner-Operators. We provide consistent Amazon and Dry Van freight, weekly ...
Be Seen First
West Dundee, IL · On-site
$5.0K - $10K/wk
CDL-A OWNER OPERATORS -- KEEP UP TO 92% OF GROSS! * $8,000-$13,000+ WEEKLY GROSS * UP TO 92% OF ... Up to 92% of gross * $8,000-$13,000+ weekly gross * Amazon loads can reach $20,000+ gross * Weekly ...
New
Quick apply
Be Seen First
West Dundee, IL · On-site
$5.0K - $10K/wk
CDL-A OWNER OPERATORS -- KEEP UP TO 92% OF GROSS! * $8,000-$13,000+ WEEKLY GROSS * UP TO 92% OF ... Up to 92% of gross * $8,000-$13,000+ weekly gross * Amazon loads can reach $20,000+ gross * Weekly ...
New
Be Seen First
West Dundee, IL · On-site
$5.0K - $10K/wk
CDL-A OWNER OPERATORS -- KEEP UP TO 92% OF GROSS! * $8,000-$13,000+ WEEKLY GROSS * UP TO 92% OF ... Up to 92% of gross * $8,000-$13,000+ weekly gross * Amazon loads can reach $20,000+ gross * Weekly ...
New
Quick apply
Be Seen First
West Dundee, IL · On-site
$5.0K - $10K/wk
CDL-A OWNER OPERATORS -- KEEP UP TO 92% OF GROSS! * $8,000-$13,000+ WEEKLY GROSS * UP TO 92% OF ... Up to 92% of gross * $8,000-$13,000+ weekly gross * Amazon loads can reach $20,000+ gross * Weekly ...
New
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
THE JOB The Skydio Drone Operator at Credit Union 1 will be responsible for deploying X10 drones on ... Get drone to scene and relay information as needed * Resolve: Data offload at end of each event.
THE JOB The Skydio Drone Operator at Credit Union 1 will be responsible for deploying X10 drones on ... Get drone to scene and relay information as needed * Resolve: Data offload at end of each event.
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Chicago, IL · On-site
$22.50/hr
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
$22.50/hr
Medical
Retirement
PTO
Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location Address: 2424 S ...
$22.50/hr
Medical
Retirement
PTO
Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location Address: 2424 S ...
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Quick apply
Medical
Retirement
PTO
Company Description Kru's Delivery Services, Inc. is a locally owned and operated Amazon Delivery Service Partner (DSP) dedicated to providing exceptional delivery service to our community. Location ...
Downers Grove, IL · On-site
$16.50 - $20.75/hr
Medical
PTO
Delivery Driver Associate Top Tier deliveries is a locally owned and operated Amazon DSP dedicated to providing exceptional delivery service to our community. Location Address: DXH6 at 3800 Finley Rd ...
Downers Grove, IL · On-site
$16.50 - $20.75/hr
Medical
PTO
Delivery Driver Associate Top Tier deliveries is a locally owned and operated Amazon DSP dedicated to providing exceptional delivery service to our community. Location Address: DXH6 at 3800 Finley Rd ...
Senior Business Coach Equal parts advisor and operating partner, Amazon's team of Business Coaches assist and guide our Delivery Service Partner (DSP) business owners as they build and grow ...
Senior Business Coach Equal parts advisor and operating partner, Amazon's team of Business Coaches assist and guide our Delivery Service Partner (DSP) business owners as they build and grow ...
$664.15 - $1.3K
8% of jobs
$1.3K - $2K
2% of jobs
$2.4K is the 25th percentile. Wages below this are outliers.
$2K - $2.6K
21% of jobs
$2.6K - $3.3K
6% of jobs
$3.3K - $4K
5% of jobs
The median wage is $4.3K / yr.
$4K - $4.6K
13% of jobs
$4.6K - $5.3K
13% of jobs
$5.3K - $5.9K
5% of jobs
$6.1K is the 75th percentile. Wages above this are outliers.
$5.9K - $6.6K
6% of jobs
$6.6K - $7.3K
15% of jobs
$7.3K - $7.9K
5% of jobs
$664
$4.5K
$7.9K
As an Amazon Relay Owner Operator, you generally have the flexibility to choose your loads and set your own work schedule, allowing you to balance personal commitments with business goals. However, you'll need to carefully plan routes and delivery times to meet Amazon's on-time requirements, which can sometimes mean working nights, weekends, or holidays depending on demand. Most Owner Operators find that their workload varies week to week based on seasonal demands and available freight. Efficient time management and proactive scheduling are key to maximizing income and maintaining a healthy work-life balance. While the role offers independence, meeting deadlines and delivering excellent service remain essential for ongoing success.
To excel as an Amazon Relay Owner Operator, you need a valid commercial driver’s license (CDL), excellent driving skills, a clean safety record, and the ability to manage business operations. Familiarity with transportation management systems, electronic logging devices (ELDs), and Amazon Relay’s load-booking platform is essential. Strong time management, self-motivation, and customer service skills help set you apart in this role. These competencies ensure safe and efficient delivery, compliance with industry regulations, and successful operation of your independent trucking business within Amazon’s network.
An Amazon Relay Owner Operator is an independent truck driver or small fleet owner who contracts with Amazon to transport freight using the Amazon Relay load board. Operators use their own trucks to haul Amazon freight between fulfillment centers, distribution hubs, and delivery locations. They must meet Amazon's requirements, including proper licensing, insurance, and vehicle specifications. This role allows for flexibility in scheduling and the opportunity to run a trucking business while leveraging Amazon’s freight network.
The most popular types of Amazon Relay Owner Operator jobs in Chicago, IL are:
For Amazon Relay Owner Operator jobs in Chicago, IL, the most frequently searched job titles are:
The top searched job categories for Amazon Relay Owner Operator jobs in Chicago, IL are:

$3.5K - $6.0K/wk
Full-time
Re-posted 14 days ago
Join our team as an OTR CDL-A Owner Operator!
We're looking for safe, reliable, and professional Over-the-Road (OTR) CDL-A Owner Operators to haul dry van freight for major carriers, including FedEx, USPS, UPS, and Amazon.
What You'll Do
Freight Details
Qualifications
Why Drive With Us?
Apply today and partner with a team that values owner operators and keeps you on the road!