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Ups Contractor Jobs in Chicago, IL (NOW HIRING)

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Ups Contractor information

See Chicago, IL salary details

$25.8K

$41.7K

$58.7K

How much do ups contractor jobs pay per year?

As of Aug 26, 2026, the average yearly pay for ups contractor in Chicago, IL is $41,655.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,500.00 and $45,300.00 per year, depending on experience, location, and employer.

What is a UPS contractor?

A UPS Contractor is an independent worker or company that provides delivery or logistics services for UPS. Contractors typically own or lease their vehicles and are responsible for picking up, transporting, and delivering packages according to UPS standards. They must meet UPS requirements for safety, reliability, and customer service. This role allows for flexibility in scheduling but also requires managing operational costs such as fuel, maintenance, and insurance.

What does a UPS contractor do?

As a UPS Contractor, your day usually starts by picking up packages from a central UPS facility, organizing your delivery load, and planning your route for maximum efficiency. Throughout the day, you’ll deliver packages to homes and businesses, interact with customers, obtain delivery confirmations, and handle any unexpected route or package issues. The role often requires lifting, carrying, and being on your feet for extended periods. You may also need to communicate regularly with dispatch and coordinate with other drivers in your area. This fast-paced environment rewards efficiency, reliability, and strong customer service skills.

What are the key skills and qualifications needed to thrive as a UPS contractor?

To thrive as a UPS Contractor, you need a valid driver’s license, a good driving record, knowledge of route planning, and the physical ability to handle packages. Familiarity with delivery routing software, handheld scanning devices, and GPS systems is often essential. Strong time management, customer service skills, and the ability to work independently set top performers apart. These competencies ensure packages are delivered efficiently, safely, and with high customer satisfaction.

What are the most commonly searched types of Ups Contractor jobs in Chicago, IL?

The most popular types of Ups Contractor jobs in Chicago, IL are:

What are popular job titles related to Ups Contractor jobs in Chicago, IL?

For Ups Contractor jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Ups Contractor jobs in Chicago, IL look for?

The top searched job categories for Ups Contractor jobs in Chicago, IL are:

Ups Contractor jobs near you
Infographic showing various Ups Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% Locum Tenens, 1% As Needed, 66% Full Time, 15% Part Time, 16% Contract, and 1% Nights. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $41,655 per year, or $20 per hour.

Independent Contractor - Woodridge - IL - Symbria Rx Services

Symbria

Woodridge, IL • On-site

Contractor

Re-posted 17 days ago

Symbria rating

4.7

Company rating: 4.7 out of 10

Based on 14 frontline employees who took The Breakroom Quiz

Job description

Overview
Want to be your own Boss! Although Symbria is an employee-owned company, we have unique opportunities available for you to truly be your own boss as an Independent Contract Delivery Driver. These independent contractor opportunities will be supporting our Pharmacy division with the delivery of client prescriptions to the assisted living communities where they reside.
***Route Details***
  • STAT/Backup

Watch the video to find out how you can make a difference by working in Symbria Rehab!
Responsibilities
What's is in it for you:
  • Company will enter into a formal agreement for delivery services being provided
  • Ability to grow your own income while maintaining an established route and on-demand opportunities
  • Multiple opportunities available with varying schedules and routes
  • No overnight stays required, with all routes being local deliveries
  • Contracted pay with established mileage rates varying on length of delivery routes

Qualifications
We are looking for individuals who enjoy being self-employed, may be tired of the ups and downs of ride share driving and/or need some more consistency within their daily work schedule. If this is you, here are some requirements you will need to meet in order to qualify for this opportunity:
  • Valid Driver's License with ample driving experience
  • Fully insured with commercial, registered and reliable vehicle
  • Established as a business, LLC preferred (must be able to provide TIN & EIN prior to start)
  • Access to Billing Software - QuickBooks preferred, but not required
  • Android-based Smartphone availability for navigation assistance
  • Must be able to successfully pass Drug, MVR and Background screening requirements
  • Covid 19: Must be fully vaccinated as a requirement of the assisted living communities you will be delivering to

All applicants will be afforded equal opportunity without discrimination because of race, color, religion, sex, sexual orientation, marital status, order of protection status, national origin or ancestry, citizenship status, age, physical or mental disability unrelated to ability, military status or an unfavorable discharge from military service.

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