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Weekend Delivery Owner Operator Jobs in Chicago, IL

No Weekends Maintain accurate records and logs. Perform vehicle inspections and preventative ... Works with dispatch for delivery assignments and road service throughout the day. Reads bill of ...

Currently looking for Weekend Delivery help. Our Delivery Drivers regularly take home $25+ an hour ... owned & operated franchise of the Jimmy John's Franchise, LLC system. You are not seeking ...

Currently looking for Night and Weekend Delivery Drivers. Our Delivery Drivers regularly take home ... owned & operated franchise of the Jimmy John's Franchise, LLC system. You are not seeking ...

Currently looking for Dinner and Weekend Delivery Drivers. Our Delivery Drivers regularly take home ... owned & operated franchise of the Jimmy John's Franchise, LLC system. You are not seeking ...

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

26ft Box Truck Owner-Operator - OTR - 100% Load Rate - Weekly Pay. Arsen Trucking LLC is actively ... Clean DOT record, safe driving habits, and commitment to on-time deliveries. Sick of losing chunks ...

We are seeking a skilled and reliable CDL Class A Owner Operator to join our team at New World Van ... Plan and execute routes efficiently to ensure timely delivery while adhering to traffic laws and ...

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Showing results 1-20

Weekend Delivery Owner Operator information

See Chicago, IL salary details

$663

$4.5K

$7.9K

How much do weekend delivery owner operator jobs pay per week?

As of Aug 1, 2026, the average weekly pay for weekend delivery 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 is the difference between Weekend Delivery Owner Operator vs Part-Time Delivery Driver?

AspectWeekend Delivery Owner OperatorPart-Time Delivery Driver
CredentialsValid driver’s license, commercial vehicle insurance, sometimes DOT certificationValid driver’s license, basic insurance
Work EnvironmentOwn vehicle, flexible schedule, independent workCompany vehicle or personal vehicle, flexible hours
Employer & IndustryIndependent contractor, logistics/delivery servicesPart-time employee or contractor, retail or food delivery

Weekend Delivery Owner Operators typically operate their own vehicles, have more independence, and often work as independent contractors. Part-Time Delivery Drivers usually work for a company, using either company or personal vehicles, with less independence. Both roles involve delivery work but differ mainly in employment status and vehicle ownership.

Infographic showing various Weekend Delivery Owner Operator job openings in Chicago, IL as of July 2026, with employment types broken down into 50% Part Time, and 50% Nights. Highlights an 100% In-person job distribution, with an average salary of $235,466 per year, or $113.2 per hour.

Owner Operator Furniture Delivery

Direct Impact Logistics

Naperville, IL • On-site

$3.0K - $4.0K/wk

Contractor

Re-posted 16 days ago


Job description

Direct Impact Logistics is looking for an Owner-Operator/Independent Service Provider Driving Team for furniture delivery routes with basic assembly and drop off service.

Average Weekly Gross: $3,000 / Week.
Duties & Responsibilities:
  • Timely and accurate delivery including assembly of furniture.
  • Selection and use of basic tools to assemble.
  • Adjust and installation of various furniture items.
  • Loading and unloading of furniture and in-home white glove delivery.

Requirements:
  • 26ft box truck with lift gate.
  • Provide a two-person delivery team.
  • Must have a personal set of tools.
  • Valid Driver's License with good driving record.
  • Driver: active MC and DOT number with the FMCSA.
  • Professional work experience doing Furniture delivery or a willingness to learn the trade.
  • Must be at least 21 years of age.