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Weekend Delivery Jobs in Chicago, IL (NOW HIRING)

Delivery Driver

Chicago, IL · On-site

$22.50/hr

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 ...

Delivery Driver

Chicago, IL · On-site

$22.50/hr

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 ...

Delivery Driver

Chicago, IL · On-site

$22.70 - $22.75/hr

NJD Delivery Services Co. is an Amazon Delivery Service Partner looking for enthusiastic, team players to deliver packages. Delivery Associates strive to get every order to the customer's door on ...

Delivery Driver

Chicago, IL · On-site

$22.75/hr

About the Job NJD Delivery Services Co. is an Amazon Delivery Service Partner looking for enthusiastic, team players to deliver packages. Delivery Associates strive to get every order to the customer ...

Showing results 21-40

Weekend Delivery information

See Chicago, IL salary details

$8

$19

$26

How much do weekend delivery jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for weekend delivery in Chicago, IL is $19.01, according to ZipRecruiter salary data. Most workers in this role earn between $16.59 and $20.82 per hour, depending on experience, location, and employer.

What is a weekend delivery?

Weekend delivery jobs involve transporting packages, food, groceries, or other goods to customers primarily on Saturdays and Sundays. These roles are often part-time and can include working for courier services, food delivery apps, or local businesses. Workers may use their own vehicles, bicycles, or company-provided transportation, depending on the employer. Weekend delivery jobs offer flexibility, making them a popular choice for students or those seeking extra income. Typical requirements include a valid driver’s license, reliable transportation, and good customer service skills.

What are the key skills and qualifications needed to thrive as a weekend delivery driver?

To thrive as a Weekend Delivery Driver, you need a valid driver’s license, a clean driving record, and strong knowledge of local routes or GPS navigation. Familiarity with route optimization apps, handheld scanners, and basic vehicle maintenance is typically necessary. Excellent time management, customer service, and reliability set standout drivers apart. These skills ensure timely, accurate deliveries and positive customer experiences, which are critical for maintaining service standards.

What are some common challenges faced by weekend delivery drivers, and how can they be managed effectively?

Weekend delivery drivers often encounter challenges such as increased traffic, fluctuating delivery volumes, and tight delivery windows. Managing these requires strong time-management skills, familiarity with navigation tools, and effective communication with dispatchers and customers. Being adaptable and proactive—such as planning optimal routes ahead of time and staying updated on traffic conditions—can help ensure timely deliveries and customer satisfaction.

What is the difference between Weekend Delivery vs Delivery Driver?

AspectWeekend DeliveryDelivery Driver
CredentialsValid driver's license, sometimes delivery certificationsValid driver's license, background check
Work EnvironmentPrimarily on weekends, flexible hours, delivery routesDaily routes, flexible or fixed schedules, vehicle operation
Industry UsageLogistics, e-commerce, retailLogistics, food service, retail

Weekend Delivery roles focus on delivering packages mainly during weekends, often with flexible hours. Delivery Drivers work daily or flexible schedules, handling various delivery types. Both roles require a valid driver's license and involve route navigation, but Weekend Delivery is specifically weekend-focused, while Delivery Drivers operate throughout the week.

What delivery companies deliver on weekends?

Many delivery companies, including FedEx, UPS, DHL, and the United States Postal Service (USPS), offer weekend delivery services. These companies often provide options for Saturday and sometimes Sunday deliveries, especially for express or priority shipments, and may require specific scheduling or additional fees. Delivery drivers working in these roles typically need to be flexible with their schedules and may use route planning tools to manage weekend deliveries.

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

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

What cities near Chicago, IL are hiring for Weekend Delivery jobs?

Cities near Chicago, IL with the most Weekend Delivery job openings:

Infographic showing various Weekend Delivery job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 66% Full Time, 29% Part Time, and 4% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $39,540 per year, or $19 per hour.

$16 - $20/hr

Full-time, Part-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 2 days ago


Job description

Company Description

Seeking Full-Time AND Part-Time Delivery Driver to join Decorously Deft Delivery & Transport LLC, delivering packages for Amazon! 

We need reliable, independent, flexible, hard workers who pay attention to details, can quickly problem solve a wide range of situations, and win in a fast-paced environment!

Ideal candidates are enthusiastic, communicate effectively, and are ready to get the job done.  Successful delivery drivers enjoy being out on the road driving, put safety first, and care deeply about customer expectations and satisfaction. 

We are looking for team players who desire to grow with the Company

  • Military veterans are welcome!
  • Commercial, DOT, CDL (or work-related) driving experience is a plus
  • We will assist you to obtain your Class C Non-CDL Driver’s License (IL)/ For Hire Endorsement (IN) & DOT Certification
  • Growth opportunities within the Company
Job Description

Key Duties & Responsibilities:

  • Successfully handle and deliver packages on time
  • Safely drive and perform safety inspections on Company vehicle
  • Follow all local & state laws, road/driving regulations, and Company policies
  • Provide excellent customer service and satisfaction despite stressful events / conditions
  • Keep pace in physically demanding job; work in all weather conditions and on various routes; lift packages (up to 50 lbs.); get in and out of a van repeatedly throughout the day at variable locations
  • Communicate effectively with support team to provide exceptional customer service and ensure deliveries are completed
  • Use smart phone device for GPS Navigation, scanning packages, conducting administrative requirements such as clocking in/out, and communicate with supervisors and other team members
  • Load and unload packages in delivery vehicle
  • Support the team in daily work requirements including participation in rescue calls when other team members need assistance with their routes
Qualifications

Delivery Driver Requirements:

  • Must be at least 21 years old 
  • Must hold a non-provisional, unrestricted Driver’s License
    • We will help you obtain a Class C Non-CDL Driver’s License (IL) or a For Hire Endorsement (IN)
  • Authorized to work in the United States
  • Must pass a 5-Panel Drug Screening
  • Must have a clean motor vehicle report
  • Must have good English speaking, reading, writing / communication skills

Additional Information

Benefits Available:

  • PTO
  • Medical, Dental & Vision
  • Employee Assistance Program
  • 401K with Match 

Equipment Provided:

  • Delivery Vehicle & Gas
  • Handheld technology
  • Uniforms
  • Other safety and administrative gear necessary for job accomplishment

We are an Equal Opportunity Employer.  All qualified applicants will be considered for employment, regardless of age, national origin, race, color, disability, religious beliefs, or sexual orientation. 


4 days per week (1 weekend day is required)
10 hours per day
10 hours per day
40 hours per weekll your information will be kept confidential according to EEO guidelines.