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Weekend Driver Jobs in Chicago, IL (NOW HIRING)

Visiting Angels

Weekend Caregiver

Naperville, IL · On-site

$14.25 - $17.75/hr

Weekend Caregiver We have open In-Person Interviews every Wednesday from 9am-3pm ... Please bring a valid driver's license or Identification. Our office is located 1415 Bond St #123 ...

KICS FC

Soccer Coach (Travel/Academy Teams)

Chicago, IL · On-site

Flexible schedule to coach sessions during weekdays and games in the weekend. * Driving license and clean record - SKILLS, ABILITIES & OTHER ATTRIBUTES: * Ability to solve problem as soon as they ...

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All JobsDriver JobsWeekend Driver JobsWeekend Driver Jobs in Chicago, IL

Weekend Driver information

See Chicago, IL salary details

$10

$19

$31

How much do weekend driver jobs pay per hour?

As of Aug 24, 2026, the average hourly pay for weekend driver in Chicago, IL is $19.31, according to ZipRecruiter salary data. Most workers in this role earn between $14.86 and $20.82 per hour, depending on experience, location, and employer.

What is a weekend driver?

Weekend drivers are individuals employed to operate vehicles, such as cars, vans, or trucks, primarily on weekends. Their responsibilities often include transporting passengers, delivering goods, or providing ride-sharing services during peak weekend hours. This role is ideal for those seeking flexible, part-time work or supplemental income. Weekend drivers must typically hold a valid driver's license and have a clean driving record. Some positions may also require familiarity with navigation apps or customer service skills.

What does a weekend driver do?

A weekend driver works shifts on Saturdays and Sundays delivering packages, transporting cargo, or taking passengers to their destination. The specific responsibilities of these part-time jobs depend on the work and the type of vehicle that you drive. If you work as a weekend truck driver, you transport cargo or make deliveries locally. In a courier position, you pick up and deliver documents, packages, or medical equipment. Food delivery drivers transport food from restaurants to customers. Bus or shuttle drivers carry passengers on a route in a large bus, while rideshare or taxi drivers operate cars or trucks and work on the weekends to provide personalized driving service to passengers.

What are the key skills and qualifications needed to thrive as a weekend driver, and why are they important?

To thrive as a Weekend Driver, you need a valid driver's license, a clean driving record, and a solid understanding of traffic laws and navigation. Familiarity with GPS systems, route planning apps, and sometimes ride-sharing platforms or delivery software is often required. Excellent time management, customer service skills, and reliability help drivers stand out in this role. These skills ensure safe, efficient, and satisfactory service to clients during high-demand periods.

What are some common challenges weekend drivers face, and how can they overcome them?

Weekend Drivers often encounter heavy traffic, unpredictable schedules, and the need to adapt to last-minute route changes. Staying organized and maintaining clear communication with dispatchers or clients is key to managing these challenges. Additionally, being familiar with local traffic patterns and using navigation apps can help drivers optimize routes and reduce delays. Flexibility and a customer-focused attitude are essential for success in this role.

What is the difference between Weekend Driver vs Delivery Driver?

AspectWeekend DriverDelivery Driver
Required CredentialsValid driver's license, clean driving recordValid driver's license, sometimes specific certifications for certain deliveries
Work EnvironmentPersonal or company vehicle, flexible hours, often on weekendsCompany vehicle or personal vehicle, routes vary, may include weekends
Employer & IndustryLogistics, transportation, courier servicesFood, retail, e-commerce, courier services

Weekend Drivers typically work on weekends providing transportation services, often with flexible hours and a focus on personal or company vehicles. Delivery Drivers also work in transportation but focus on delivering goods, often with specific routes and schedules. Both roles require a valid driver's license and are common in logistics and courier industries, but their primary tasks and work environments differ slightly.

More about Weekend Driver jobs

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

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

What are popular job titles related to Weekend Driver jobs in Chicago, IL?

For Weekend Driver jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Weekend Driver jobs in Chicago, IL look for?

The top searched job categories for Weekend Driver jobs in Chicago, IL are:

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

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

Weekend Driver jobs near you
Infographic showing various Weekend Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 65% Full Time, 31% Part Time, 2% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $40,171 per year, or $19.3 per hour.

Class A CDL Company Driver - 6mo EXP Required - Regional - $88k - $97k per year

Hill Bros.

Bolingbrook, IL

$88K - $97K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 24 days ago

Job description

Home Weekly - Regional - Touch the House During the week too!

Details:

  • NEW PAY RAISE - $0.65 CPM + $.06 Prod bonus + $.01 Safety bonus.
  • $88,000 to $97,000 per year!!!
  • 2200-2800 miles per week
  • Run for 6 to 8 days, take your 34 to 48 at home. Home every week!
  • Want to make more money? – Stay out longer! – We have the miles!
  • Nothing further west than Denver, East to Indy, Southeast to Atlanta, South to Dallas. NO COASTS!
  • Live near Chicago, IL, Denver, CO? ---$0.71 CPM All Miles!
  • ***Live near Dallas, TX? - $.71 CPM, home every other weekend.


Driver Benefits:

  • Per diem pay Optional
  • Seniority Pay Increases beginning 1st year
  • NEW – Lower Cost Health, dental, vision and life insurance
  • 401(k) retirement plan
  • $2,000 referral bonus
  • No-touch freight
  • Our Fleet: 2022 & 2023 Volvo's | 2022, 2023, 2024 International
  • Pet and passenger policy

WHY DRIVE FOR HILL BROS?

LET OUR DRIVERS TELL YOU.





Hiring Qualifications

  • Minimum 21 years of age with valid CDL-A
  • No serious violations in last 2 years; no more than 3 moving violations in last 3 years
  • Experience:
  • 12 months’ verifiable OTR experience in the last 3 years OR
  • 6 months’ experience plus truck driving school in the last year