Weekend Driving Jobs in Chicago, IL — Immediate Openings

As of October 2026, there are 4 weekend driving openings in Chicago, IL. Local pay ranges from $1,650 to $92,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Metro Parcel Delivery

Weekend Part-Time Urban Step Van Courier – Chicago | Part Time

Chicago, IL

$4,180 - $6,050

Weekend Transit Co.

Flexible Part-Time Weekend Parcel Delivery Driver in Chicago

Chicago, IL

$1,650 - $2,750

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver – Chicago,IL | Part Time Job

Chicago, IL

$3,360 - $5,040

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Chicago, IL

$72,000 - $92,000

Weekend Driving Jobs in Chicago — FAQ

How many weekend driving jobs are open in Chicago, IL?
There are currently 4+ weekend driving in Chicago, IL. New weekend driving roles are added regularly — check this page for the latest openings.
How much do weekend driving jobs pay in Chicago?
Pay for weekend driving in Chicago varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these weekend driving positions require experience in Chicago?
Many weekend driving positions in Chicago require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for weekend driving jobs in Chicago?
Browse the 4+ weekend driving listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.

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Last updated: October 05, 2026