Weekend Driving Jobs in Chicago, IL — See Openings
As of May 2026, there are 2 weekend driving openings in Chicago, IL. Local pay ranges from $2,200 to $3,920/year. Listings are updated daily — benefits start Day 1 for most positions.
Shipt
Weekend Shift:Early Morning Shopper-Chicago
Chicago, IL
$2,200 - $3,800
Instacart
Weekend Instacart Shopper
Chicago, IL
$2,240 - $3,920
Weekend Driving Jobs in Chicago — FAQ
How many weekend driving jobs are open in Chicago, IL?
There are currently 2+ weekend driving positions 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?
Weekend Driving pay in Chicago varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do weekend driving jobs in Chicago require experience?
Many weekend driving positions in Chicago welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for weekend driving jobs in Chicago?
Browse the 2+ weekend driving listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.
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Last updated: May 03, 2026