Regional Driving Jobs in Chicago, IL — Open Positions

As of September 2026, there are 3 regional driving openings in Chicago, IL. Local pay ranges from $1,200 to $8,970/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Quest Diagnostics

Medical Courier Delivery Driver

Chicago, IL

$3,136 - $4,704

Gannett

Newspaper Delivery Driver

Chicago, IL

$1,200 - $2,400

Roadie

Box Truck Delivery Driver

Chicago, IL

$5,175 - $8,970

Regional Driving Jobs in Chicago — FAQ

How many regional driving jobs are open in Chicago, IL?
There are currently 3+ regional driving in Chicago, IL. New regional driving roles are added regularly — check this page for the latest openings.
How much do regional driving jobs pay in Chicago?
Pay for regional 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 regional driving positions require experience in Chicago?
Many regional 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 regional driving jobs in Chicago?
Browse the 3+ regional 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: September 28, 2026