Regional Driving Jobs in Chicago, IL — Hiring Now
As of October 2026, there are 4 regional driving openings in Chicago, IL. Local pay ranges from $3,600 to $141,750/year. Listings are updated daily — many roles offer flexible hours and employee discounts.
Nightline Freight
Chicago Part-Time Job:Overnight Parcel Transfer Driver | Part
Chicago, IL
$3,600 - $5,200
Crete Carrier
CDL A Truck Driver - Regional Dry Van Home Weekly
Chicago, IL
$72,000 - $92,000
Quantix
CDL A Truck Driver - Regional Liquid Tanker Hazmat
Chicago, IL
$90,000 - $110,000
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Chicago, IL
$99,750 - $141,750
Regional Driving Jobs in Chicago — FAQ
How many regional driving jobs are open in Chicago, IL?
There are currently 4+ 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 4+ 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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Other Driving Careers in Chicago
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20 open positions
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OTR & Long Haul Jobs in Chicago
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Weekend Driving Jobs in Chicago
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Local Driving Jobs (Home Daily) in Chicago
3 open positions
Flatbed Driving Jobs in Chicago
2 open positions
Last updated: October 05, 2026