Driving Jobs in Chicago, IL — Open Positions

As of May 2026, there are 160+ open driving positions in Chicago, IL. Current pay ranges from $12 to $393,120 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Lowe's

[Part-Time] Driver Opportunity-Chicago

Chicago, IL

$22 - $29

Costco Wholesale

Start ASAP:Driver Opportunity(Chicago)

Chicago, IL

$25 - $31

Sherwin-Williams

Part-Time Role in Chicago:Paint Store Delivery Driver-Commercial

Chicago, IL

$18 - $24

Corporate Catering Couriers

Immediate Opening in Chicago for a Independent Contractor

Chicago, IL

$3,500 - $6,000

AmeriGas Propane

Propane Delivery Driver - CDL B Hazmat

Chicago, IL

$26 - $33

Hot Shot Transportation Co.

Hot Shot Truck Driver-Owner Operator With 1 Ton Pickup|Chicago,IL|Hot

Chicago, IL

$78,200 - $119,600

Granite Construction

CDL B Water Truck Driver-Construction Site Dust Control Position in

Chicago, IL

$28 - $35

IKEA

Driver Opportunity needed in Chicago(Apply Now)

Chicago, IL

$21 - $27

Bob's Discount Furniture

Furniture Delivery Driver and Installer

Chicago, IL

$16 - $22

Amazon Flex

Package Delivery Driver-Chicago,IL | Hiring

Chicago, IL

$3,600 - $5,800

Heavy Freight Logistics

Apply Today in Chicago:Independent Contractor Driver-Cargo Van / Box

Chicago, IL

$5,000 - $8,500

Atlas Van Lines

Earn Extra Cash:Driver Opportunity(Chicago)

Chicago, IL

$85,000 - $110,000

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 160+ open driving positions in Chicago, IL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chicago?
Driving job pay in Chicago varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chicago?
Yes. Many delivery driver, courier, and DSP positions in Chicago require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chicago?
Driving jobs in Chicago offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chicago?
Benefits vary by employer, but many driving positions in Chicago offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chicago?
Your take-home pay as a driver in Chicago depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chicago?
Yes, many driving positions in Chicago are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 160+ listings above and apply directly.

Last updated: May 13, 2026