Driving Jobs in Chicago, IL — Open Positions

As of October 2026, there are 250+ open driving positions in Chicago, IL. Current pay ranges from $12 to $364,000 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.

Canteen

Vending Machine Delivery Driver and Route Service

Chicago, IL

$18 - $24

Atlas Van Lines

CDL A Household Goods Mover Truck Driver

Chicago, IL

$95,200 - $123,200

Final Mile Delivery Co.

Now Hiring Chicago:Final Mile Parcel(PT)

Chicago, IL

$3,300 - $6,050

Lyft

Lyft Chicago:Part-Time Delivery Driver-Rideshare And Package

Chicago, IL

$15 - $24

Amazon Flex

Driver Opportunity(Part-Time)@ Amazon Flex-Chicago

Chicago, IL

$18 - $25

United Parcel Service (UPS)

UPS Package Delivery Driver

Chicago, IL

$4,000 - $7,500

Gopuff

Immediate Hire:Delivery Driver-On-demand Essentials(Part-Time)

Chicago, IL

$12 - $18

NAPA Auto Parts

Chicago Commercial Route Driver(Full-time)-NAPA Auto Parts | Hiring

Chicago, IL

$3,190 - $4,950

AB Canna Distributors

Part-Time Cannabis Distribution Delivery Driver – Chicago IL

Chicago, IL

$19 - $24

PepsiCo

Chicago Contract:Beverage Distribution Box Truck Driver

Chicago, IL

$5,000 - $7,500

Coach USA

Charter Bus Driver - CDL B with Passenger Endorsement

Chicago, IL

$23 - $33

Corporate Catering Couriers

Chicago Area Part-Time:Independent Contractor Driver-Catering

Chicago, IL

$3,220 - $5,520

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 250+ 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 250+ listings above and apply directly.

Last updated: October 03, 2026