Driving Jobs in Chicago, IL — Open Positions

As of May 2026, there are 90+ open driving positions in Chicago, IL. Current pay ranges from $12 to $331,240 per year. Top hiring areas include Delivery Driver, Cdl Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

FedEx Ground

Chicago Delivery Driver-Package Handler(Full-time)-Fedex Ground

Chicago, IL

$21 - $26

DoorDash

Delivery Driver-Food Delivery Part Time Evenings Position in Chicago

Chicago, IL

$15 - $22

GoPuff

Gopuff seeks Convenience Store Delivery Driver in Chicago | Hiring

Chicago, IL

$2,940 - $4,725

DoorDash

Chicago Contract:Delivery Driver-Dasher

Chicago, IL

$13 - $22

Quest Diagnostics

Quest Diagnostics is hiring a Delivery Driver-Medical Courier

Chicago, IL

$20 - $26

Walmart Spark

Walmart Spark Delivery Driver

Chicago, IL

$3,080 - $4,950

Quest Diagnostics

Medical Courier Delivery Driver

Chicago, IL

$2,800 - $4,200

Domino's Pizza

Pizza Delivery Driver

Chicago, IL

$2,125 - $3,570

Domino's Pizza

Domino's Pizza Needs Delivery Driver-Pizza Delivery Tips Plus Wages in

Chicago, IL

$14 - $20

Express Logistics

Express Logistics(Chicago)Hiring:Delivery Driver-Full Time Local

Chicago, IL

$19 - $24

DoorDash

Chicago Job:Flower Delivery Driver(Contractor) | Hiring

Chicago, IL

$2,400 - $4,200

Amazon Flex

Package Delivery Driver Position in Chicago | Hiring

Chicago, IL

$3,600 - $5,800

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 90+ 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 90+ listings above and apply directly.

Last updated: May 10, 2026