Driving Jobs in Chicago, IL — Hiring Now
As of May 2026, there are 50+ open driving positions in Chicago, IL. Current pay ranges from $12 to $90,000 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
Domino's Pizza
Domino's Pizza Needs Delivery Driver-Pizza Delivery Tips Plus Wages in
Chicago, IL
$14 - $20
Wayfair
Delivery Driver-Furniture And Appliance Home Installation Position in
Chicago, IL
$21 - $27
Quest Diagnostics
Quest Diagnostics is hiring a Delivery Driver-Medical Courier
Chicago, IL
$20 - $26
XPO Logistics
Chicago:Delivery Driver-Package Handler Box Truck
Chicago, IL
$22 - $28
Instacart
Work in Chicago:Delivery Driver-Grocery Same Day Service | Hiring
Chicago, IL
$16 - $23
Schneider National
Delivery Driver-CDL Class A Regional Routes Position in Chicago
Chicago, IL
$70,000 - $85,000
DoorDash
Delivery Driver-Food Delivery Part Time Evenings Position in Chicago
Chicago, IL
$15 - $22
Amazon Flex
Apply Now:Delivery Driver-Independent Contractor in Chicago | Hiring
Chicago, IL
$18 - $25
Express Logistics
Express Logistics(Chicago)Hiring:Delivery Driver-Full Time Local
Chicago, IL
$19 - $24
Roadie
Box Truck Delivery Driver
Chicago, IL
$4,860 - $8,424
Uber Eats
Daily Pay Delivery Driver
Chicago, IL
$2,548 - $4,368
Driving Jobs in Chicago — FAQ
How many driving jobs are available in Chicago, IL right now?
There are currently 50+ 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 50+ listings above and apply directly.
Last updated: May 10, 2026