Driving Jobs in Chicago, IL — Open Positions
As of May 2026, there are 200+ open driving positions in Chicago, IL. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.
Uber
Weekend Ubereats Delivery Professional(Gig)-Chicago
Chicago, IL
$2,530 - $4,370
Uber
Work in Chicago:Ubereats Shop And Pay Expert | Hiring
Chicago, IL
$2,800 - $4,800
United States Postal Service
Rural Carrier Associate (RCA)
Chicago, IL
$3,672 - $5,184
Uber
Chicago Ubereats Bicycle & Scooter Courier(Gig)
Chicago, IL
$2,700 - $4,860
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Chicago, IL
$2,800 - $5,000
Instacart
Late Night Instacart Courier
Chicago, IL
$2,548 - $4,368
Shipt
Chicago Job:Campus Area Shopper(No Exp Req*)
Chicago, IL
$2,600 - $4,800
Grubhub
Part-Time Shop And Pay Driver Job in Chicago | Part Time Job
Chicago, IL
$2,800 - $4,800
Uber
Chicago Contractor Role:Night Shift Ubereats Courier
Chicago, IL
$2,464 - $4,224
Grubhub
Chicago Part-Time:Early Morning Driver(Apply Now) | Part Time Job
Chicago, IL
$2,200 - $3,800
Uber
WAV Rideshare Driver Position in Chicago | Hiring
Chicago, IL
$3,500 - $5,500
Instacart
Suburban Instacart Shopper
Chicago, IL
$2,940 - $5,040
Driving Jobs in Chicago — FAQ
How many driving jobs are available in Chicago, IL right now?
There are currently 200+ 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 200+ listings above and apply directly.
Last updated: May 03, 2026