Driving Jobs in Chicago, IL — See Openings

As of March 2026, there are 80+ open driving positions in Chicago, IL. Current pay ranges from $440 to $7,500 per year. Top hiring areas include Delivery Driver, Part Time and Grocery. New roles are posted daily — listings on this page are verified and updated regularly.

National Grocery Delivery Network

Earn Extra Cash:Driver Opportunity(Chicago)

Chicago, IL

$2,625 - $4,725

FreshDrop Logistics

$49.00/hr Driver Opportunity-Chicago(PT)

Chicago, IL

$3,000 - $5,500

Local Shopper Partners

[Part-Time] Courier-Chicago

Chicago, IL

$2,100 - $3,675

Suburban Delivery Network

Start ASAP:Driver Opportunity(Chicago)

Chicago, IL

$2,800 - $4,800

Morning Express Couriers

Driver Opportunity needed in Chicago(Apply Now)

Chicago, IL

$2,200 - $3,800

Midnight Logistics

[Part-Time] Late Night Convenience & Grocery Courier-Chicago

Chicago, IL

$2,800 - $4,800

Wholesale Transit Partners

Evening Role:Driver Opportunity(Chicago)

Chicago, IL

$3,200 - $5,500

Midday Logistics Co.

Student Friendly:Driver Opportunity(Chicago)

Chicago, IL

$1,000 - $2,000

Urban Pedal Logistics

Chicago Needs:Courier(Part-Time)

Chicago, IL

$2,375 - $4,275

Campus Courier Network

$40.50/hr Driver Opportunity-Chicago(PT)

Chicago, IL

$2,470 - $4,560

Grubhub

Part-Time Early Morning Driver Job – Chicago Hiring Now | Part

Chicago, IL

$2,200 - $3,800

Grubhub

New:Part-Time Campus Area Driver in Chicago | Part Time Job

Chicago, IL

$2,600 - $4,800

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 80+ 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 80+ listings above and apply directly.

Last updated: March 13, 2026