Driving Jobs in Chicago Heights, IL — See Openings

As of May 2026, there are 50+ open driving positions in Chicago Heights, IL. Current pay ranges from $525 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Chicago Heights, IL

$5,000 - $8,500

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Chicago Heights, IL

$2,100 - $4,200

Uber

WAV Driver-Chicago Heights,IL | Hiring

Chicago Heights, IL

$3,500 - $5,500

Regional Expedite Logistics

Immediate Opening in Chicago Heights for a Independent Contractor

Chicago Heights, IL

$2,975 - $5,100

Final Mile Delivery Co.

Chicago Heights Independent Contractor Driver-Final Mile Parcel with

Chicago Heights, IL

$3,000 - $5,500

Uber

Uber(Chicago Heights)Hiring:Green Driver | Apply Now

Chicago Heights, IL

$3,240 - $5,940

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document Courier

Chicago Heights, IL

$2,800 - $5,000

Healthway Logistics

Independent Medical Specimen Courier

Chicago Heights, IL

$3,000 - $5,000

Uber

Chicago Heights Suburban Route Ubereats Driver(Contractor)-Uber

Chicago Heights, IL

$2,400 - $4,200

Secure Document Couriers

Chicago Heights Independent Contractor Driver-Night Shift

Chicago Heights, IL

$3,024 - $5,400

Uber

Weekend Driver|Chicago Heights,IL|Uber | Hiring

Chicago Heights, IL

$2,000 - $3,500

Uber

$3.9k-$6.1k/Month Airport Driver job in Chicago Heights | Hiring

Chicago Heights, IL

$3,850 - $6,050

Driving Jobs in Chicago Heights — FAQ

How many driving jobs are available in Chicago Heights, IL right now?
There are currently 50+ open driving positions in Chicago Heights, 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 Heights?
Driving job pay in Chicago Heights 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 Heights?
Yes. Many delivery driver, courier, and DSP positions in Chicago Heights 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 Heights?
Driving jobs in Chicago Heights 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 Heights?
Benefits vary by employer, but many driving positions in Chicago Heights 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 Heights?
Your take-home pay as a driver in Chicago Heights 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 Heights?
Yes, many driving positions in Chicago Heights 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 03, 2026