Driving Jobs in Chicago Heights, IL — Apply Today

As of September 2026, there are 20+ open driving positions in Chicago Heights, IL. Current pay ranges from $1,344 to $8,500 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Chicago Heights, IL

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chicago Heights, IL

$2,500 - $4,500

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Chicago Heights, IL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Chicago Heights, IL

$5,000 - $8,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chicago Heights, IL

$2,548 - $4,550

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Chicago Heights, IL

$2,400 - $4,200

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Chicago Heights, IL

$3,500 - $6,000

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Chicago Heights, IL

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Chicago Heights, IL

$3,136 - $5,376

United Parcel Service (UPS)

UPS Package Delivery Driver

Chicago Heights, IL

$3,400 - $6,375

Domino's Pizza

Chicago Heights Full-time Pizza Delivery Driver | Hiring

Chicago Heights, IL

$2,500 - $4,200

Amazon DSP

Join Amazon DSP in Chicago Heights as a Delivery Driver | Hiring

Chicago Heights, IL

$3,080 - $4,224

Driving Jobs in Chicago Heights — FAQ

How many driving jobs are available in Chicago Heights, IL right now?
There are currently 20+ 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 20+ listings above and apply directly.

Last updated: September 11, 2026