Driving Jobs in Highland Park, IL — Open Positions

As of September 2026, there are 40+ open driving positions in Highland Park, IL. Current pay ranges from $1,260 to $9,775 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

Highland Park, IL

$3,675 - $6,300

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland Park, IL

$2,275 - $4,095

On-Demand Tasks Network

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

Highland Park, IL

$1,820 - $3,640

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Highland Park, IL

$4,400 - $7,480

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Highland Park, IL

$3,080 - $5,500

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Highland Park, IL

$2,520 - $4,410

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Highland Park, IL

$3,850 - $6,600

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Highland Park, IL

$3,360 - $6,160

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Highland Park, IL

$2,464 - $4,224

United Parcel Service (UPS)

UPS Package Delivery Driver

Highland Park, IL

$3,520 - $6,600

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Highland Park, FL

$2,975 - $5,100

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland Park, FL

$2,700 - $4,860

Driving Jobs in Highland Park — FAQ

How many driving jobs are available in Highland Park, IL right now?
There are currently 40+ open driving positions in Highland Park, 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 Highland Park?
Driving job pay in Highland Park 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 Highland Park?
Yes. Many delivery driver, courier, and DSP positions in Highland Park 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 Highland Park?
Driving jobs in Highland Park 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 Highland Park?
Benefits vary by employer, but many driving positions in Highland Park 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 Highland Park?
Your take-home pay as a driver in Highland Park 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 Highland Park?
Yes, many driving positions in Highland Park 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 40+ listings above and apply directly.

Last updated: September 11, 2026