Driving Jobs in Highland, IN — Now Hiring

As of September 2026, there are 60+ open driving positions in Highland, IN. Current pay ranges from $1,020 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, IN

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland, IN

$2,875 - $5,175

On-Demand Tasks Network

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

Highland, IN

$1,820 - $3,640

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Highland, IN

$5,600 - $9,520

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Highland, IN

$3,136 - $5,600

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Highland, IN

$2,592 - $4,536

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Highland, IN

$3,000 - $5,500

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Highland, IN

$3,220 - $5,520

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Highland, IN

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Highland, IN

$3,640 - $6,825

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Highland, IL

$3,920 - $6,720

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Highland, IL

$2,700 - $4,860

Driving Jobs in Highland — FAQ

How many driving jobs are available in Highland, IN right now?
There are currently 60+ open driving positions in Highland, IN. 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?
Driving job pay in Highland 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?
Yes. Many delivery driver, courier, and DSP positions in Highland 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?
Driving jobs in Highland 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?
Benefits vary by employer, but many driving positions in Highland 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?
Your take-home pay as a driver in Highland 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?
Yes, many driving positions in Highland 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 60+ listings above and apply directly.

Last updated: September 11, 2026