Driving Jobs in Windsor, CO — Immediate Openings

As of September 2026, there are 20+ open driving positions in Windsor, CO. Current pay ranges from $1,296 to $8,970 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

Windsor, CO

$3,675 - $6,300

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Windsor, CO

$2,275 - $4,095

On-Demand Tasks Network

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

Windsor, CO

$1,840 - $3,680

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Windsor, CO

$4,400 - $7,480

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Windsor, CO

$2,800 - $5,000

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Windsor, CO

$2,040 - $3,570

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Windsor, CO

$3,850 - $6,600

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Windsor, CO

$3,449 - $6,324

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Windsor, CO

$3,080 - $5,280

United Parcel Service (UPS)

UPS Package Delivery Driver

Windsor, CO

$4,000 - $7,500

Domino's Pizza

Pizza Delivery Driver Needed-Windsor Area | Hiring

Windsor, CO

$2,500 - $4,200

Amazon DSP

Delivery Driver Needed-Windsor Area | Hiring

Windsor, CO

$3,920 - $5,376

Driving Jobs in Windsor — FAQ

How many driving jobs are available in Windsor, CO right now?
There are currently 20+ open driving positions in Windsor, CO. 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 Windsor?
Driving job pay in Windsor 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 Windsor?
Yes. Many delivery driver, courier, and DSP positions in Windsor 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 Windsor?
Driving jobs in Windsor 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 Windsor?
Benefits vary by employer, but many driving positions in Windsor 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 Windsor?
Your take-home pay as a driver in Windsor 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 Windsor?
Yes, many driving positions in Windsor 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