Driving Jobs in Windsor, CO — Start This Week

As of April 2026, there are 30+ open driving positions in Windsor, CO. Current pay ranges from $896 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Night Shift Grubhub Courier

Windsor, CO

$2,576 - $4,416

United Parcel Service (UPS)

Windsor UPS Package Delivery Driver($4k-$7.5k/Month) | Hiring

Windsor, CO

$4,000 - $7,500

On-Demand Tasks Network

Now Hiring:Independent Contractor Driver-On-demand Errands in

Windsor, CO

$2,000 - $4,000

Grubhub

Suburban Route Grubhub Driver

Windsor, CO

$2,400 - $4,200

Local Shopper Partners

Windsor Job:Courier(No Exp Req*)

Windsor, CO

$2,000 - $3,500

Campus Courier Network

Driver Opportunity needed in Windsor(Apply Now)

Windsor, CO

$2,600 - $4,800

Grubhub

Grubhub Bicycle & Scooter Courier

Windsor, CO

$2,500 - $4,500

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel•Windsor,CO•Final Mile

Windsor, CO

$3,000 - $5,500

FreshDrop Logistics

$49.00/hr Driver Opportunity-Windsor(PT)

Windsor, CO

$3,000 - $5,500

Grubhub

Grubhub Shop and Pay Driver

Windsor, CO

$2,940 - $5,040

Urban Pedal Logistics

Work in Windsor:Independent Contractor Driver-Urban E-bike/scooter

Windsor, CO

$2,500 - $4,500

Urban Pedal Logistics

$40.50/hr Courier-Windsor(PT)

Windsor, CO

$2,500 - $4,500

Driving Jobs in Windsor — FAQ

How many driving jobs are available in Windsor, CO right now?
There are currently 30+ 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 30+ listings above and apply directly.

Last updated: April 26, 2026