Driving Jobs in Gillette, WY — Open Positions

As of April 2026, there are 30+ open driving positions in Gillette, WY. Current pay ranges from $800 to $8,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Corporate Catering Couriers Needs Independent Contractor

Gillette, WY

$3,500 - $6,000

Midnight Logistics

Gillette Needs:Late Night Convenience & Grocery Courier(Part-Time)

Gillette, WY

$2,800 - $4,800

On-Demand Tasks Network

On-demand Tasks Network(Gillette)Hiring:Independent Contractor

Gillette, WY

$2,000 - $4,000

Urban Pedal Logistics

Gillette Job:Courier(No Exp Req*)

Gillette, WY

$2,625 - $4,725

Grubhub

Grubhub Delivery Driver

Gillette, WY

$2,275 - $4,095

Local Merchant Delivery Network

Apply Now:Independent Contractor Driver-Early Morning Bakery/floral in

Gillette, WY

$2,400 - $4,200

Grubhub

Grubhub Large Order Delivery Driver

Gillette, WY

$3,500 - $6,000

Grubhub

Grubhub Shop and Pay Driver

Gillette, WY

$2,464 - $4,224

Local Shopper Partners

$31.75/hr Courier-Gillette(PT)

Gillette, WY

$2,000 - $3,500

FreshDrop Logistics

Earn Extra Cash:Driver Opportunity(Gillette)

Gillette, WY

$3,000 - $5,500

United Parcel Service (UPS)

UPS Package Delivery Driver|Gillette,WY|United Parcel Service(UPS)

Gillette, WY

$4,000 - $7,500

Grubhub

Grubhub Bicycle & Scooter Courier

Gillette, WY

$2,500 - $4,500

Driving Jobs in Gillette — FAQ

How many driving jobs are available in Gillette, WY right now?
There are currently 30+ open driving positions in Gillette, WY. 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 Gillette?
Driving job pay in Gillette 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 Gillette?
Yes. Many delivery driver, courier, and DSP positions in Gillette 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 Gillette?
Driving jobs in Gillette 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 Gillette?
Benefits vary by employer, but many driving positions in Gillette 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 Gillette?
Your take-home pay as a driver in Gillette 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 Gillette?
Yes, many driving positions in Gillette 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