Driving Jobs in Gillette, WY — Now Hiring

As of May 2026, there are 50+ open driving positions in Gillette, WY. Current pay ranges from $440 to $9,520 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Uber

Airport Driver($3.2k-$5.1k/Month)-Gillette,WY | Hiring

Gillette, WY

$3,220 - $5,060

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional

Gillette, WY

$3,500 - $6,000

Uber

Gillette Contractor Weekend Driver | Hiring

Gillette, WY

$2,300 - $4,024

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Gillette, WY

$2,500 - $4,500

Uber

Gillette Contractor Opening:Connect Package Delivery Driver | Hiring

Gillette, WY

$3,000 - $5,500

Uber

Apply Today in Gillette:Night Shift Ubereats Courier | Hiring

Gillette, WY

$2,800 - $4,800

Uber

Gillette Job:Ubereats Shop And Pay Expert(Contractor) | Hiring

Gillette, WY

$2,800 - $4,800

Metro Pedal Express

Urban Bicycle Courier (Downtown Dispatch)

Gillette, WY

$2,500 - $4,000

Uber

Gillette Contractor Opening:Weekend Ubereats Delivery Professional

Gillette, WY

$2,200 - $3,800

Corporate Catering Couriers

Gillette Career:Independent Contractor Driver-Catering Logistics at

Gillette, WY

$3,500 - $6,000

Local Logistics Network

Immediate Opening in Gillette for a Independent Contractor

Gillette, WY

$3,000 - $5,000

Final Mile Delivery Co.

Gillette-based Independent Contractor Driver-Final Mile Parcel Opening

Gillette, WY

$3,449 - $6,324

Driving Jobs in Gillette — FAQ

How many driving jobs are available in Gillette, WY right now?
There are currently 50+ 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 50+ listings above and apply directly.

Last updated: May 03, 2026