Driving Jobs in Gillette, WY — Start This Week

As of April 2026, there are 50+ open driving positions in Gillette, WY. Current pay ranges from $500 to $9,180 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Shipt

Gillette Needs:Dedicated Shopper(Part-Time)

Gillette, WY

$3,000 - $5,500

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Gillette, WY

$3,675 - $6,300

Lyft

Gillette Part-time Rideshare Driver($500-$1.5k/Month) | Hiring

Gillette, WY

$500 - $1,500

Uber

Gillette Contractor Role:Ubereats Shop And Pay Expert

Gillette, WY

$2,800 - $4,800

On-Demand Tasks Network

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

Gillette, WY

$2,000 - $4,000

Grubhub

Campus Area Grubhub Driver

Gillette, WY

$2,912 - $5,376

Grubhub

Grubhub Bicycle & Scooter Courier

Gillette, WY

$2,300 - $4,140

Shipt

[Part-Time] Driver Opportunity-Gillette

Gillette, WY

$2,500 - $4,500

Uber

Weekend Ubereats Delivery Professional(Gig)-Gillette

Gillette, WY

$2,002 - $3,458

Grubhub

Night Shift Grubhub Courier

Gillette, WY

$2,800 - $4,800

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Gillette, WY

$2,800 - $5,000

Shipt

(Gillette)Part-Time:Midday Shopper

Gillette, WY

$1,000 - $2,000

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: April 17, 2026