Driving Jobs in Pittsfield, MA — Immediate Openings - Page 5
Driving jobs near Pittsfield — 80+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
E-Comm Transit Solutions
Courier(Part-Time)@ E-comm Transit Solutions-Pittsfield
Pittsfield, MA
$3,200 - $4,800
Local Logistics Pros
$43.25/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$3,000 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,500 - $6,000
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Pittsfield, MA
$2,275 - $4,095
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$1,700 - $3,400
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Pittsfield, MA
$5,000 - $8,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$2,548 - $4,550
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,400 - $4,200
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,080 - $5,280
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Pittsfield, MA
$2,550 - $4,675
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Pittsfield, MA
$3,136 - $5,376
United Parcel Service (UPS)
UPS Package Delivery Driver
Pittsfield, MA
$4,400 - $8,250
Last updated: September 11, 2026