Delivery Driver Jobs in Pittsfield, MA — See Openings - Page 9
Companies hiring delivery driver workers in Pittsfield, MA — 104+ positions open now. Pay details, route options & requirements listed. Apply today.
Final Mile Delivery Co.
Independent Contractor Driver - Final Mile Parcel
Pittsfield, MA
$3,449 - $6,324
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,080 - $5,280
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,640 - $4,620
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$3,136 - $5,600
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Pittsfield, MA
$5,000 - $8,500
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$2,000 - $4,000
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Pittsfield, MA
$2,500 - $4,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,185 - $5,460
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Last updated: March 20, 2026