Driving Jobs in Pittsfield, MA — Start This Week - Page 6
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
United States Postal Service
Pittsfield Flexible Role:USPS City Carrier Assistant
Pittsfield, MA
$3,400 - $4,800
Grubhub
Pittsfield Part-Time:Shop And Pay Driver(Hiring) | Part Time Job
Pittsfield, MA
$2,800 - $4,800
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
$2,380 - $4,250
Uber
Pittsfield Connect Package Delivery Driver(Gig)
Pittsfield, MA
$2,640 - $4,840
Shipt
Bulk Order Specialist(Part-Time)@ Shipt-Pittsfield
Pittsfield, MA
$3,200 - $5,500
DoorDash
Part-Time DoorDash Driver (Lunch Rush Specialist)
Pittsfield, MA
$880 - $1,980
Urban Pedal Logistics
Pittsfield-based Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,500 - $4,500
Amazon Delivery Service Partners
Amazon DSP Delivery Van Driver(Contract)|Pittsfield
Pittsfield, MA
$3,400 - $4,800
Postal Transport Network
Local Mail Transport & Logistics Driver
Pittsfield, MA
$4,104 - $5,940
Grubhub
Weekend Grubhub Delivery Professional
Pittsfield, MA
$1,936 - $3,344
Grubhub
Grubhub Large Order Delivery Driver
Pittsfield, MA
$3,500 - $6,000
Last updated: May 04, 2026