Driving Jobs in Pittsfield, MA — Now Hiring - Page 2
Driving jobs near Pittsfield — 200+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Shipt
Weekend Shift:Early Morning Shopper-Pittsfield
Pittsfield, MA
$2,200 - $3,800
Lyft
Apply Now:Event Rideshare Driver in Pittsfield | Hiring
Pittsfield, MA
$2,800 - $5,000
Shipt
Weekend Shift:Courier-Pittsfield
Pittsfield, MA
$2,000 - $3,500
Secure Legal Logistics
Legal & Secure Document Courier
Pittsfield, MA
$3,500 - $5,500
Shipt
Start ASAP:Evening & Night Shift Courier(Pittsfield)
Pittsfield, MA
$2,800 - $4,800
Uber
Uber Needs Airport Driver in Pittsfield | Hiring
Pittsfield, MA
$3,185 - $5,005
United Parcel Service (UPS)
Flexible UPS Package Delivery Driver(Pittsfield)
Pittsfield, MA
$4,000 - $8,000
United States Postal Service
Flexible USPS City Carrier Assistant(Pittsfield)
Pittsfield, MA
$3,400 - $4,800
Health Transit Logistics
Part-Time Job in Pittsfield – Medical & Pharmacy Package Courier
Pittsfield, MA
$3,200 - $4,500
Secure Document Couriers
Flexible Night Shift Legal/document Courier in Pittsfield,MA | Hiring
Pittsfield, MA
$3,024 - $5,400
Heavy Route Couriers
Dedicated Route Freight Courier (Cargo Van)
Pittsfield, MA
$4,000 - $6,000
Urban Pedal Logistics
Pittsfield,MA:Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,125 - $3,825
Last updated: May 03, 2026