Driving Jobs in Pittsfield, MA — Start This Week - Page 12
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Grubhub
Grubhub Shop and Pay Driver
Pittsfield, MA
$3,136 - $5,376
Uber
Uber(Pittsfield)Hiring:Black Driver | Apply Now
Pittsfield, MA
$4,950 - $8,250
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Pittsfield, MA
$3,640 - $6,370
Uber
Uber Needs Part-time Ubereats Driver(lunch Rush)in Pittsfield
Pittsfield, MA
$800 - $1,800
United States Postal Service
Assistant Rural Carrier (Weekend & Holiday Delivery)
Pittsfield, MA
$1,320 - $2,200
Uber
Ubereats Bicycle & Scooter Courier(Gig)-Pittsfield
Pittsfield, MA
$2,875 - $5,175
Uber
Flexible Gig:Night Shift Ubereats Courier(Pittsfield) | Hiring
Pittsfield, MA
$2,800 - $4,800
DHL Express
Courier Driver(Contract)|Pittsfield
Pittsfield, MA
$3,600 - $5,200
Lyft
Pittsfield Contractor XL Rideshare Driver | Hiring
Pittsfield, MA
$4,000 - $6,500
Shipt
$40.50/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$2,500 - $4,500
Instacart
Suburban Instacart Shopper
Pittsfield, MA
$3,080 - $5,280
Grubhub
Part-Time Delivery Driver(Pittsfield,MA)|Grubhub | Part Time Job
Pittsfield, MA
$2,500 - $4,500
Last updated: May 04, 2026