Driving Jobs in Pittsfield, MA — Start This Week - Page 8
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Uber
Rideshare Driver•Pittsfield,MA•Uber | Hiring
Pittsfield, MA
$3,000 - $5,000
XPO Logistics
Flexible Local City Driver(Pittsfield)
Pittsfield, MA
$5,000 - $8,000
Secure Document Couriers
Pittsfield-based Independent Contractor Driver-Night Shift
Pittsfield, MA
$2,940 - $5,250
Shipt
Flexible Hours:Early Morning Shopper-Pittsfield
Pittsfield, MA
$2,200 - $3,800
Grubhub
Grubhub Delivery Driver
Pittsfield, MA
$2,275 - $4,095
FreshDrop Logistics
Flexible Hours:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,850 - $5,225
Uber
MA Career:Night Shift Driver in Pittsfield | Hiring
Pittsfield, MA
$3,200 - $5,500
DoorDash
Suburban Route DoorDash Driver
Pittsfield, MA
$2,208 - $3,864
Midnight Logistics
Late Night Convenience & Grocery Courier needed in Pittsfield(Apply Now)
Pittsfield, MA
$2,800 - $4,800
Urban Pedal Logistics
Pittsfield Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,875 - $5,175
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,400 - $4,200
Lyft
Pittsfield Premium Rideshare Driver(Contractor)-Lyft | Hiring
Pittsfield, MA
$4,500 - $7,500
Last updated: May 04, 2026