Driving Jobs in Pittsfield, MA — Now Hiring - Page 2
Driving jobs near Pittsfield — 140+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Uber
Green Driver($3.3k-$6.1k/Month)-Pittsfield,MA | Hiring
Pittsfield, MA
$3,300 - $6,050
Uber
Uber is hiring a Weekend Driver in Pittsfield | Apply Now
Pittsfield, MA
$2,300 - $4,024
Final Mile Delivery Co.
Independent Contractor Driver-Final Mile Parcel•Pittsfield,MA•Final
Pittsfield, MA
$2,760 - $5,060
Shipt
Weekend Shift:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,500 - $4,500
Midnight Logistics
Late Night Convenience & Grocery Courier needed in Pittsfield(Apply Now)
Pittsfield, MA
$2,800 - $4,800
Grubhub
Evening Part-Time Large Order Delivery Driver – Pittsfield | Part
Pittsfield, MA
$3,500 - $6,000
Grubhub
Night Shift Grubhub Courier
Pittsfield, MA
$2,800 - $4,800
Grubhub
Pittsfield Part-Time:Part-time Driver(lunch Rush)(Hiring) | Part
Pittsfield, MA
$800 - $1,800
DoorDash
Bicycle/E-Bike DoorDash Courier (Urban Delivery)
Pittsfield, MA
$2,275 - $4,095
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Pittsfield, MA
$2,800 - $5,040
Uber
Uber(Pittsfield)Hiring:Black Driver | Apply Now
Pittsfield, MA
$4,950 - $8,250
Urban Pedal Logistics
Flexible Hours:Courier-Pittsfield
Pittsfield, MA
$2,500 - $4,500
Last updated: April 26, 2026