Driving Jobs in Pittsfield, MA — Now Hiring - Page 10
Driving jobs near Pittsfield — 200+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
DoorDash
DoorDash Delivery Driver (Dasher)
Pittsfield, MA
$2,750 - $4,950
Instacart
Early Morning Instacart Shopper
Pittsfield, MA
$2,310 - $3,990
Local Merchant Delivery Network
Immediate Opening in Pittsfield for a Independent Contractor
Pittsfield, MA
$2,400 - $4,200
Task & Dash Couriers
On-Demand Local Courier (Gig Economy)
Pittsfield, MA
$1,900 - $3,800
United Parcel Service (UPS)
United Parcel Service(UPS)Needs UPS Package Delivery Driver in
Pittsfield, MA
$4,000 - $7,500
Midday Logistics Co.
Driver Opportunity needed in Pittsfield(Apply Now)
Pittsfield, MA
$1,050 - $2,100
Auto Logistics Pros
Join Auto Logistics Pros in Pittsfield as a Independent Contractor
Pittsfield, MA
$2,800 - $4,800
US Postal Service Contractors
Independent Mail Route Contractor
Pittsfield, MA
$3,520 - $5,720
Secure Document Couriers
$2.5k-$4.5k/Month Independent Contractor Driver-Night Shift
Pittsfield, MA
$2,548 - $4,550
Weekend Transit Co.
Part-Time Weekend Parcel Delivery Driver – Pittsfield MA | Part
Pittsfield, MA
$1,320 - $2,200
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$2,240 - $4,480
Metro Pedal Express
Urban Bicycle Courier (Downtown Dispatch)
Pittsfield, MA
$2,375 - $3,800
Last updated: May 03, 2026