Driving Jobs in Pittsfield, MA — Apply Today - Page 5
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Urban Pedal Logistics
MA Career:Independent Contractor Driver-Urban E-bike/scooter Courier
Pittsfield, MA
$2,500 - $4,500
AutoZone
Auto Parts Delivery Driver
Pittsfield, MA
$2,400 - $3,600
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$3,080 - $5,500
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Pittsfield, MA
$3,680 - $5,520
Granite Construction
CDL B Water Truck Driver-Construction Site Dust
Pittsfield, MA
$26 - $32
Final Mile Delivery Co.
Join Team in Pittsfield:Independent Contractor Driver-Final Mile
Pittsfield, MA
$3,000 - $5,500
FedEx Ground Independent Service Provider
Fedex Ground Route Delivery Driver(Gig)-Pittsfield
Pittsfield, MA
$3,500 - $5,500
J.B. Hunt Transport
J.B. Hunt Regional Intermodal Driver(Gig)-Pittsfield
Pittsfield, MA
$5,500 - $8,500
Old Dominion Freight Line
(Pittsfield)Part-Time:Driver Opportunity
Pittsfield, MA
$80,000 - $95,000
Uber Eats
Pittsfield Job:Driver Opportunity(No Exp Req*)
Pittsfield, MA
$15 - $26
Performance Foodservice
Flexible CDL Class A Route Delivery Driver(Pittsfield)
Pittsfield, MA
$70,000 - $90,000
Grubhub
Join Grubhub in Pittsfield as a Part-time Delivery Driver | Hiring
Pittsfield, MA
$600 - $1,800
Last updated: May 14, 2026