Driving Jobs in Pittsfield, MA — Apply Today - Page 3
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
United States Postal Service
USPS City Carrier Assistant(Gig)-Pittsfield
Pittsfield, MA
$3,400 - $4,800
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Pittsfield, MA
$104,000 - $130,000
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Pittsfield, MA
$2,800 - $4,800
Regional Expedite Logistics
Regional Expedite Logistics(Pittsfield)Hiring:Independent Contractor
Pittsfield, MA
$3,780 - $6,480
Heavy Freight Logistics
Cargo Van / Box Truck Specialist(Contract)-Pittsfield | Hiring
Pittsfield, MA
$5,000 - $8,500
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,500 - $4,500
Transportation Concepts
Non-cdl Box Truck Delivery Driver(Gig)-Pittsfield
Pittsfield, MA
$23 - $29
Hora Express
CDL A Owner Operator Truck Driver - 91% Pay
Pittsfield, MA
$239,200 - $334,880
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,220 - $5,520
Grubhub
Pittsfield Restaurant Delivery Driver(Contractor)-Grubhub | Hiring
Pittsfield, MA
$3,300 - $5,400
Ferguson HVAC
Student-Friendly Part-Time HVAC Parts Delivery Driver And
Pittsfield, MA
$19 - $26
FedEx Custom Critical
Join Fedex Custom Critical in Pittsfield as a Expedited Sprinter Van
Pittsfield, MA
$68,250 - $122,850
Last updated: May 14, 2026