Driving Jobs in Pittsfield, MA — See Openings - Page 4
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Pittsfield, MA
$104,000 - $130,000
Uber Eats
Pittsfield Job:Driver Opportunity(No Exp Req*)
Pittsfield, MA
$15 - $26
Uber Eats
Daily Pay Delivery Driver
Pittsfield, MA
$2,800 - $4,800
SCC Concrete
$32.00/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$28 - $36
Sysco
Sysco Foodservice Delivery Driver - CDL A Home Daily
Pittsfield, MA
$89,250 - $110,250
Schneider National
CDL A Truck Driver - OTR Dry Van
Pittsfield, MA
$81,000 - $103,680
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Pittsfield, MA
$2,625 - $4,725
Pella Windows and Doors
Weekend Part-Time Glass And Window Delivery Driver-CDL B Flatbed
Pittsfield, MA
$24 - $30
Roadie
Pittsfield Career:Big & Bulky Delivery Driver at Roadie | Hiring
Pittsfield, MA
$4,200 - $7,200
Shipt
Shipt seeks Pharmacy Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$3,100 - $5,200
Granite Construction
CDL B Water Truck Driver-Construction Site Dust
Pittsfield, MA
$26 - $32
Matheson Postal Services
MA Career:USPS Mail Haul Truck Driver-CDL A Contractor in Pittsfield
Pittsfield, MA
$70,000 - $90,000
Last updated: May 13, 2026