Driving Jobs in Pittsfield, MA — See Openings - Page 12
250+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Matheson Postal Services
USPS Mail Haul Truck Driver - CDL A Contractor
Pittsfield, MA
$70,000 - $90,000
Jack Cooper Transport
CDL A Truck Driver - Auto Hauler Car Transport
Pittsfield, MA
$99,750 - $141,750
United States Postal Service
Pittsfield Full-time City Carrier Assistant(CCA) | Hiring
Pittsfield, MA
$3,200 - $4,500
Black Eagle Express
CDL A Truck Driver - OTR Flatbed Conestoga
Pittsfield, MA
$104,000 - $130,000
Local Merchant Delivery Network
Weekend Shift:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,400 - $4,200
Mechanic's Choice Transport
Automotive Parts Courier(Contract)|Pittsfield
Pittsfield, MA
$2,380 - $3,570
SnackRoute Solutions
Vending Route Step Van Driver•Pittsfield,MA•Snackroute Solutions
Pittsfield, MA
$3,200 - $4,800
Peak Season Logistics
Start Today:Driver Opportunity(Pittsfield)
Pittsfield, MA
$3,500 - $5,000
Waste Management
CDL B Garbage Truck Driver - Residential Refuse
Pittsfield, MA
$22 - $29
Paws In Motion Mobile
Work in Pittsfield:Mobile Pet Grooming Step Van Driver | Hiring
Pittsfield, MA
$4,480 - $7,280
DoorDash
Weekend Delivery Driver($2.2k-$3.8k/Month)-Pittsfield,MA | Hiring
Pittsfield, MA
$2,200 - $3,800
Levin Furniture and Mattress
Mattress Delivery Driver - 2 Person Team Home Setup
Pittsfield, MA
$17 - $22
Last updated: October 03, 2026