Driving Jobs in Pittsfield, MA — Hiring Now - Page 16
200+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,080 - $5,280
Quest Diagnostics
Medical Courier Delivery Driver|Pittsfield,MA|Quest Diagnostics
Pittsfield, MA
$2,800 - $4,200
DHL Express
DHL Express Courier Driver
Pittsfield, MA
$3,600 - $5,200
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$1,700 - $3,400
Corporate Transit Solutions
Flexible B2B Corporate Route Courier(Pittsfield)
Pittsfield, MA
$3,360 - $4,725
Crete Carrier
CDL A Truck Driver - Regional Dry Van Home Weekly
Pittsfield, MA
$75,600 - $96,600
DoorDash
Driver Opportunity needed in Pittsfield(Apply Now)
Pittsfield, MA
$2,400 - $4,200
Amazon DSP
Pittsfield Job:Delivery Driver(Full-time) | Hiring
Pittsfield, MA
$3,080 - $4,224
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,400 - $4,200
Local Logistics Pros
$43.25/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$3,000 - $4,500
FedEx Ground Independent Contractor
Fedex Ground Box Truck Driver|Flexible|Pittsfield
Pittsfield, MA
$4,500 - $6,500
Amazon AMXL Delivery Partners
Pittsfield Contract:Amazon AMXL Box Truck Delivery Driver
Pittsfield, MA
$4,200 - $5,800
Last updated: September 24, 2026