Driving Jobs in Pittsfield, MA — See Openings - Page 5
250+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Stevens Trucking
CDL A Livestock Hauler Truck Driver - Cattle Transport
Pittsfield, MA
$72,250 - $97,750
UPS
Pittsfield,MA:Package Delivery Driver at UPS | Hiring
Pittsfield, MA
$23 - $30
United States Postal Service
Rural Carrier Associate(RCA)(Government And Logistics)Vacancy in
Pittsfield, MA
$3,400 - $4,800
FedEx Ground Independent Contractor
Pittsfield Full-time Fedex Ground Step Van Driver | Hiring
Pittsfield, MA
$4,000 - $6,000
SCC Concrete
CDL B Truck Driver - Ready Mix Concrete Mixer
Pittsfield, MA
$31 - $40
Local Logistics Pros
$43.25/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$3,000 - $4,500
DoorDash
MA Career:Entry-level Delivery Driver—No Experience Required in
Pittsfield, MA
$2,420 - $4,180
Express Logistics
$21.50/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$19 - $24
Metro Parcel Delivery
Flexible Hours:Urban Step Van Courier-Pittsfield
Pittsfield, MA
$3,800 - $5,500
AB Canna Distributors
Flexible Part-Time Cannabis Distribution Delivery Driver in
Pittsfield, MA
$22 - $28
Amazon Flex
Start ASAP:Driver Opportunity(Pittsfield)
Pittsfield, MA
$18 - $25
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$2,548 - $4,550
Last updated: October 03, 2026