Driving Jobs in Pittsfield, MA — See Openings - Page 5
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$1,820 - $3,640
Domino's Pizza
Pittsfield Delivery Driver(Gig)
Pittsfield, MA
$12 - $20
Heavy Legacy LLC
Weekend Shift:Driver Opportunity-Pittsfield
Pittsfield, MA
$90,000 - $125,000
FedEx Ground
Join Team in Pittsfield:Delivery Driver-Package Handler | Hiring
Pittsfield, MA
$21 - $26
Lowe's
Earn Extra Cash:Driver Opportunity(Pittsfield)
Pittsfield, MA
$22 - $29
Gannett
Newspaper Delivery Driver
Pittsfield, MA
$1,200 - $2,400
FedEx Ground
FedEx Ground Delivery Driver
Pittsfield, MA
$4,104 - $5,616
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,220 - $5,520
AB Canna Distributors
Cannabis Distribution Delivery Driver
Pittsfield, MA
$20 - $25
Amazon DSP
Delivery Driver(Gig)-Pittsfield
Pittsfield, MA
$22 - $28
Final Mile Delivery Co.
Join Team in Pittsfield:Independent Contractor Driver-Final Mile
Pittsfield, MA
$3,000 - $5,500
Quest Diagnostics
Pittsfield Full-time Role:Medical Courier Delivery Driver
Pittsfield, MA
$16 - $23
Last updated: May 13, 2026