Driving Jobs in Pittsfield, MA — See Openings - Page 11
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,040 - $3,570
DoorDash
Weekend Delivery Driver|Pittsfield,MA|Doordash | Hiring
Pittsfield, MA
$2,200 - $3,800
Secure Document Couriers
Secure Document Couriers(Pittsfield)Hiring:Independent Contractor
Pittsfield, MA
$2,800 - $5,000
DoorDash
Catering Delivery Driver•Pittsfield,MA•Doordash | Hiring
Pittsfield, MA
$4,200 - $6,800
DoorDash
Pittsfield Contract:Delivery Driver-Dasher
Pittsfield, MA
$15 - $25
Shipt
Hiring in Pittsfield:Driver Opportunity(Part-Time)
Pittsfield, MA
$16 - $22
United Parcel Service (UPS)
Work in Pittsfield:UPS Package Delivery Driver | Hiring
Pittsfield, MA
$4,000 - $7,500
Cersosimo Lumber Company
Student Friendly:Driver Opportunity(Pittsfield)
Pittsfield, MA
$28 - $36
Gopuff
Weekend Shift:Driver Opportunity-Pittsfield
Pittsfield, MA
$12 - $18
Domino's Pizza
Pizza Delivery Driver
Pittsfield, MA
$2,275 - $3,822
United States Postal Service
Neighborhood Postal Carrier
Pittsfield, MA
$3,600 - $5,500
Postal Transport Network
Local Mail Transport & Logistics Driver
Pittsfield, MA
$3,990 - $5,775
Last updated: May 13, 2026