Driving Jobs in Pittsfield, MA — See Openings - Page 6
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Bob's Discount Furniture
Furniture Delivery Driver and Installer
Pittsfield, MA
$18 - $25
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$3,080 - $5,500
Amazon Flex
Delivery Driver-Independent Contractor|Flexible|Pittsfield
Pittsfield, MA
$18 - $25
Staker Parson Companies
$30.50/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$27 - $34
Hunt Transportation
CDL A Truck Driver - Dedicated Account Home Daily
Pittsfield, MA
$75,600 - $102,600
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Pittsfield, MA
$2,800 - $4,800
Uber Eats
Immediate Opening in Pittsfield for a Night Shift Delivery Driver
Pittsfield, MA
$3,100 - $5,300
Instacart
MA Career:Delivery Driver-Grocery Same Day Service in Pittsfield
Pittsfield, MA
$16 - $23
Instacart
Pittsfield-based Grocery Delivery Driver Opening | Hiring
Pittsfield, MA
$3,400 - $5,800
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Pittsfield, MA
$5,750 - $9,775
Amazon Flex
Holiday Peak Delivery Driver-Pittsfield,MA | Hiring
Pittsfield, MA
$5,040 - $8,400
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Pittsfield, MA
$3,080 - $5,500
Last updated: May 13, 2026