Driving Jobs in Pittsfield, MA — See Openings - Page 10
250+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
DoorDash
Delivery Driver-Dasher|Pittsfield,MA|Doordash | Hiring
Pittsfield, MA
$15 - $25
On-Demand Tasks Network
Supplemental Income:Independent Contractor Driver-On-demand Errands
Pittsfield, MA
$2,000 - $4,000
US Foods
Restaurant Supply Delivery Driver - CDL Class B
Pittsfield, MA
$26 - $35
Primo Brands
Part-Time Water Route Service Delivery
Pittsfield, MA
$25 - $31
United Parcel Service (UPS)
Hiring:UPS Commercial Box Truck Driver(Flexible,Pittsfield)
Pittsfield, MA
$5,000 - $8,500
Auto Logistics Pros
Pittsfield Hiring:Part-Time Independent Contractor Driver-Auto Parts
Pittsfield, MA
$2,940 - $5,040
BioSafe Transit
Medical Waste & Sharps Route Driver
Pittsfield, MA
$4,480 - $6,160
Walmart Spark
MA Career:Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$2,800 - $4,500
United Parcel Service (UPS)
UPS Package Delivery Driver
Pittsfield, MA
$3,520 - $7,040
United States Postal Service
MA Career:Class A CDL Tractor Trailer Operator-USPS in Pittsfield
Pittsfield, MA
$5,500 - $8,000
Auto Logistics Pros
Flexible Hours:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,940 - $5,040
Amazon Flex
(Pittsfield)Part-Time:Driver Opportunity
Pittsfield, MA
$4,275 - $7,125
Last updated: October 03, 2026