Driving Jobs in Pittsfield, MA — See Openings - Page 18
250+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Sysco Corporation
Sysco Foodservice Box Truck Driver(Contract)-Pittsfield,MA
Pittsfield, MA
$5,500 - $8,500
Elite Hand Courier
White-glove Specialty Courier(Gig)-Pittsfield
Pittsfield, MA
$4,000 - $6,500
AutoZone
Part-Time Auto Parts Delivery Driver(local Hub)– Pittsfield
Pittsfield, MA
$2,800 - $4,200
Weekend Transit Co.
Start ASAP:Driver Opportunity(Pittsfield)
Pittsfield, MA
$1,500 - $2,500
FedEx Ground Independent Contractor
Fedex Ground Box Truck Driver|Flexible|Pittsfield
Pittsfield, MA
$4,500 - $6,500
United States Postal Service
$1.5k-$2.5k/Month Assistant Rural Carrier job in Pittsfield | Hiring
Pittsfield, MA
$1,500 - $2,500
Regional Auto Dealership Group
$2.6k-$4k/Month OEM Dealership Auto Parts Delivery Driver job in
Pittsfield, MA
$2,640 - $3,960
XPO Logistics
Flexible LTL Box Truck Driver(Pittsfield)
Pittsfield, MA
$4,800 - $7,200
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,500 - $6,000
Liberty Coca-Cola Beverages
Pittsfield Part-Time Job:Coca-cola Driver Merchandiser Delivery
Pittsfield, MA
$23 - $29
Old Dominion Freight Line
Old Dominion Linehaul Driver
Pittsfield, MA
$8,049 - $11,500
Instacart
Pittsfield Career:Grocery Delivery Driver at Instacart | Hiring
Pittsfield, MA
$3,400 - $5,800
Last updated: October 03, 2026