Delivery Driver Jobs in Pittsfield, MA — See Openings - Page 5
152+ delivery driver jobs in Pittsfield, MA — hiring immediately. See pay, routes & requirements for delivery driver openings in Pittsfield. Benefits, weekly pay. Apply & start within days.
Heavy Freight Logistics
Independent Contractor Driver - Cargo Van / Box Truck Specialist
Pittsfield, MA
$5,000 - $8,500
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$2,380 - $4,250
Uber
Pittsfield Connect Package Delivery Driver(Gig)
Pittsfield, MA
$2,640 - $4,840
DoorDash
Part-Time DoorDash Driver (Lunch Rush Specialist)
Pittsfield, MA
$880 - $1,980
Urban Pedal Logistics
Pittsfield-based Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,500 - $4,500
Postal Transport Network
Local Mail Transport & Logistics Driver
Pittsfield, MA
$4,104 - $5,940
Grubhub
Weekend Grubhub Delivery Professional
Pittsfield, MA
$1,936 - $3,344
Grubhub
Grubhub Large Order Delivery Driver
Pittsfield, MA
$3,500 - $6,000
Uber
MA Career:Uberx Driver in Pittsfield | Hiring
Pittsfield, MA
$2,730 - $4,550
United Parcel Service (UPS)
UPS Package Delivery Driver Position in Pittsfield | Hiring
Pittsfield, MA
$4,000 - $7,500
Uber
Uber seeks Weekend Ubereats Delivery Professional in Pittsfield
Pittsfield, MA
$2,200 - $3,800
DoorDash
Bicycle/E-Bike DoorDash Courier (Urban Delivery)
Pittsfield, MA
$2,275 - $4,095
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Last updated: May 04, 2026