Driving Jobs in Pittsfield, MA — Immediate Openings - Page 16

230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.

PepsiCo

Pittsfield Contract:Route Sales Delivery Driver

Pittsfield, MA

$4,500 - $7,000

Uber

Uber(Pittsfield)Hiring:Weekend Rideshare Driver | Apply Now

Pittsfield, MA

$2,000 - $3,500

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Pittsfield, MA

$2,500 - $4,500

Shipt

Pittsfield Job:Bulk Order Specialist(No Exp Req*)

Pittsfield, MA

$3,200 - $5,500

Grubhub

Part-Time Weekend Delivery Professional(Pittsfield) | Part Time

Pittsfield, MA

$2,200 - $3,800

DoorDash

Bicycle/E-Bike DoorDash Courier (Urban Delivery)

Pittsfield, MA

$2,875 - $5,175

Uber

Pittsfield-based Night Shift Rideshare Driver Opening | Hiring

Pittsfield, MA

$3,200 - $5,500

Fresh Crust Logistics

Pittsfield Job:Driver Opportunity(No Exp Req*)

Pittsfield, MA

$3,500 - $5,000

SecureShred Logistics

Secure Document Destruction Route Driver(Part-Time)-Pittsfield

Pittsfield, MA

$3,800 - $5,200

Grubhub

Part-Time Early Morning Driver at Grubhub – Pittsfield | Part

Pittsfield, MA

$2,200 - $3,800

Uber

Flexible Part-time Ubereats Driver(lunch Rush)(Pittsfield)

Pittsfield, MA

$840 - $1,890

Shipt

Student Friendly:Dedicated Shopper(Pittsfield)

Pittsfield, MA

$3,000 - $5,500

Last updated: April 17, 2026