Driving Jobs in Pittsfield, MA — Now Hiring - Page 14

Driving jobs near Pittsfield — 200+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Grubhub

Part-Time Weekend Delivery Professional at Grubhub – Pittsfield

Pittsfield, MA

$2,200 - $3,800

DoorDash

Bicycle/E-Bike DoorDash Courier (Urban Delivery)

Pittsfield, MA

$2,500 - $4,500

United States Postal Service

Rural Carrier Associate (RCA)

Pittsfield, MA

$3,400 - $4,800

Corporate Catering Couriers

Independent Contractor Driver-Catering

Pittsfield, MA

$2,975 - $5,100

Metro Parcel Delivery

Flexible Part-Time Urban Step Van Courier in Pittsfield | Part

Pittsfield, MA

$4,256 - $6,160

Uber

Uber seeks Green Driver in Pittsfield | Hiring

Pittsfield, MA

$3,000 - $5,500

FreshDrop Logistics

$49.00/hr Driver Opportunity-Pittsfield(PT)

Pittsfield, MA

$3,000 - $5,500

Corporate Catering Couriers

Hiring:Independent Contractor Driver-Catering Logistics in

Pittsfield, MA

$3,780 - $6,480

Local Merchant Delivery Network

Work in Pittsfield:Early Morning Bakery/floral | Hiring

Pittsfield, MA

$2,520 - $4,410

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver at Corporate Courier

Pittsfield, MA

$3,200 - $4,800

Shipt

Start ASAP:Driver Opportunity(Pittsfield)

Pittsfield, MA

$2,500 - $4,500

Uber

Pittsfield-based Ubereats Large Order Delivery Driver Opening

Pittsfield, MA

$3,500 - $6,000

Last updated: May 03, 2026