Driving Jobs in Pittsfield, MA — Now Hiring - Page 13

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

Postal Transport Network

Local Mail Transport & Logistics Driver

Pittsfield, MA

$4,370 - $6,324

Uber

Apply Now:Night Shift Ubereats Courier in Pittsfield | Hiring

Pittsfield, MA

$2,800 - $4,800

DoorDash

DoorDash Drive (B2B/Merchant) Delivery Courier

Pittsfield, MA

$2,760 - $5,060

Urban Pedal Logistics

Independent Contractor Driver-Urban E-bike/scooter

Pittsfield, MA

$2,500 - $4,500

Uber

Pittsfield-based Weekend Driver Opening | Hiring

Pittsfield, MA

$2,000 - $3,500

Corporate Transit Solutions

B2B Corporate Route Courier

Pittsfield, MA

$3,200 - $4,500

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel|Pittsfield,MA|Final

Pittsfield, MA

$2,760 - $5,060

Final Mile Delivery Co.

Independent Contractor Driver-Final Mile Parcel•Pittsfield,MA•Final

Pittsfield, MA

$3,000 - $5,500

Grubhub

Grubhub Shop and Pay Driver

Pittsfield, MA

$3,136 - $5,376

Instacart

Part-Time Midday Instacart Shopper

Pittsfield, MA

$1,000 - $2,000

Urban Pedal Logistics

Courier(Part-Time)@ Urban Pedal Logistics-Pittsfield

Pittsfield, MA

$2,500 - $4,500

Grubhub

Suburban Route Grubhub Driver

Pittsfield, MA

$2,184 - $3,822

Last updated: May 03, 2026