Driving Jobs in Pittsfield, MA — Hiring Now - Page 8

Driving companies hiring in Pittsfield, MA — 90+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Pittsfield.

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Pittsfield, MA

$260,000 - $364,000

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Pittsfield, MA

$112,320 - $140,400

Quantix

CDL A Truck Driver - Regional Liquid Tanker Hazmat

Pittsfield, MA

$99,000 - $121,000

Shaffer Trucking

CDL A Truck Driver - OTR Refrigerated Reefer

Pittsfield, MA

$72,800 - $86,450

IEW Construction

CDL A Truck Driver - Local Lowboy Heavy Haul

Pittsfield, MA

$34 - $41

Jack Cooper Transport

CDL A Truck Driver - Auto Hauler Car Transport

Pittsfield, MA

$87,400 - $124,200

Last updated: May 10, 2026