Driving Jobs in Pittsfield, MA — See Openings - Page 4

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

Best Buy Logistics

Flexible Best Buy Appliance Delivery Box Truck Driver(Pittsfield)

Pittsfield, MA

$4,200 - $6,000

Hunt Transportation

CDL A Truck Driver - Dedicated Account Home Daily

Pittsfield, MA

$66,500 - $90,250

Curri

Now Hiring Pittsfield:Construction Materials Delivery Driver(PT)

Pittsfield, MA

$20 - $35

Domino's Pizza

Delivery Driver•Pittsfield,MA•Domino's Pizza | Hiring

Pittsfield, MA

$14 - $22

FedEx Ground

Evening Role:Driver Opportunity(Pittsfield)

Pittsfield, MA

$21 - $26

First Student

School Bus Driver - CDL B with Passenger and S Endorsements

Pittsfield, MA

$17 - $24

Last Mile Logistics Network

Earn Extra Cash:Driver Opportunity(Pittsfield)

Pittsfield, MA

$2,800 - $5,000

SecureShred Logistics

Secure Document Destruction Route Driver

Pittsfield, MA

$3,800 - $5,200

Fresh Crust Logistics

Pittsfield Commercial Bakery Step Van Driver($3.7k-$5.2k/Month)

Pittsfield, MA

$3,675 - $5,250

GoPuff

Pittsfield Job:Driver Opportunity(No Exp Req*)

Pittsfield, MA

$2,800 - $4,500

Urban Pedal Logistics

Immediate Hire:Independent Contractor Driver-Urban E-bike/scooter

Pittsfield, MA

$2,750 - $4,950

Sysco

Part-Time Job in Pittsfield:Foodservice Delivery Driver-CDL A

Pittsfield, MA

$85,000 - $105,000

Last updated: October 03, 2026