Driving Jobs in Pittsfield, MA — Start This Week - Page 7

Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Uber

MA Career:Uberx Driver in Pittsfield | Hiring

Pittsfield, MA

$2,730 - $4,550

United Parcel Service (UPS)

UPS Package Delivery Driver Position in Pittsfield | Hiring

Pittsfield, MA

$4,000 - $7,500

Uber

Uber seeks Weekend Ubereats Delivery Professional in Pittsfield

Pittsfield, MA

$2,200 - $3,800

DoorDash

Bicycle/E-Bike DoorDash Courier (Urban Delivery)

Pittsfield, MA

$2,275 - $4,095

Lyft

Pittsfield:Airport Transfer Driver(Contractor,$3.5k-$5.5k/Month)

Pittsfield, MA

$3,500 - $5,500

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Pittsfield, MA

$896 - $2,016

Uber

Pittsfield Suburban Route Ubereats Driver($2.4k-$4.2k/Month) | Hiring

Pittsfield, MA

$2,400 - $4,200

Midday Logistics Co.

Hiring in Pittsfield:Driver Opportunity(Part-Time)

Pittsfield, MA

$1,000 - $2,000

Grubhub

Part-Time Campus Area Driver Job – Pittsfield Hiring Now | Part

Pittsfield, MA

$2,600 - $4,800

Urban Pedal Logistics

Flexible Hours:Courier-Pittsfield

Pittsfield, MA

$2,500 - $4,500

Urban Pedal Logistics

Pittsfield-based Independent Contractor Driver-Urban E-bike/scooter

Pittsfield, MA

$2,500 - $4,500

United States Postal Service

Neighborhood Postal Carrier

Pittsfield, MA

$3,600 - $5,500

Last updated: May 04, 2026