Driving Jobs in Pittsfield, MA — Now Hiring - Page 10

Driving jobs near Pittsfield — 140+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Grubhub

Part-Time Delivery Driver(Pittsfield,MA)|Grubhub | Part Time Job

Pittsfield, MA

$2,500 - $4,500

Corporate Catering Couriers

Corporate Catering Couriers seeks Independent Contractor

Pittsfield, MA

$3,185 - $5,460

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Pittsfield, MA

$3,220 - $5,520

Uber

$2k-$3.5k/Month Weekend Rideshare Driver job in Pittsfield | Hiring

Pittsfield, MA

$2,000 - $3,500

Uber

Rideshare Driver•Pittsfield,MA•Uber | Hiring

Pittsfield, MA

$3,000 - $5,000

Grubhub

Part-Time Grubhub Driver (Lunch Rush)

Pittsfield, MA

$896 - $2,016

DoorDash

College Town DoorDash Driver

Pittsfield, MA

$2,860 - $5,280

Uber

Join Uber in Pittsfield as a WAV Rideshare Driver | Hiring

Pittsfield, MA

$3,500 - $5,500

On-Demand Tasks Network

Independent Contractor Driver-On-demand

Pittsfield, MA

$2,000 - $4,000

Uber

Pittsfield Contract:Weekend Ubereats Delivery Professional

Pittsfield, MA

$1,870 - $3,230

Grubhub

Pittsfield Part-Time:Shop And Pay Driver(Hiring) | Part Time Job

Pittsfield, MA

$2,800 - $4,800

Uber

Ubereats Bicycle & Scooter Courier(Gig)-Pittsfield

Pittsfield, MA

$2,875 - $5,175

Last updated: April 26, 2026