Driving Jobs in Pittsfield, MA — Start This Week - Page 11
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
Pittsfield Contractor Role:Ubereats Delivery Driver
Pittsfield, MA
$2,500 - $4,500
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Pittsfield, MA
$3,136 - $5,600
Grubhub
Part-Time Early Morning Driver Job – Pittsfield Hiring Now | Part
Pittsfield, MA
$2,200 - $3,800
Secure Document Couriers
Pittsfield Independent Contractor Driver-Night Shift Legal/document
Pittsfield, MA
$2,800 - $5,000
Corporate Catering Couriers
Independent Contractor Driver - Catering Logistics
Pittsfield, MA
$3,500 - $6,000
Uber
Green Driver($3.3k-$6.1k/Month)-Pittsfield,MA | Hiring
Pittsfield, MA
$3,300 - $6,050
Corporate Catering Couriers
Corporate Catering Couriers Needs Independent Contractor
Pittsfield, MA
$3,185 - $5,460
US Postal Service Contractors
Independent Mail Route Contractor
Pittsfield, MA
$4,000 - $6,500
United Parcel Service (UPS)
Pittsfield Flexible Role:UPS Package Delivery Driver
Pittsfield, MA
$4,000 - $8,000
FedEx Ground Independent Service Provider
Flexible Fedex Ground Route Delivery Driver(Pittsfield)
Pittsfield, MA
$3,500 - $5,500
Uber
Pittsfield:WAV Driver(Contractor,$3.2k-$5k/Month) | Hiring
Pittsfield, MA
$3,185 - $5,005
Grubhub
Night Shift Grubhub Courier
Pittsfield, MA
$2,800 - $4,800
Last updated: May 04, 2026