Driving Jobs in Pittsfield, MA — Now Hiring - Page 6
Driving jobs near Pittsfield — 200+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Mechanic's Choice Transport
Automotive Parts Courier
Pittsfield, MA
$2,660 - $3,990
Grubhub
Evening Part-Time Campus Area Driver – Pittsfield | Part Time Job
Pittsfield, MA
$2,600 - $4,800
Secure Document Couriers
Recruiting in Pittsfield:Independent Contractor Driver-Night Shift
Pittsfield, MA
$2,800 - $5,000
Suburban Delivery Network
Weekend Shift:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,800 - $4,800
AquaDrop Delivery
Student Friendly:Home Delivery Route Driver(Pittsfield)
Pittsfield, MA
$3,500 - $5,000
Uber
MA Career:Weekend Rideshare Driver in Pittsfield | Hiring
Pittsfield, MA
$2,000 - $3,500
On-Demand Tasks Network
$1.8k-$3.7k/Month Independent Contractor Driver-On-demand Errands job
Pittsfield, MA
$1,840 - $3,680
Lyft
Pittsfield-based Airport Transfer Driver Opening | Hiring
Pittsfield, MA
$3,500 - $5,500
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,500 - $6,000
United States Postal Service
Neighborhood Postal Carrier
Pittsfield, MA
$4,032 - $6,160
Uber
Pittsfield EV Rideshare Driver with $3k-$5.5k/Month Pay | Hiring
Pittsfield, MA
$3,000 - $5,500
Midnight Logistics
[Part-Time] Late Night Convenience & Grocery Courier-Pittsfield
Pittsfield, MA
$2,800 - $4,800
Last updated: May 03, 2026