Driving Jobs in Pittsfield, MA — Start This Week - Page 3
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
DoorDash
DoorDash Shop & Deliver Expert (Grocery/Retail)
Pittsfield, MA
$3,024 - $5,184
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,220 - $5,520
Local Shopper Partners
Start ASAP:Courier(Pittsfield)
Pittsfield, MA
$1,900 - $3,325
Instacart
Weekend Instacart Shopper
Pittsfield, MA
$1,700 - $2,975
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Pittsfield, MA
$5,005 - $7,280
Local Logistics Network
Pittsfield-based Independent Contractor Driver-Medical Courier Opening
Pittsfield, MA
$3,000 - $5,000
United States Postal Service
Rural Carrier Associate (RCA)
Pittsfield, MA
$3,128 - $4,416
On-Demand Tasks Network
Independent Contractor Driver-On-demand
Pittsfield, MA
$2,000 - $4,000
Suburban Delivery Network
Pittsfield Job:Driver Opportunity(No Exp Req*)
Pittsfield, MA
$2,800 - $4,800
Instacart
Instacart Full-Service Shopper
Pittsfield, MA
$2,500 - $4,500
Grubhub
Grubhub Bicycle & Scooter Courier
Pittsfield, MA
$2,700 - $4,860
Shipt
[Part-Time] Evening & Night Shift Courier-Pittsfield
Pittsfield, MA
$2,800 - $4,800
Last updated: May 04, 2026