Driving Jobs in Pittsfield, MA — Now Hiring - Page 4
Driving jobs near Pittsfield — 200+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Uber
Now Hiring in Pittsfield:Uberxl Driver | Apply Now
Pittsfield, MA
$3,400 - $5,525
DoorDash
Part-Time DoorDash Driver (Lunch Rush Specialist)
Pittsfield, MA
$896 - $2,016
Uber
Ubereats Bicycle & Scooter Courier(Gig)-Pittsfield
Pittsfield, MA
$2,800 - $5,040
CareDrop Couriers
Pharmacy Delivery Courier (Last-Mile Healthcare)
Pittsfield, MA
$3,000 - $4,500
Urban Pedal Logistics
Join Team:Independent Contractor Driver-Urban E-bike/scooter Courier
Pittsfield, MA
$2,750 - $4,950
Uber
Ubereats Shop And Pay Expert|Pittsfield,MA|Uber | Hiring
Pittsfield, MA
$2,800 - $4,800
Regional Expedite Logistics
Regional Expedite Logistics is hiring a Independent Contractor
Pittsfield, MA
$3,500 - $6,000
Regional Expedite Logistics
Immediate Start in Pittsfield:Independent Contractor Driver-Long
Pittsfield, MA
$3,500 - $6,000
Shipt
Flexible Hours:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,500 - $4,500
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Pittsfield, MA
$5,775 - $8,400
Auto Logistics Pros
Independent Contractor Driver - Auto Parts Courier
Pittsfield, MA
$3,024 - $5,184
Uber
Pittsfield Contract:Part-time Ubereats Driver(lunch Rush)
Pittsfield, MA
$728 - $1,638
Last updated: May 03, 2026