Driving Jobs in Pittsfield, MA — Start This Week - Page 2
Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Urban Pedal Logistics
Independent Contractor Driver - Urban E-Bike/Scooter Courier
Pittsfield, MA
$2,800 - $5,040
Uber
Pittsfield Contractor Event Driver | Hiring
Pittsfield, MA
$2,800 - $5,000
Sysco Corporation
Sysco Local CDL-A Delivery Truck Driver(Gig)-Pittsfield
Pittsfield, MA
$6,000 - $9,000
Uber
Ubereats Shop And Pay Expert Needed-Pittsfield Area | Hiring
Pittsfield, MA
$2,800 - $4,800
Wholesale Transit Partners
Start ASAP:Driver Opportunity(Pittsfield)
Pittsfield, MA
$3,040 - $5,225
Grubhub
Campus Area Grubhub Driver
Pittsfield, MA
$2,989 - $5,520
Uber
$2k-$3.5k/Month Weekend Rideshare Driver job in Pittsfield | Hiring
Pittsfield, MA
$2,000 - $3,500
Uber
Uber(Pittsfield)Hiring:Ubereats Delivery Driver | Apply Now
Pittsfield, MA
$2,500 - $4,500
DoorDash
Night Shift DoorDash Driver (Late Night Logistics)
Pittsfield, MA
$2,800 - $4,800
DoorDash
College Town DoorDash Driver
Pittsfield, MA
$2,860 - $5,280
Shipt
$42.75/hr Campus Area Shopper-Pittsfield(PT)
Pittsfield, MA
$2,600 - $4,800
Final Mile Delivery Co.
Apply Now in Pittsfield:Final Mile Parcel | Hiring
Pittsfield, MA
$3,000 - $5,500
Last updated: May 04, 2026