Driving Jobs in Pittsfield, MA — Immediate Openings - Page 2
230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Uber
Join Uber in Pittsfield as a WAV Driver | Hiring
Pittsfield, MA
$3,500 - $5,500
Grubhub
Suburban Route Grubhub Driver
Pittsfield, MA
$2,688 - $4,704
United Parcel Service (UPS)
Pittsfield Job:Driver Opportunity(No Exp Req*)
Pittsfield, MA
$4,500 - $8,000
FedEx Ground Independent Contractor
[Part-Time] Driver Opportunity-Pittsfield
Pittsfield, MA
$4,200 - $6,300
Urban Pedal Logistics
Independent Contractor Driver-Urban E-bike/scooter
Pittsfield, MA
$2,500 - $4,500
US Postal Service Contractors
Highway Contract Route (HCR) Driver
Pittsfield, MA
$4,000 - $7,000
Instacart
Instacart Full-Service Shopper
Pittsfield, MA
$2,500 - $4,500
Regional Auto Dealership Group
Pittsfield,MA:OEM Dealership Auto Parts Delivery Driver at Regional
Pittsfield, MA
$3,000 - $4,500
Carquest Auto Parts
MA Career:Carquest Regional Parts Transfer Driver in Pittsfield
Pittsfield, MA
$3,400 - $5,000
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$2,000 - $4,000
Uber
Pittsfield Contractor Opening:Weekend Ubereats Delivery Professional
Pittsfield, MA
$2,200 - $3,800
Instacart
Suburban Instacart Shopper
Pittsfield, MA
$2,800 - $4,800
Last updated: April 17, 2026