Driving Jobs in Pittsfield, MA — Apply Today - Page 11
240+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
On-Demand Tasks Network
Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)
Pittsfield, MA
$2,240 - $4,480
US Auto Parts Logistics
US Auto Parts-Hybrid Warehouse & Delivery Driver(Automotive
Pittsfield, MA
$3,200 - $4,800
Grubhub
Early Morning Grubhub Driver
Pittsfield, MA
$2,530 - $4,370
Secure Document Couriers
Flexible Night Shift Legal/document Courier in Pittsfield,MA | Hiring
Pittsfield, MA
$3,024 - $5,400
Instacart
Suburban Instacart Shopper
Pittsfield, MA
$2,548 - $4,368
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,500 - $6,000
Local Merchant Delivery Network
Independent Contractor Driver - Early Morning Bakery/Floral
Pittsfield, MA
$2,592 - $4,536
Amazon Delivery Service Partners
Student Friendly:Driver Opportunity(Pittsfield)
Pittsfield, MA
$3,800 - $5,200
PepsiCo
PepsiCo Beverage Distribution Box Truck Driver
Pittsfield, MA
$5,500 - $8,250
United Parcel Service (UPS)
United Parcel Service(UPS)Needs UPS Package Delivery Driver in
Pittsfield, MA
$4,000 - $7,500
Uber
Pittsfield Contract:Part-time Ubereats Driver(lunch Rush)
Pittsfield, MA
$728 - $1,638
Uber
Uber seeks Green Driver in Pittsfield | Hiring
Pittsfield, MA
$3,000 - $5,500
Last updated: May 08, 2026