Driving Jobs in Pittsfield, MA — See Openings - Page 2
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Levin Furniture and Mattress
Part-Time Role in Pittsfield:Mattress Delivery Driver-2 Person
Pittsfield, MA
$19 - $25
Corporate Catering Couriers
Independent Contractor Driver-Catering
Pittsfield, MA
$3,500 - $6,000
DoorDash
Work in Pittsfield:Flower Delivery Driver | Hiring
Pittsfield, MA
$2,688 - $4,704
Crete Carrier
CDL A Truck Driver - Regional Dry Van Home Weekly
Pittsfield, MA
$79,200 - $101,200
Uber Eats
Premium Delivery Driver|Pittsfield,MA|Uber Eats | Hiring
Pittsfield, MA
$4,500 - $7,000
Coach USA
Pittsfield,MA:Charter Bus Driver-CDL B With Passenger Endorsement at
Pittsfield, MA
$19 - $28
Auto Logistics Pros
MA Career:Independent Contractor Driver-Auto Parts Courier in
Pittsfield, MA
$2,800 - $4,800
Grubhub
Grubhub seeks Suburban Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$3,000 - $4,900
Quest Diagnostics
Medical Courier Delivery Driver
Pittsfield, MA
$2,380 - $3,570
PepsiCo Beverages North America
Pepsi Beverage Delivery Driver - CDL A
Pittsfield, MA
$21 - $28
Canteen
Part-Time Vending Machine Delivery Driver And Route
Pittsfield, MA
$18 - $24
Roadie
Box Truck Delivery Driver
Pittsfield, MA
$4,140 - $7,176
Last updated: May 13, 2026