Driving Jobs in Pittsfield, MA — Hiring Now - Page 3
Driving companies hiring in Pittsfield, MA — 90+ open positions across CDL trucking, delivery, courier & more. Weekly pay, benefits available. Browse openings in Pittsfield.
DoorDash
Pittsfield:Flower Delivery Driver(Contractor,$2.2k-$3.9k/Month)
Pittsfield, MA
$2,208 - $3,864
Amazon Flex
Immediate Opening in Pittsfield for a Package Delivery Driver
Pittsfield, MA
$3,600 - $5,800
DoorDash
Apply Now:Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$3,000 - $5,200
DoorDash
Doordash seeks Weekend Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$2,200 - $3,800
GoPuff
Gopuff seeks Convenience Store Delivery Driver in Pittsfield | Hiring
Pittsfield, MA
$2,800 - $4,500
Instacart
Grocery Delivery Driver•Pittsfield,MA•Instacart | Hiring
Pittsfield, MA
$3,400 - $5,800
Instacart
Immediate Opening in Pittsfield for a Delivery Driver-Grocery Same Day
Pittsfield, MA
$16 - $23
Express Logistics
Flexible Gig:Delivery Driver-Full Time Local Routes(Pittsfield)
Pittsfield, MA
$19 - $24
Gannett
Newspaper Delivery Driver
Pittsfield, MA
$1,380 - $2,760
Domino's Pizza
Pittsfield Flexible Job:Delivery Driver-Pizza Delivery Tips Plus Wages
Pittsfield, MA
$14 - $20
Postmates
Pittsfield-based Same-day Delivery Driver Opening | Hiring
Pittsfield, MA
$2,816 - $4,752
Grubhub
Pittsfield Restaurant Delivery Driver(Contractor)-Grubhub | Hiring
Pittsfield, MA
$3,300 - $5,400
Last updated: May 10, 2026