Driving Jobs in Pittsfield, MA — Immediate Openings - Page 15
230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Grubhub
Grubhub Delivery Driver
Pittsfield, MA
$2,625 - $4,725
Grubhub
Part-Time Grubhub Driver (Lunch Rush)
Pittsfield, MA
$896 - $2,016
Shipt
Earn Extra Cash:Early Morning Shopper(Pittsfield)
Pittsfield, MA
$2,200 - $3,800
Regional Expedite Logistics
Independent Contractor Driver - Long Distance / Regional Courier
Pittsfield, MA
$3,185 - $5,460
XPO Logistics
Pittsfield Flexible Role:Local City Driver
Pittsfield, MA
$5,000 - $8,000
Mechanic's Choice Transport
Automotive Parts Courier
Pittsfield, MA
$2,800 - $4,200
Shipt
Flexible Hours:Courier-Pittsfield
Pittsfield, MA
$2,000 - $3,500
Uber
Flexible Suburban Route Ubereats Driver(Pittsfield)
Pittsfield, MA
$2,640 - $4,620
Uber
Ubereats Large Order Delivery Driver Position in Pittsfield | Hiring
Pittsfield, MA
$3,500 - $6,000
Corporate Courier Logistics
Part-Time B2B Route Logistics Driver(Pittsfield) | Part Time Job
Pittsfield, MA
$3,679 - $5,520
Secure Document Couriers
Night Shift Legal/document Courier|Pittsfield,MA|Secure Document
Pittsfield, MA
$2,800 - $5,000
Local Logistics Pros
Evening Part-Time Local Package Delivery Driver – Pittsfield
Pittsfield, MA
$3,150 - $4,725
Last updated: April 17, 2026