Driving Jobs in Pittsfield, MA — Immediate Openings - Page 5
230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Regional Expedite Logistics
Pittsfield Independent Contractor Driver-Long Distance / Regional
Pittsfield, MA
$3,500 - $6,000
Old Dominion Freight Line
Old Dominion Linehaul Driver(Gig)-Pittsfield
Pittsfield, MA
$7,000 - $10,000
Grubhub
Campus Area Grubhub Driver
Pittsfield, MA
$2,912 - $5,376
Local Merchant Delivery Network
Independent Contractor Driver-Early Morning Bakery/floral(Gig Economy
Pittsfield, MA
$2,184 - $3,822
Grubhub
Early Morning Grubhub Driver
Pittsfield, MA
$2,200 - $3,800
Instacart
Early Morning Instacart Shopper
Pittsfield, MA
$2,200 - $3,800
Cintas Corporation
Cintas Uniform & Linen Box Truck Driver
Pittsfield, MA
$3,825 - $5,950
Lyft
Work in Pittsfield:Airport Transfer Driver | Hiring
Pittsfield, MA
$3,500 - $5,500
United States Postal Service
Commercial Box Truck Mail Courier (MVO)
Pittsfield, MA
$4,000 - $6,000
Midday Logistics Co.
Earn Extra Cash:Driver Opportunity(Pittsfield)
Pittsfield, MA
$1,000 - $2,000
United States Postal Service
Start ASAP:Driver Opportunity(Pittsfield)
Pittsfield, MA
$3,800 - $6,000
Secure Document Couriers
Independent Contractor Driver-Night Shift Legal/document
Pittsfield, MA
$3,024 - $5,400
Last updated: April 17, 2026