Driving Jobs in Pittsfield, MA — Now Hiring - Page 6
Driving jobs near Pittsfield — 140+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Regional Expedite Logistics
Independent Contractor Driver-Long Distance / Regional
Pittsfield, MA
$3,675 - $6,300
Local Merchant Delivery Network
Pittsfield Independent Contractor Driver-Early Morning Bakery/floral
Pittsfield, MA
$2,400 - $4,200
Uber
Recruiting in Pittsfield:Ubereats Large Order Delivery Driver
Pittsfield, MA
$3,500 - $6,000
Uber
Part-time Driver-Pittsfield,MA | Hiring
Pittsfield, MA
$425 - $1,275
Grubhub
Flexible Part-Time Night Shift Courier in Pittsfield | Part Time
Pittsfield, MA
$2,800 - $4,800
Lyft
Pittsfield:Airport Transfer Driver(Contractor,$3.5k-$5.5k/Month)
Pittsfield, MA
$3,500 - $5,500
Instacart
Campus Area Instacart Delivery Driver
Pittsfield, MA
$2,600 - $4,800
DoorDash
Night Shift DoorDash Driver (Late Night Logistics)
Pittsfield, MA
$2,800 - $4,800
Grubhub
Grubhub Bicycle & Scooter Courier
Pittsfield, MA
$2,700 - $4,860
Heavy Freight Logistics
Immediate Opening in Pittsfield for a Independent Contractor
Pittsfield, MA
$5,600 - $9,520
Shipt
$40.50/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$2,500 - $4,500
Heavy Freight Logistics
Independent Contractor Driver-Cargo Van / Box Truck
Pittsfield, MA
$5,000 - $8,500
Last updated: April 26, 2026