Driving Jobs in Pittsfield, MA — Apply Today - Page 12
240+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Uber
Pittsfield EV Rideshare Driver with $3k-$5.5k/Month Pay | Hiring
Pittsfield, MA
$3,000 - $5,500
US Postal Service Contractors
Independent Mail Route Contractor
Pittsfield, MA
$3,520 - $5,720
Uber
Suburban Route Ubereats Driver|Pittsfield,MA|Uber | Hiring
Pittsfield, MA
$2,400 - $4,200
Lyft
Apply Now:Event Rideshare Driver in Pittsfield | Hiring
Pittsfield, MA
$2,800 - $5,000
Campus Courier Network
Pittsfield Needs:Driver Opportunity(Part-Time)
Pittsfield, MA
$2,470 - $4,560
Uber
Night Shift Driver Position in Pittsfield | Hiring
Pittsfield, MA
$3,200 - $5,500
Grubhub
Part-Time Night Shift Courier – Pittsfield,MA | Part Time Job
Pittsfield, MA
$2,800 - $4,800
Shipt
Weekend Shift:Campus Area Shopper-Pittsfield
Pittsfield, MA
$2,600 - $4,800
Corporate Catering Couriers
Hiring:Independent Contractor Driver-Catering Logistics in
Pittsfield, MA
$3,780 - $6,480
Grubhub
Night Shift Grubhub Courier
Pittsfield, MA
$2,464 - $4,224
Elite Hand Courier
White-Glove Specialty Courier
Pittsfield, MA
$4,000 - $6,500
Grubhub
Evening Part-Time Suburban Route Driver – Pittsfield | Part Time
Pittsfield, MA
$2,400 - $4,200
Last updated: May 08, 2026