Driving Jobs in Pittsfield, MA — Apply Today - Page 2
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 Weekend Ubereats Delivery Professional(Gig)
Pittsfield, MA
$2,200 - $3,800
Textile Transit Co.
Part-Time Job at Textile Transit Co.:Industrial Linen & Laundry
Pittsfield, MA
$4,000 - $5,800
On-Demand Tasks Network
On-demand Tasks Network(Pittsfield)Hiring:Independent Contractor
Pittsfield, MA
$2,200 - $4,400
Lyft
Pittsfield:Premium Rideshare Driver(Contractor,$4.5k-$7.5k/Month)
Pittsfield, MA
$4,500 - $7,500
Urban Pedal Logistics
Courier(Part-Time)@ Urban Pedal Logistics-Pittsfield
Pittsfield, MA
$2,500 - $4,500
Uber
Now Hiring in Pittsfield:Uberxl Driver | Apply Now
Pittsfield, MA
$3,400 - $5,525
DoorDash
Night Shift DoorDash Driver (Late Night Logistics)
Pittsfield, MA
$3,136 - $5,376
Weekend Transit Co.
Part-Time Weekend Parcel Delivery Driver – Pittsfield MA | Part
Pittsfield, MA
$1,320 - $2,200
Secure Document Couriers
$2.5k-$4.5k/Month Independent Contractor Driver-Night Shift
Pittsfield, MA
$2,548 - $4,550
FedEx Ground Independent Service Provider
Pittsfield Contract:Fedex Ground Route Delivery Driver
Pittsfield, MA
$3,500 - $5,500
Final Mile Delivery Co.
Pittsfield-based Final Mile Parcel Opening | Hiring
Pittsfield, MA
$2,730 - $5,005
Uber
Pittsfield-based Weekend Driver Opening | Hiring
Pittsfield, MA
$2,000 - $3,500
Last updated: May 08, 2026