Driving Jobs in Pittsfield, MA — Open Positions - Page 13
Driving jobs near Pittsfield — 160+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Secure Document Couriers
Night Shift Legal/document Courier(Gig Economy And Professional
Pittsfield, MA
$2,940 - $5,250
Local Merchant Delivery Network
Pittsfield Early Morning Bakery/floral with $2.1k-$3.7k/Month Pay
Pittsfield, MA
$2,112 - $3,696
Corporate Catering Couriers
$3.5k-$6k/Month Independent Contractor Driver-Catering Logistics job
Pittsfield, MA
$3,500 - $6,000
Final Mile Delivery Co.
Pittsfield Final Mile Parcel with $3k-$5.5k/Month Pay | Hiring
Pittsfield, MA
$3,000 - $5,500
Auto Logistics Pros
Apply Now:Independent Contractor Driver-Auto Parts Courier in
Pittsfield, MA
$2,940 - $5,040
FedEx
Pittsfield Flexible Job:Delivery Driver | Hiring
Pittsfield, MA
$3,675 - $6,825
FedEx Ground Independent Service Provider
Pittsfield Contract:Fedex Ground Route Delivery Driver
Pittsfield, MA
$3,500 - $5,500
United Parcel Service (UPS)
Pittsfield Flexible Role:UPS Package Delivery Driver
Pittsfield, MA
$4,000 - $8,000
DHL Express
Courier Driver(Gig)-Pittsfield
Pittsfield, MA
$3,600 - $5,200
Amazon Delivery Service Partners
Amazon DSP Delivery Van Driver(Contract)|Pittsfield
Pittsfield, MA
$3,400 - $4,800
United States Postal Service
USPS City Carrier Assistant(Contract)|Pittsfield
Pittsfield, MA
$3,400 - $4,800
Sysco Corporation
Sysco Local CDL-A Delivery Truck Driver(Gig)-Pittsfield
Pittsfield, MA
$6,000 - $9,000
Last updated: May 12, 2026