Driving Jobs in Pittsfield, MA — See Openings - Page 13
160+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Secure Document Couriers
Pittsfield-based Night Shift Legal/document Courier Opening | Hiring
Pittsfield, MA
$2,548 - $4,550
Local Merchant Delivery Network
Local Merchant Delivery Network(Pittsfield)Hiring:Early Morning
Pittsfield, MA
$2,112 - $3,696
Corporate Catering Couriers
Independent Contractor Driver-Catering
Pittsfield, MA
$3,500 - $6,000
Final Mile Delivery Co.
Pittsfield Final Mile Parcel(Contractor)-Final Mile Delivery Co.
Pittsfield, MA
$3,300 - $6,050
Auto Logistics Pros
$3.2k-$5.5k/Month Independent Contractor Driver-Auto Parts Courier job
Pittsfield, MA
$3,219 - $5,520
FedEx
Fedex Needs Delivery Driver in Pittsfield(Flexible) | Hiring
Pittsfield, MA
$3,920 - $7,280
FedEx Ground Independent Service Provider
Fedex Ground Route Delivery Driver(Gig)-Pittsfield
Pittsfield, MA
$3,500 - $5,500
United Parcel Service (UPS)
Pittsfield Contract:UPS Package Delivery Driver
Pittsfield, MA
$4,000 - $8,000
DHL Express
Pittsfield Flexible Role:Courier Driver
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(Gig)-Pittsfield
Pittsfield, MA
$3,400 - $4,800
Sysco Corporation
Flexible Sysco Local CDL-A Delivery Truck Driver(Pittsfield)
Pittsfield, MA
$6,000 - $9,000
Last updated: May 13, 2026