Driving Jobs in Pittsfield, MA — Immediate Openings - Page 10
230+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
Auto Logistics Pros
Immediate Start:Independent Contractor Driver-Auto Parts Courier in
Pittsfield, MA
$2,800 - $4,800
Uber
Weekend Ubereats Delivery Professional(Gig)-Pittsfield
Pittsfield, MA
$1,936 - $3,344
SnackRoute Solutions
Earn Extra Cash:Driver Opportunity(Pittsfield)
Pittsfield, MA
$3,360 - $5,040
Uber
Pittsfield Contract:Connect Package Delivery Driver
Pittsfield, MA
$3,000 - $5,500
Last Mile Logistics Network
Independent Contractor Driver - Last-Mile Logistics
Pittsfield, MA
$2,800 - $5,000
Prime Beverage Distributors
Immediate Hire:Beverage Distribution Route Driver(Part-Time)
Pittsfield, MA
$5,000 - $8,000
Secure Document Couriers
Independent Contractor Driver - Night Shift Legal/Document Courier
Pittsfield, MA
$3,136 - $5,600
United States Postal Service
Class A CDL Tractor Trailer Operator - USPS
Pittsfield, MA
$6,324 - $9,200
Morning Express Couriers
Flexible Hours:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,310 - $3,990
Wholesale Transit Partners
$50.25/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$3,200 - $5,500
E-Comm Transit Solutions
Part-Time E-commerce Delivery Specialist – Pittsfield
Pittsfield, MA
$3,200 - $4,800
Instacart
Part-Time Midday Instacart Shopper
Pittsfield, MA
$920 - $1,840
Last updated: April 17, 2026