Driving Jobs in Pittsfield, MA — See Openings - Page 2
250+ driving jobs in Pittsfield, MA hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Pittsfield.
DoorDash
Driver Opportunity needed in Pittsfield(Apply Now)
Pittsfield, MA
$2,400 - $4,200
Grubhub
$45.50/hr Driver Opportunity-Pittsfield(PT)
Pittsfield, MA
$3,000 - $4,900
Final Mile Delivery Co.
Immediate Hire:Final Mile Parcel(Part-Time)
Pittsfield, MA
$2,640 - $4,840
Sherwin-Williams
Paint Store Delivery Driver - Commercial Accounts
Pittsfield, MA
$20 - $26
Task & Dash Couriers
Flexible On-demand Local Courier(Pittsfield)
Pittsfield, MA
$2,000 - $4,000
Costco Wholesale
Supplemental Income:Costco Big & Bulky Delivery Driver-2 Person Team
Pittsfield, MA
$24 - $30
FedEx Ground Independent Service Provider
FedEx Ground Route Delivery Driver
Pittsfield, MA
$4,024 - $6,324
Southern Glazer's Wine & Spirits
Wine and Spirits Delivery Driver - CDL Class B
Pittsfield, MA
$24 - $30
Flex Delivery Network
[Part-Time] Independent Parcel Courier-Pittsfield
Pittsfield, MA
$2,000 - $4,000
ProTool Mobile Networks
Pittsfield:Mobile Tool Retail Step Van Driver
Pittsfield, MA
$4,725 - $8,925
AquaDrop Delivery
Aquadrop Delivery Needs Home & Office Beverage Step Van Driver in
Pittsfield, MA
$4,140 - $5,979
Urban Pedal Logistics
Flexible Hours:Driver Opportunity-Pittsfield
Pittsfield, MA
$2,625 - $4,725
Last updated: October 03, 2026