Driving Jobs in Pittsfield, MA — Start This Week - Page 14

Driving jobs near Pittsfield — 180+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.

Uber

Flexible Part-time Ubereats Driver(lunch Rush)(Pittsfield)

Pittsfield, MA

$840 - $1,890

Grubhub

Pittsfield Part-Time:Bicycle & Scooter Courier(Apply Today)

Pittsfield, MA

$2,500 - $4,500

Heavy Freight Logistics

Immediate Opening in Pittsfield for a Independent Contractor

Pittsfield, MA

$5,600 - $9,520

Uber

Ubereats Large Order Delivery Driver(Gig)-Pittsfield

Pittsfield, MA

$3,185 - $5,460

Nightline Freight

Part-Time Overnight Parcel Transfer Driver(Pittsfield) | Part

Pittsfield, MA

$3,060 - $4,420

Metro Parcel Delivery

Immediate Part-Time Urban Step Van Courier Job – Pittsfield

Pittsfield, MA

$3,496 - $5,060

Peak Season Logistics

Part-Time Seasonal Holiday Package Driver at Peak Season

Pittsfield, MA

$3,500 - $5,000

Health Transit Logistics

Part-Time Medical & Pharmacy Package Courier Job in Pittsfield

Pittsfield, MA

$2,944 - $4,140

Weekend Transit Co.

Part-Time Weekend Parcel Delivery Driver(Pittsfield) | Part Time

Pittsfield, MA

$1,275 - $2,125

Heavy Haul Last Mile

Flexible Part-Time Heavy/bulky Item Delivery Specialist in

Pittsfield, MA

$3,800 - $5,500

Corporate Courier Logistics

Immediate Part-Time B2B Route Logistics Driver Job – Pittsfield

Pittsfield, MA

$3,584 - $5,376

Flex Delivery Network

Part-Time Job in Pittsfield – Independent Parcel Courier | Part

Pittsfield, MA

$1,760 - $3,520

Last updated: May 04, 2026