Driving Jobs in Pittsfield, MA — Now Hiring - Page 5
Driving jobs near Pittsfield — 140+ positions open now. CDL & non-CDL roles, no experience required for many positions. Benefits, weekly pay & sign-on bonuses.
Grubhub
Pittsfield Part-Time:Bicycle & Scooter Courier(Apply Today)
Pittsfield, MA
$2,500 - $4,500
United Parcel Service (UPS)
UPS Package Delivery Driver Position in Pittsfield | Hiring
Pittsfield, MA
$4,000 - $7,500
Instacart
Late Night Instacart Courier
Pittsfield, MA
$2,576 - $4,416
Grubhub
Part-Time Weekend Delivery Professional – Pittsfield MA | Part
Pittsfield, MA
$2,200 - $3,800
Uber
Pittsfield Suburban Route Ubereats Driver($2.4k-$4.2k/Month) | Hiring
Pittsfield, MA
$2,400 - $4,200
Secure Document Couriers
Pittsfield-based Independent Contractor Driver-Night Shift
Pittsfield, MA
$2,940 - $5,250
Final Mile Delivery Co.
Work in Pittsfield:Independent Contractor Driver-Final Mile Parcel
Pittsfield, MA
$3,000 - $5,500
Uber
$2.5k-$4.5k/Month Ubereats Bicycle & Scooter Courier job in Pittsfield
Pittsfield, MA
$2,500 - $4,500
Instacart
Urban E-Bike Instacart Courier
Pittsfield, MA
$2,500 - $4,500
Uber
Flexible Part-time Ubereats Driver(lunch Rush)(Pittsfield)
Pittsfield, MA
$840 - $1,890
Uber
Join Uber in Pittsfield as a Night Shift Rideshare Driver | Hiring
Pittsfield, MA
$3,200 - $5,500
Shipt
[Part-Time] Suburban Route Shopper-Pittsfield
Pittsfield, MA
$2,800 - $4,800
Last updated: April 26, 2026