Delivery Driver Jobs in Pittsfield, MA — See Openings

As of March 2026, there are 77 delivery driver openings in Pittsfield, MA. Local pay ranges from $500 to $7,500/year. Listings are updated daily — benefits start Day 1 for most positions.

National Grocery Delivery Network

Student Friendly:Driver Opportunity(Pittsfield)

Pittsfield, MA

$2,500 - $4,500

FreshDrop Logistics

$49.00/hr Driver Opportunity-Pittsfield(PT)

Pittsfield, MA

$3,000 - $5,500

Local Shopper Partners

Courier(Part-Time)@ Local Shopper Partners-Pittsfield

Pittsfield, MA

$2,100 - $3,675

Suburban Delivery Network

Weekend Shift:Driver Opportunity-Pittsfield

Pittsfield, MA

$2,800 - $4,800

Morning Express Couriers

Flexible Hours:Driver Opportunity-Pittsfield

Pittsfield, MA

$2,310 - $3,990

Midnight Logistics

Late Night Convenience & Grocery Courier needed in Pittsfield(Apply Now)

Pittsfield, MA

$2,800 - $4,800

Wholesale Transit Partners

$50.25/hr Driver Opportunity-Pittsfield(PT)

Pittsfield, MA

$3,200 - $5,500

Midday Logistics Co.

Earn Extra Cash:Driver Opportunity(Pittsfield)

Pittsfield, MA

$1,000 - $2,000

Urban Pedal Logistics

Weekend Shift:Courier-Pittsfield

Pittsfield, MA

$2,500 - $4,500

Campus Courier Network

$44.75/hr Driver Opportunity-Pittsfield(PT)

Pittsfield, MA

$2,730 - $5,040

Grubhub

Part-Time Early Morning Driver at Grubhub – Pittsfield | Part

Pittsfield, MA

$2,200 - $3,800

Grubhub

Student-Friendly Part-Time Campus Area Driver in Pittsfield

Pittsfield, MA

$2,600 - $4,800

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 77+ delivery driver positions in Pittsfield, MA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Pittsfield?
Delivery Driver pay in Pittsfield varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Pittsfield require experience?
Many delivery driver positions in Pittsfield welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Pittsfield?
Browse the 77+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Other Driving Jobs in Pittsfield

Other Driving Jobs in Pittsfield

2 open positions

Grocery Jobs in Pittsfield

1 open positions

Last updated: March 13, 2026