Delivery Driver Jobs in Pittsfield, MA — Open Positions

As of May 2026, there are 68 delivery driver openings in Pittsfield, MA. Local pay ranges from $12 to $8,625/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx

Pittsfield Ground Delivery Driver(Gig)

Pittsfield, MA

$18 - $22

UPS

Package Delivery Driver(Contract)-Pittsfield,MA

Pittsfield, MA

$24 - $31

Shipt

Shipt seeks Pharmacy Delivery Driver in Pittsfield | Hiring

Pittsfield, MA

$2,852 - $4,784

Quest Diagnostics

Medical Courier Delivery Driver(Gig)-Pittsfield

Pittsfield, MA

$15 - $23

FedEx Ground

FedEx Ground Delivery Driver

Pittsfield, MA

$3,990 - $5,460

Amazon Flex

Pittsfield:Holiday Peak Delivery Driver(Contractor,$5.2k-$8.6k/Month)

Pittsfield, MA

$5,175 - $8,625

Domino's Pizza

Pittsfield Part-time Role:Delivery Driver

Pittsfield, MA

$14 - $22

Roadie

Box Truck Delivery Driver

Pittsfield, MA

$4,500 - $7,800

DoorDash

Immediate Opening in Pittsfield for a Delivery Driver-Food Delivery

Pittsfield, MA

$15 - $22

DoorDash

Flexible Delivery Driver-Dasher(Pittsfield)

Pittsfield, MA

$17 - $28

Uber Eats

Pittsfield Contractor Premium Delivery Driver | Hiring

Pittsfield, MA

$4,500 - $7,000

Uber Eats

Pittsfield,MA:Night Shift Delivery Driver at Uber Eats | Hiring

Pittsfield, MA

$3,100 - $5,300

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 68+ 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 68+ 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

Cdl Driver Jobs in Pittsfield

20 open positions

DSP Driver Jobs in Pittsfield

2 open positions

Last updated: May 10, 2026