Delivery Driver Jobs in Pittsfield, MA — Hiring Now

As of May 2026, there are 135 delivery driver openings in Pittsfield, MA. Local pay ranges from $13 to $125,000/year. Listings are updated daily — benefits start Day 1 for most positions.

J.B. Hunt Intermodal

Pittsfield Needs:Driver Opportunity(Part-Time)

Pittsfield, MA

$75,000 - $95,000

Grubhub

Grubhub seeks Suburban Delivery Driver in Pittsfield | Hiring

Pittsfield, MA

$3,000 - $4,900

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Pittsfield, MA

$1,820 - $3,640

Atlas Van Lines

Urgent Hire in Pittsfield:Driver Opportunity

Pittsfield, MA

$85,000 - $110,000

Grubhub

Pittsfield Job:Driver Opportunity(No Exp Req*)

Pittsfield, MA

$14 - $22

The Home Depot

Driver Opportunity(Part-Time)@ The Home Depot-Pittsfield

Pittsfield, MA

$23 - $31

Walmart Spark

Walmart Spark Delivery Driver

Pittsfield, MA

$2,464 - $3,960

FedEx Ground

Join Team in Pittsfield:Delivery Driver-Package Handler | Hiring

Pittsfield, MA

$21 - $26

DoorDash

Pittsfield Contract:Delivery Driver-Dasher

Pittsfield, MA

$15 - $25

FedEx

Pittsfield Contract:Ground Delivery Driver

Pittsfield, MA

$24 - $29

PepsiCo

Flexible Route Sales Delivery Driver(Pittsfield)

Pittsfield, MA

$4,500 - $7,000

IKEA

Evening Role:Driver Opportunity(Pittsfield)

Pittsfield, MA

$19 - $25

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 135+ 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 135+ 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.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

678 open positions

Delivery Driver Jobs in Columbus

525 open positions

Delivery Driver Jobs in Lakewood

491 open positions

Delivery Driver Jobs in Columbia

482 open positions

Delivery Driver Jobs in Greenville

467 open positions

Delivery Driver Jobs in Bloomington

450 open positions

Delivery Driver Jobs in Franklin

432 open positions

Delivery Driver Jobs in Auburn

430 open positions

Delivery Driver Jobs in Albany

411 open positions

Delivery Driver Jobs in Middletown

410 open positions

Other Driving Jobs in Pittsfield

Cdl Driver Jobs in Pittsfield

31 open positions

Other Driving Jobs in Pittsfield

10 open positions

DSP Driver Jobs in Pittsfield

3 open positions

Yard Jockey Jobs in Pittsfield

1 open positions

Last updated: May 14, 2026