Delivery Driver Jobs in Pittsfield, MA — Apply Today

As of May 2026, there are 45 delivery driver openings in Pittsfield, MA. Local pay ranges from $14 to $8,625/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx Ground

Pittsfield Career:Delivery Driver-Package Handler at Fedex Ground

Pittsfield, MA

$21 - $26

Domino's Pizza

Pittsfield Flexible Job:Delivery Driver-Pizza Delivery Tips Plus Wages

Pittsfield, MA

$14 - $20

Wayfair

$21-$27/hr Delivery Driver-Furniture And Appliance Home Installation

Pittsfield, MA

$21 - $27

Quest Diagnostics

Immediate Opening in Pittsfield for a Delivery Driver-Medical Courier

Pittsfield, MA

$20 - $26

XPO Logistics

Immediate Opening in Pittsfield for a Delivery Driver-Package Handler

Pittsfield, MA

$22 - $28

Instacart

Immediate Opening in Pittsfield for a Delivery Driver-Grocery Same Day

Pittsfield, MA

$16 - $23

DoorDash

Immediate Opening in Pittsfield for a Delivery Driver-Food Delivery

Pittsfield, MA

$15 - $22

Amazon Flex

Delivery Driver-Independent Contractor(Contract)-Pittsfield | Hiring

Pittsfield, MA

$18 - $25

Express Logistics

Flexible Gig:Delivery Driver-Full Time Local Routes(Pittsfield)

Pittsfield, MA

$19 - $24

Roadie

Box Truck Delivery Driver

Pittsfield, MA

$4,500 - $7,800

Uber Eats

Daily Pay Delivery Driver

Pittsfield, MA

$3,219 - $5,520

DoorDash

Entry-Level Delivery Driver — No Experience Required

Pittsfield, MA

$2,200 - $3,800

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 45+ 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 45+ 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

3 open positions

DSP Driver Jobs in Pittsfield

2 open positions

Last updated: May 10, 2026