Delivery Driver Jobs in Pittsfield, MA — Immediate Openings

As of October 2026, there are 174 delivery driver openings in Pittsfield, MA. Local pay ranges from $12 to $145,800/year. Listings are updated daily — benefits start Day 1 for most positions.

XPO Logistics

Evening Role:Driver Opportunity(Pittsfield)

Pittsfield, MA

$22 - $28

US Postal Service Contractors

Pittsfield Career:Highway Contract Route(HCR)Driver at US Postal

Pittsfield, MA

$4,000 - $7,000

E-Comm Transit Solutions

Courier(Part-Time)@ E-comm Transit Solutions-Pittsfield

Pittsfield, MA

$3,200 - $4,800

Uber Eats

Daily Pay Delivery Driver Position in Pittsfield | Hiring

Pittsfield, MA

$3,136 - $5,376

United States Postal Service

$3k-$5.5k/Month Seasonal Postal Delivery Worker job in Pittsfield

Pittsfield, MA

$3,000 - $5,500

Postal Transport Network

Pittsfield Local Mail Transport & Logistics Driver with

Pittsfield, MA

$3,800 - $5,500

Canteen

Vending Machine Delivery Driver and Route Service

Pittsfield, MA

$18 - $24

Lyft

Now Hiring Pittsfield:Delivery Driver-Rideshare And Package(PT)

Pittsfield, MA

$15 - $24

Uber Eats

Pittsfield Career:Premium Delivery Driver at Uber Eats | Hiring

Pittsfield, MA

$4,500 - $7,000

DoorDash

Driver Opportunity needed in Pittsfield(Apply Now)

Pittsfield, MA

$2,400 - $4,200

Grubhub

$45.50/hr Driver Opportunity-Pittsfield(PT)

Pittsfield, MA

$3,000 - $4,900

Sherwin-Williams

Paint Store Delivery Driver - Commercial Accounts

Pittsfield, MA

$20 - $26

Delivery Driver Jobs in Pittsfield — FAQ

How many delivery driver jobs are open in Pittsfield, MA?
There are currently 174+ 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 174+ 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

856 open positions

Delivery Driver Jobs in Columbus

644 open positions

Delivery Driver Jobs in Columbia

605 open positions

Delivery Driver Jobs in Lakewood

604 open positions

Delivery Driver Jobs in Bloomington

556 open positions

Delivery Driver Jobs in Greenville

551 open positions

Delivery Driver Jobs in Albany

515 open positions

Delivery Driver Jobs in Franklin

513 open positions

Delivery Driver Jobs in Auburn

511 open positions

Delivery Driver Jobs in Middletown

471 open positions

Other Driving Jobs in Pittsfield

Cdl Driver Jobs in Pittsfield

60 open positions

DSP Driver Jobs in Pittsfield

6 open positions

Other Driving Jobs in Pittsfield

6 open positions

Part-Time Driving Jobs in Pittsfield

2 open positions

Grocery Jobs in Pittsfield

1 open positions

Yard Jockey Jobs in Pittsfield

1 open positions

Last updated: October 03, 2026