Delivery Driver Jobs in Pittsfield, MA — See Openings

As of May 2026, there are 199 delivery driver openings in Pittsfield, MA. Local pay ranges from $440 to $9,350/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Uber is hiring a WAV Driver in Pittsfield | Apply Now

Pittsfield, MA

$3,500 - $5,500

Grubhub

Suburban Route Grubhub Driver

Pittsfield, MA

$2,184 - $3,822

Health Transit Logistics

Part-Time Job in Pittsfield – Medical & Pharmacy Package Courier

Pittsfield, MA

$3,200 - $4,500

Uber

Uber Needs Ubereats Delivery Driver in Pittsfield | Hiring

Pittsfield, MA

$2,500 - $4,500

Uber

WAV Rideshare Driver($3.5k-$5.5k/Month)-Pittsfield,MA | Hiring

Pittsfield, MA

$3,500 - $5,500

SnackRoute Solutions

Weekend Shift:Driver Opportunity-Pittsfield

Pittsfield, MA

$3,360 - $5,040

United States Postal Service

Assistant Rural Carrier (Weekend & Holiday Delivery)

Pittsfield, MA

$1,620 - $2,700

Nightline Freight

Part-Time Overnight Parcel Transfer Driver – Pittsfield

Pittsfield, MA

$4,140 - $5,979

SnackRoute Solutions

Urgent Part-Time:Vending & Micro-market Route Driver(Pittsfield)

Pittsfield, MA

$3,000 - $4,500

United States Postal Service

Commercial Box Truck Mail Courier (MVO)

Pittsfield, MA

$3,400 - $5,100

Local Logistics Pros

Part-Time Local Package Delivery Driver – Pittsfield(Hiring)

Pittsfield, MA

$3,000 - $4,500

Uber

Pittsfield Weekend Ubereats Delivery Professional(Gig)

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 199+ 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 199+ 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

990 open positions

Delivery Driver Jobs in Columbus

767 open positions

Delivery Driver Jobs in Columbia

710 open positions

Delivery Driver Jobs in Lakewood

705 open positions

Delivery Driver Jobs in Greenville

668 open positions

Delivery Driver Jobs in Bloomington

650 open positions

Delivery Driver Jobs in Auburn

623 open positions

Delivery Driver Jobs in Franklin

622 open positions

Delivery Driver Jobs in Albany

600 open positions

Delivery Driver Jobs in Middletown

584 open positions

Other Driving Jobs in Pittsfield

Other Driving Jobs in Pittsfield

14 open positions

Cdl Driver Jobs in Pittsfield

12 open positions

Part-Time Driving Jobs in Pittsfield

6 open positions

Weekend Driving Jobs in Pittsfield

3 open positions

DSP Driver Jobs in Pittsfield

3 open positions

Grocery Jobs in Pittsfield

2 open positions

Warehouse Jobs in Pittsfield

1 open positions

Last updated: May 08, 2026