Cdl Driver Jobs in Pittsfield, MA — Start This Week

As of May 2026, there are 31 cdl driver openings in Pittsfield, MA. Local pay ranges from $19 to $334,880/year. Listings are updated daily — benefits start Day 1 for most positions.

Sysco Corporation

Flexible Sysco Local CDL-A Delivery Truck Driver(Pittsfield)

Pittsfield, MA

$6,000 - $9,000

Crete Carrier

CDL A Truck Driver - Regional Dry Van Home Weekly

Pittsfield, MA

$79,200 - $101,200

Matheson Postal Services

MA Career:USPS Mail Haul Truck Driver-CDL A Contractor in Pittsfield

Pittsfield, MA

$70,000 - $90,000

Black Eagle Express

CDL A Truck Driver - OTR Flatbed Conestoga

Pittsfield, MA

$104,000 - $130,000

Transportation Concepts

Non-cdl Box Truck Delivery Driver(Gig)-Pittsfield

Pittsfield, MA

$23 - $29

Hora Express

CDL A Owner Operator Truck Driver - 91% Pay

Pittsfield, MA

$239,200 - $334,880

Coach USA

Pittsfield,MA:Charter Bus Driver-CDL B With Passenger Endorsement at

Pittsfield, MA

$19 - $28

Pella Windows and Doors

Weekend Part-Time Glass And Window Delivery Driver-CDL B Flatbed

Pittsfield, MA

$24 - $30

Granite Construction

CDL B Water Truck Driver-Construction Site Dust

Pittsfield, MA

$26 - $32

Performance Foodservice

Flexible CDL Class A Route Delivery Driver(Pittsfield)

Pittsfield, MA

$70,000 - $90,000

General Beer Northeast

Pittsfield Part-Time Job:Beer Delivery Driver-CDL A Distributor

Pittsfield, MA

$25 - $32

CRST The Transportation Solution

CDL A Truck Driver - OTR Team Driver

Pittsfield, MA

$76,120 - $96,800

Cdl Driver Jobs in Pittsfield — FAQ

How many cdl driver jobs are open in Pittsfield, MA?
There are currently 31+ cdl driver positions in Pittsfield, MA. New cdl driver roles are added regularly — check this page for the latest openings.
How much do cdl driver jobs pay in Pittsfield?
Cdl 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 cdl driver jobs in Pittsfield require experience?
Many cdl 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 cdl driver jobs in Pittsfield?
Browse the 31+ cdl 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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Last updated: May 14, 2026