UPS Delivery Driver Jobs in Pittsfield, MA — Now Hiring

As of September 2026, there are 13 UPS delivery driver openings in Pittsfield, MA. Local pay ranges from $18 to $42/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

UPS is hiring a Delivery Driver—$42 Per Hour Top Rate,Full Benefits in

Pittsfield, MA

$21 - $42

UPS

Weekend Delivery Driver—Weekdays Always Free Needed-Pittsfield Area

Pittsfield, MA

$23 - $30

UPS

Driver Helper—Entry-level,No License Required•Pittsfield,MA•UPS

Pittsfield, MA

$18 - $21

UPS

UPS is hiring a Part-time Air Driver—Early Morning Flights,Done By

Pittsfield, MA

$23 - $28

UPS

Pittsfield-based Personal Vehicle Driver—Use Your Own Car,Flexible

Pittsfield, MA

$21 - $25

UPS

UPS seeks Driver—No Experience Required,Paid Training Provided in

Pittsfield, MA

$21 - $42

UPS

UPS Delivery Driver — $42 Per Hour Top Rate, Full Benefits

Pittsfield, MA

$21 - $42

UPS

UPS Weekend Delivery Driver — Weekdays Always Free

Pittsfield, MA

$23 - $30

UPS

UPS Driver Helper — Entry-Level, No License Required

Pittsfield, MA

$19 - $23

UPS

UPS Part-Time Air Driver — Early Morning Flights, Done by Noon

Pittsfield, MA

$24 - $30

UPS

UPS Driver — No Experience Required, Paid Training Provided

Pittsfield, MA

$19 - $38

UPS

UPS Personal Vehicle Driver — Use Your Own Car, Flexible Hours

Pittsfield, MA

$19 - $23

UPS Delivery Driver Jobs in Pittsfield — FAQ

How many UPS delivery driver jobs are open in Pittsfield, MA?
There are currently 13+ UPS delivery driver positions in Pittsfield, MA. New delivery driver roles are added regularly — check this page for the latest openings.
How much do UPS delivery driver jobs pay in Pittsfield?
UPS delivery driver pay in Pittsfield varies by specific role and shift. Most positions include shift differentials for nights and weekends, plus benefits starting Day 1. Browse the listings above to see pay details for each opening.
Does UPS hire for delivery driver positions with no experience in Pittsfield?
Many UPS delivery driver positions in Pittsfield require no prior experience. UPS provides paid training for new hires. Check individual listings for specific requirements.
How do I apply for UPS delivery driver jobs in Pittsfield?
Browse the 13+ delivery driver listings above, click on any position for full details including pay and shift times, then follow the application link. Most UPS positions have a 15–30 minute online application.

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Other UPS Jobs in Pittsfield

UPS Part-Time Jobs in Pittsfield

44 open positions

UPS Fulfillment Center Jobs in Pittsfield

20 open positions

UPS Overnight Jobs in Pittsfield

8 open positions

UPS CDL Driver Jobs in Pittsfield

6 open positions

UPS Warehouse Jobs in Pittsfield

5 open positions

UPS Sortation Center Jobs in Pittsfield

5 open positions

UPS Weekend Jobs in Pittsfield

5 open positions

UPS Manager Jobs in Pittsfield

3 open positions

Last updated: September 25, 2026