UPS Delivery Driver Jobs in Pittsfield, MA — Immediate Openings

As of October 2026, there are 42 UPS delivery driver openings in Pittsfield, MA. Local pay ranges from $16 to $52/hr. Listings are updated daily — benefits start Day 1 for most positions.

UPS

Weekend Delivery Driver—Weekdays Always Free(Gig)-Pittsfield

Pittsfield, MA

$25 - $33

UPS

Part-Time Driver Helper—Entry-level,No License Required

Pittsfield, MA

$18 - $21

UPS

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

Pittsfield, MA

$24 - $29

UPS

Part-Time Driver—No Experience Required,Paid Training Provided

Pittsfield, MA

$21 - $42

UPS

Personal Vehicle Driver—Use Your Own Car,Flexible Hours Position in

Pittsfield, MA

$21 - $25

UPS

UPS Driver — No Experience Required, Paid Training Provided

Pittsfield, MA

$18 - $36

UPS

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

Pittsfield, MA

$21 - $25

UPS

UPS Driver Helper — Entry-Level, No License Required

Pittsfield, MA

$20 - $23

UPS

UPS Driver Helper — Entry-Level, No License Required

Pittsfield, MA

$15 - $18

UPS

Part-Time Delivery Driver—$42 Per Hour Top Rate,Full Benefits –

Pittsfield, MA

$21 - $42

UPS

Pittsfield Contract:Driver—No Experience Required,Paid Training

Pittsfield, MA

$19 - $38

UPS

Pittsfield Contract:Delivery Driver—$42 Per Hour Top Rate,Full

Pittsfield, MA

$23 - $47

UPS Delivery Driver Jobs in Pittsfield — FAQ

How many UPS delivery driver jobs are open in Pittsfield, MA?
There are currently 42+ 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 42+ 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

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162 open positions

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93 open positions

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37 open positions

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27 open positions

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UPS Other UPS Jobs in Pittsfield

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Last updated: October 26, 2026