Driving Jobs in Westfield, MA — Now Hiring

As of May 2026, there are 400+ open driving positions in Westfield, MA. Current pay ranges from $500 to $10,000 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

United States Postal Service

Assistant Rural Carrier (Weekend & Holiday Delivery)

Westfield, MA

$1,380 - $2,300

DoorDash

DoorDash Drive (B2B/Merchant) Delivery Courier

Westfield, IN

$3,150 - $5,775

Uber

Westfield Contract:Night Shift Ubereats Courier

Westfield, MA

$2,800 - $4,800

Uber

EV Rideshare Driver•Westfield,MA•Uber | Hiring

Westfield, MA

$3,000 - $5,500

Metro Parcel Delivery

Westfield Part-Time Job:Urban Step Van Courier | Part Time Job

Westfield, IN

$3,230 - $4,675

Postal Transport Network

Local Mail Transport & Logistics Driver

Westfield, MA

$3,458 - $5,005

Lyft

Work in Westfield:Part-time Rideshare Driver | Hiring

Westfield, IN

$500 - $1,500

Instacart

Late Night Instacart Courier

Westfield, IN

$2,800 - $4,800

Local Shopper Partners

Courier needed in Westfield(Apply Now)

Westfield, MA

$2,100 - $3,675

Old Dominion Freight Line

Westfield Flexible Role:Old Dominion Linehaul Driver

Westfield, IN

$7,000 - $10,000

ProWear Logistics

Westfield Part-Time Opening:Uniform & Apparel Route Driver

Westfield, MA

$3,500 - $5,500

Grubhub

Suburban Route Grubhub Driver

Westfield, IN

$2,400 - $4,200

Driving Jobs in Westfield — FAQ

How many driving jobs are available in Westfield, MA right now?
There are currently 400+ open driving positions in Westfield, MA. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Westfield?
Driving job pay in Westfield varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Westfield?
Yes. Many delivery driver, courier, and DSP positions in Westfield require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Westfield?
Driving jobs in Westfield offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Westfield?
Benefits vary by employer, but many driving positions in Westfield offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Westfield?
Your take-home pay as a driver in Westfield depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Westfield?
Yes, many driving positions in Westfield are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 400+ listings above and apply directly.

Last updated: May 03, 2026