Driving Jobs in Westfield, MA — Apply Today

As of May 2026, there are 480+ open driving positions in Westfield, MA. Current pay ranges from $425 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.

Auto Logistics Pros

MA Career:Independent Contractor Driver-Auto Parts Courier in

Westfield, MA

$2,800 - $4,800

PepsiCo

Flexible Route Sales Delivery Driver(Westfield)

Westfield, IN

$4,500 - $7,000

Local Merchant Delivery Network

Westfield Flexible Job:Early Morning Bakery/floral | Hiring

Westfield, MA

$2,208 - $3,864

Grubhub

Student-Friendly Part-Time Bicycle & Scooter Courier in Westfield

Westfield, IN

$2,500 - $4,500

United Parcel Service (UPS)

UPS Package Delivery Driver(Logistics And Transportation)Vacancy in

Westfield, IN

$4,000 - $7,500

Shipt

Student Friendly:Suburban Route Shopper(Westfield)

Westfield, MA

$2,800 - $4,800

ProWear Logistics

Part-Time Uniform & Apparel Route Driver(Westfield)

Westfield, IN

$3,500 - $5,500

FreshDrop Logistics

Weekend Shift:Driver Opportunity-Westfield

Westfield, IN

$2,850 - $5,225

FreshDrop Logistics

Westfield Needs:Driver Opportunity(Part-Time)

Westfield, MA

$3,150 - $5,775

Uber

Westfield Connect Package Delivery Driver with $3k-$5.5k/Month Pay

Westfield, IN

$3,000 - $5,500

SecureShred Logistics

Westfield Hiring:Part-Time Secure Document Destruction Route Driver

Westfield, MA

$3,800 - $5,200

National Grocery Delivery Network

Weekend Shift:Driver Opportunity-Westfield

Westfield, MA

$2,500 - $4,500

Driving Jobs in Westfield — FAQ

How many driving jobs are available in Westfield, MA right now?
There are currently 480+ 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 480+ listings above and apply directly.

Last updated: May 08, 2026