Driving Jobs in Westfield, MA — Hiring Now

As of May 2026, there are 360+ open driving positions in Westfield, MA. Current pay ranges from $12 to $407,680 per year. Top hiring areas include Delivery Driver, Cdl Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.

Local Merchant Delivery Network

Flexible Gig:Early Morning Bakery/floral(Westfield) | Hiring

Westfield, MA

$2,208 - $3,864

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck

Westfield, MA

$5,000 - $8,500

Uber Eats

Uber Eats is hiring a Premium Delivery Driver in Westfield | Apply Now

Westfield, MA

$4,500 - $7,000

DoorDash

Westfield Career:Weekend Delivery Driver at Doordash | Hiring

Westfield, IN

$2,200 - $3,800

Old Dominion Freight Line

Old Dominion Linehaul Driver(Contract)|Westfield

Westfield, MA

$7,000 - $10,000

Sysco

Sysco Foodservice Delivery Driver - CDL A Home Daily

Westfield, IN

$85,000 - $105,000

PepsiCo Beverages North America

Pepsi Beverage Delivery Driver - CDL A

Westfield, MA

$24 - $32

Shipt

Pharmacy Delivery Driver($3.1k-$5.2k/Month)-Westfield,MA | Hiring

Westfield, MA

$3,100 - $5,200

DoorDash

Westfield,MA:Weekend Delivery Driver at Doordash | Hiring

Westfield, MA

$2,200 - $3,800

Corporate Catering Couriers

Immediate Opening in Westfield for a Independent Contractor

Westfield, MA

$3,920 - $6,720

Medline Industries

Medline Medical Supply Delivery Driver

Westfield, MA

$23 - $30

Matheson Postal Services

Matheson Postal Services seeks USPS Mail Haul Truck Driver-CDL A

Westfield, IN

$70,000 - $90,000

Driving Jobs in Westfield — FAQ

How many driving jobs are available in Westfield, MA right now?
There are currently 360+ 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 360+ listings above and apply directly.

Last updated: May 14, 2026