Driving Jobs in Woburn, MA — Start This Week

As of May 2026, there are 50+ open driving positions in Woburn, MA. Current pay ranges from $14 to $130,000 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.

Secure Document Couriers

Woburn,MA:Independent Contractor Driver-Night Shift Legal/document

Woburn, MA

$2,800 - $5,000

Express Logistics

Express Logistics seeks Delivery Driver-Full Time Local Routes in

Woburn, MA

$19 - $24

Final Mile Delivery Co.

Woburn Independent Contractor Driver-Final Mile

Woburn, MA

$3,000 - $5,500

DoorDash

Join Doordash in Woburn as a Flower Delivery Driver | Hiring

Woburn, MA

$2,400 - $4,200

Instacart

Woburn:Pet Supply Delivery Driver(Contractor,$2.9k-$4.8k/Month)

Woburn, MA

$2,900 - $4,800

FedEx Ground

Delivery Driver-Package Handler(Contract)-Woburn | Hiring

Woburn, MA

$21 - $26

Amazon Flex

Flexible Delivery Driver-Independent Contractor in Woburn,MA | Hiring

Woburn, MA

$18 - $25

Urban Pedal Logistics

Woburn Independent Contractor Driver-Urban E-bike/scooter Courier with

Woburn, MA

$2,500 - $4,500

Regional Expedite Logistics

Join Regional Expedite Logistics in Woburn as a Independent Contractor

Woburn, MA

$3,500 - $6,000

United Parcel Service (UPS)

UPS Package Delivery Driver•Woburn,MA•United Parcel Service(UPS)

Woburn, MA

$4,000 - $7,500

On-Demand Tasks Network

Woburn-based Independent Contractor Driver-On-demand Errands Opening

Woburn, MA

$2,000 - $4,000

Penske Logistics

Work in Woburn:CDL A Yard Hostler Truck Driver-Trailer Spotter

Woburn, MA

$26 - $33

Driving Jobs in Woburn — FAQ

How many driving jobs are available in Woburn, MA right now?
There are currently 50+ open driving positions in Woburn, 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 Woburn?
Driving job pay in Woburn 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 Woburn?
Yes. Many delivery driver, courier, and DSP positions in Woburn 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 Woburn?
Driving jobs in Woburn 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 Woburn?
Benefits vary by employer, but many driving positions in Woburn 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 Woburn?
Your take-home pay as a driver in Woburn 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 Woburn?
Yes, many driving positions in Woburn 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 50+ listings above and apply directly.

Last updated: May 14, 2026